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88-21-1

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88-21-1 Usage

Definition

ChEBI: An aminobenzenesulfonic acid carrying an amino group at position 2.

Air & Water Reactions

Soluble in water.

Reactivity Profile

Aniline-2-sulfonic acid is an amino acid. Reacts weakly with both acids and bases.

Fire Hazard

Flash point data for Aniline-2-sulfonic acid are not available, however Aniline-2-sulfonic acid is probably combustible.

Flammability and Explosibility

Nonflammable

Purification Methods

Crystallise orthanilic acis from aqueous solution, containing 20mL of conc HCl per L, then crystallise it from distilled water, and dry it in a vacuum desiccator over Sicapent (m 315o). When an aqueous solution is chilled below 13.5o, the hydrated form of the acid is obtained. It is used for the determination of nitrite and nitrate. The S-benzylisothiuronium salt has m 137o (from H2O). [Wertheim Org Synth Coll Vol II 471 1943, Beilstein 14 H 681, 14 I 714, 14 II 429, 14 III 1896, 14 IV 2638.]

Check Digit Verification of cas no

The CAS Registry Mumber 88-21-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 8 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 88-21:
(4*8)+(3*8)+(2*2)+(1*1)=61
61 % 10 = 1
So 88-21-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H7NO3S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,7H2,(H,8,9,10)/p-1

88-21-1 Well-known Company Product Price

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  • Alfa Aesar

  • (H31763)  Orthanilic acid, 95%   

  • 88-21-1

  • 100g

  • 576.0CNY

  • Detail
  • Alfa Aesar

  • (H31763)  Orthanilic acid, 95%   

  • 88-21-1

  • 500g

  • 1202.0CNY

  • Detail
  • Aldrich

  • (A86805)  Aniline-2-sulfonicacid  95%

  • 88-21-1

  • A86805-100G

  • 658.71CNY

  • Detail

88-21-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-aminobenzenesulfonic acid

1.2 Other means of identification

Product number -
Other names Aniline-2-sulfonic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:88-21-1 SDS

88-21-1Synthetic route

aniline
62-53-3

aniline

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With sodium hydrogen sulfate; sulfuric acid at 200℃; for 19h; Reagent/catalyst; Temperature;99%
With chlorosulfonic acid; 1,1,2,2-tetrachloroethane
2-nitrobenzenesulfonic acid
80-82-0

2-nitrobenzenesulfonic acid

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With hydrogen at 120℃; under 30003 - 37503.8 Torr; for 0.75h; Reflux;97%
With Raney nickel at 90 - 120℃; under 6000.6 - 9750.98 Torr;4200 kg
aniline
62-53-3

aniline

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With chlorosulfonic acid In 1,2-dichloro-benzene at 135℃; for 1h; Product distribution; Kinetics; Mechanism; E(activ), oth. temperatures;A 3.2%
B 96.8%
With sulfur trioxide In 1,2-dichloro-ethane at 5℃; Rate constant; Thermodynamic data; Product distribution; oth. temperature, E(activ.), var. ratios of reactants;
With sulfuric acid In 1,2-dichloro-benzene at 180℃; Kinetics; Thermodynamic data; Equilibrium constant; variation of molar ratio and temperature, Ea, ΔGo, ΔHo, ΔSo;
With sulfuric acid In 1,2-dichloro-benzene at 24.9℃; Thermodynamic data; Mechanism; Activation Free Energy, Enthalpy, Entropy of sulfonation and desulfonation;
thioindigo
522-75-8

thioindigo

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With (2,2':6',2''-terpyridine)(pyridine-2-carboxylate)iron(II)chloride; sodium hydroxide In water; acetonitrile95%
2-nitrothiophenol
4875-10-9

2-nitrothiophenol

A

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

B

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With water In 1,4-dioxane at 87℃; for 8h;A 7%
B 87%
In 1,4-dioxane; water at 87℃; for 6.25h;A 20.4%
B 16.7%
With water In 1,4-dioxane at 81 - 87℃; Rate constant; Mechanism; Product distribution; various water conc; different reaction times;
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With chloramine-B; sodium hydroxide; palladium dichloride In water; acetonitrile at 80℃; pH=12;85%
With [RuCl(P(C6H5)3)2(O(C6H4)NCH(C4H3N))]; sodium hydroxide In water; acetonitrile at 39.84℃; Kinetics; Concentration; Solvent; Temperature;
3-amino-benzenesulfonic acid, monosodium salt
1126-34-7

3-amino-benzenesulfonic acid, monosodium salt

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

aniline
62-53-3

aniline

C

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With disodium hydrogenphosphate; sodium dihydrogenphosphate In methanol for 0.0166667h; Product distribution; Mechanism; Irradiation; effect of solvent and pH;A 15.6%
B 37.2%
C 39.3%
With perchloric acid; NaH2PO4-Na2HPO4 buffer; sodium chloride In water for 0.0166667h; Product distribution; Mechanism; Irradiation;A 2.80 % Turnov.
B 6.43 % Turnov.
C 7.02 % Turnov.
N-phenylsulfamic acid
3345-86-6

N-phenylsulfamic acid

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With sulfuric acid; acetic acid
2-amino-5-bromobenzenesulfonic acid
1576-59-6

2-amino-5-bromobenzenesulfonic acid

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With phosphorus; hydrogen iodide at 110℃; im Druckrohr;
With sodium hydroxide; zinc
4-bromo-3-sulfo-benzoic acid
154117-60-9

4-bromo-3-sulfo-benzoic acid

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With ammonia at 180℃; im Rohr;
2-nitrobenzenesulfenyl chloride
7669-54-7

2-nitrobenzenesulfenyl chloride

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With methanol
Multi-step reaction with 2 steps
1: water; chlorine
2: natrium carbonate / Ansaeuern mit Essigsaeure und Kochen mit Eisenpulver
View Scheme
N-Phenylhydroxylamine
100-65-2

N-Phenylhydroxylamine

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With ethanol; sulfur dioxide
With sulfur dioxide; water
2-AMINOBENZENESULFONAMIDE
3306-62-5

2-AMINOBENZENESULFONAMIDE

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite
2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With sodium carbonate Ansaeuern mit Essigsaeure und Kochen mit Eisenpulver;
With potassium hydroxide anschliessend Erwaermen mit N2H4+H2O und Palladium/Kohle oder Raney-Nickel;
benzenesulfonic acid
98-11-3

benzenesulfonic acid

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
man reduziert das bei der Nitrierung entstandene Isomerengemisch nach Zugabe von Magnesiumoxyd mit Eisen und Schwefelsaeure;
N-trimethylsilylaniline
3768-55-6

N-trimethylsilylaniline

chlorine ethoxysulfonate
104184-87-4

chlorine ethoxysulfonate

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

ethyl phenylamidosulfate
3782-61-4

ethyl phenylamidosulfate

C

N-ethyl-N-phenylamidosulfate
732944-81-9

N-ethyl-N-phenylamidosulfate

D

dianilinium (4-sulfonatophenylamido)sulfate

dianilinium (4-sulfonatophenylamido)sulfate

Conditions
ConditionsYield
With acetic acid 1) CH2Cl2, (-10)-(-15) deg C, 2 h; reflux, 3 h; 2) (-10)-(-15) deg C, 3 h; Multistep reaction. Further byproducts given;
aniline sulfate
2424-53-5

aniline sulfate

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

3-aminobenzenesulfonic acid
121-47-1

3-aminobenzenesulfonic acid

C

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 40℃; Product distribution; Rate constant; Thermodynamic data; var. temperature, var. reaction time, var. ratio of reagents, presence of tetrabisulfatoboric acid, ΔE(activ.);
With sulfuric acid at 180℃; for 7h; Thermodynamic data; Kinetics; Product distribution; ΔE(act.), various time, various temperature, various excess of H2SO4;
With sulfur trioxide; mercury(II) sulfate at 7.6℃; for 0.5h; Thermodynamic data; Mechanism; Product distribution; E(activ.), various temperature, SO3 and HgSO4 concentration;
aniline sulfate
2424-53-5

aniline sulfate

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
In 1,2-dichloro-benzene at 180℃; for 0.5h; Rate constant; Thermodynamic data; Kinetics; other temperature (165 and 195 deg C), reaction time 7 h, activation energy;A 3.9 % Spectr.
B 96.1 % Spectr.
In 1,2-dichloro-benzene at 180℃; for 0.5h; Equilibrium constant; Mechanism; other temperature (165 and 195 deg C), reaction time 7 h;A 3.9 % Spectr.
B 96.1 % Spectr.
In 1,2-dichloro-benzene at 183℃; for 0.5h; Rate constant; Thermodynamic data; Kinetics; water removal, other solvent and temperature (p-chlorotoluene: 162 deg C, p-bromochlorobenzene: 196 deg C), reaction time 7 h;A 3.8 % Spectr.
B 96.2 % Spectr.
sodium phenylsulfamate
15790-84-8

sodium phenylsulfamate

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

3-aminobenzenesulfonic acid
121-47-1

3-aminobenzenesulfonic acid

C

aniline
62-53-3

aniline

D

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
In methanol for 0.0166667h; Product distribution; Irradiation;A 22.2 % Chromat.
B 5.1 % Chromat.
C 27.0 % Chromat.
D 39.4 % Chromat.
In methanol Product distribution; Mechanism; Irradiation; varying solvents;A 22.0 % Chromat.
B 5.1 % Chromat.
C 27.0 % Chromat.
D 39.4 % Chromat.

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

3-aminobenzenesulfonic acid
121-47-1

3-aminobenzenesulfonic acid

C

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With sulfuric acid; mercury(II) sulfate at 60℃; for 1h; Title compound not separated from byproducts;A 2.8 % Spectr.
B 43.8 % Spectr.
C 53.4 % Spectr.
With sulfuric acid; sulfur trioxide at 90℃; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With sulfuric acid at 90℃; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With sulfuric acid; mercury(II) sulfate at 60℃; for 1h; Product distribution; variation of reagent conc., time, temperature, and catalyst rate;A 2.8 % Spectr.
B 43.8 % Spectr.
C 53.4 % Spectr.
3-aminobenzenesulfonic acid
121-47-1

3-aminobenzenesulfonic acid

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

aniline
62-53-3

aniline

C

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
In methanol for 0.0166667h; Irradiation;A 15.6 % Turnov.
B 37.2 % Turnov.
C 39.3 % Turnov.
aniline
62-53-3

aniline

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

3-aminobenzenesulfonic acid
121-47-1

3-aminobenzenesulfonic acid

C

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 180℃; for 7h; Yield given. Yields of byproduct given;
With sulfuric acid; mercury(II) sulfate at 100℃; for 1h; Title compound not separated from byproducts;A 2.4 % Spectr.
B 32.0 % Spectr.
C 65.6 % Spectr.
With sulfuric acid at 90℃; Kinetics; Rate constant; Thermodynamic data; other temp.(90 - 210 deg C); other conc.H2SO4 (80.06 - 99.71percent); E-activation;
anilinium butylamidosulfate

anilinium butylamidosulfate

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

4-aminobenzene-1,3-disulfonic acid
137-51-9

4-aminobenzene-1,3-disulfonic acid

C

aniline-2,6-disulfonic acid

aniline-2,6-disulfonic acid

D

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
at 160℃; for 8h; Yield given. Yields of byproduct given;
at 160℃; for 8h; Product distribution; Mechanism; other di- and trimethylanilinium butylamidosulfates, var. temperatures;
4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

3-aminobenzenesulfonic acid
121-47-1

3-aminobenzenesulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 180℃; Title compound not separated from byproducts;
With sulfuric acid at 180℃; Rate constant; Kinetics; other temperatures; other conc. of H2SO4; E(activ.);
With sulfuric acid at 190℃; Product distribution; Rate constant; var. ratio of reactants, object of study - isomerization;
With sulfuric acid at 180℃; Thermodynamic data; Rate constant; E(excit.);
<(2-Nitro-phenyl)sulfonyl>essigsaeure
27489-27-6

<(2-Nitro-phenyl)sulfonyl>essigsaeure

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Conditions
ConditionsYield
With sodium hydroxide
water
7732-18-5

water

N-Phenylhydroxylamine
100-65-2

N-Phenylhydroxylamine

sulfur dioxide

sulfur dioxide

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

water
7732-18-5

water

aniline
62-53-3

aniline

disodium mercury (II)-sulfite

disodium mercury (II)-sulfite

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

N-phenylsulfamic acid
3345-86-6

N-phenylsulfamic acid

diethyl ether
60-29-7

diethyl ether

N-Phenylhydroxylamine
100-65-2

N-Phenylhydroxylamine

sulfur dioxide

sulfur dioxide

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

N-phenylsulfamic acid
3345-86-6

N-phenylsulfamic acid

D

azoxybenzene
495-48-7

azoxybenzene

aniline
62-53-3

aniline

H2SO4 (fuming)

H2SO4 (fuming)

A

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

B

3-aminobenzenesulfonic acid
121-47-1

3-aminobenzenesulfonic acid

C

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
at 0 - 95℃; beim Behandeln von Anilin-sulfat;
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

C6H8N2O3S*(x)H2O4S

C6H8N2O3S*(x)H2O4S

Conditions
ConditionsYield
Stage #1: 2-amino-1-benzenesulfonic acid With sodium nitrite In water at 30℃;
Stage #2: With sodium sulfite In water at 100 - 120℃;
Stage #3: With sulfuric acid In water at 130℃;
99.2%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

C6H8N2O3S*(x)ClH

C6H8N2O3S*(x)ClH

Conditions
ConditionsYield
Stage #1: 2-amino-1-benzenesulfonic acid With sodium nitrite In water at 30℃; Acidic conditions; Flow reactor;
Stage #2: With sodium sulfite In water at 95 - 110℃;
Stage #3: With hydrogenchloride In water at 130℃;
99.1%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

silver(l) oxide
20667-12-3

silver(l) oxide

[Ag(2-aminobenzosulfonate)]

[Ag(2-aminobenzosulfonate)]

Conditions
ConditionsYield
In water acid (2 mmol0 and Ag2O (1 mmol) stirred for 2 h; filtered, crystd. on slow evapn. overnight, elem. anal.;96%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

bismuth(III) tert-butoxide

bismuth(III) tert-butoxide

Bi(3+)*3C6H6NO3S(1-)

Bi(3+)*3C6H6NO3S(1-)

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; Inert atmosphere;96%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

acetoacetamido
5977-14-0

acetoacetamido

sodium (Z)-2-(2-(1-amino-1,3-dioxobutan-2-ylidene)hydrazineyl)benzenesulfonate

sodium (Z)-2-(2-(1-amino-1,3-dioxobutan-2-ylidene)hydrazineyl)benzenesulfonate

Conditions
ConditionsYield
Stage #1: 2-amino-1-benzenesulfonic acid With sodium hydroxide; sodium nitrite In water at 0 - 5℃; for 0.0833333h;
Stage #2: With hydrogenchloride In water at 0 - 5℃; for 0.5h;
Stage #3: acetoacetamido With sodium acetate; sodium hydroxide In ethanol; water for 1h;
92%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

2-sulfo-benzenediazonium-betaine
612-31-7

2-sulfo-benzenediazonium-betaine

Conditions
ConditionsYield
With sulfuric acid; sodium carbonate; sodium nitrite In water at -10℃; for 0.5h;91%
With sodium hydroxide; sulfuric acid; sodium nitrite
With ethanol; mixture of gaseous nitrogen oxides
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

sodium ortho-iodobenzenesulfonate

sodium ortho-iodobenzenesulfonate

Conditions
ConditionsYield
Stage #1: 2-amino-1-benzenesulfonic acid With toluene-4-sulfonic acid In acetonitrile for 0.166667h;
Stage #2: With potassium iodide; sodium nitrite In water; acetonitrile at 10 - 20℃; for 1.16667h;
91%
Stage #1: 2-amino-1-benzenesulfonic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: With sodium iodide In water at 0 - 50℃; for 14h;
65%
Stage #1: 2-amino-1-benzenesulfonic acid With hydrogenchloride; sodium nitrite In water at 0℃;
Stage #2: With sodium iodide In water at 0 - 50℃; for 14h;
60%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

1-isocyanato-4-trifluoromethoxy-benzene
35037-73-1

1-isocyanato-4-trifluoromethoxy-benzene

N-ethyl-N-isopropylpropan-2-aminium 2-(3-(4-(trifluoromethoxy)phenyl)ureido)benzenesulfonate

N-ethyl-N-isopropylpropan-2-aminium 2-(3-(4-(trifluoromethoxy)phenyl)ureido)benzenesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 8h;91%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

malononitrile
109-77-3

malononitrile

2-(2-(dicyanomethylene)hydrazinyl)benzenesulfonic acid
120814-56-4

2-(2-(dicyanomethylene)hydrazinyl)benzenesulfonic acid

Conditions
ConditionsYield
Stage #1: 2-amino-1-benzenesulfonic acid With sodium hydroxide In water at 20℃;
Stage #2: With hydrogenchloride; sodium nitrite In water at -0.16℃; for 1h;
Stage #3: malononitrile With sodium acetate In ethanol; water at -0.16℃; for 1h; Japp-Klingemann reaction;
90%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

p-chlorphenylisocyanate
104-12-1

p-chlorphenylisocyanate

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

N-ethyl-N-isopropylpropan-2-aminium 2-(3-(4-chlorophenyl)ureido)benzenesulfonate

N-ethyl-N-isopropylpropan-2-aminium 2-(3-(4-chlorophenyl)ureido)benzenesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 8h;89%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

CB 3GA

CB 3GA

C35H22N8O14S4(4-)*4Na(1+)

C35H22N8O14S4(4-)*4Na(1+)

Conditions
ConditionsYield
With sodium carbonate In water at 90℃; for 5h; pH=5 - 7;88%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

sodium 2-azidobenzenesulfonate

sodium 2-azidobenzenesulfonate

Conditions
ConditionsYield
Stage #1: 2-amino-1-benzenesulfonic acid With sulfuric acid; sodium nitrite In water at 0℃; for 0.5h;
Stage #2: With sodium azide In water at 20℃; for 15h;
88%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

Cyanoaceton
2469-99-0

Cyanoaceton

sodium 2-(2-(1-cyano-2-oxopropylidene)hydrazinyl)benzenesulfonate

sodium 2-(2-(1-cyano-2-oxopropylidene)hydrazinyl)benzenesulfonate

Conditions
ConditionsYield
Stage #1: 2-amino-1-benzenesulfonic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 0 - 5℃; for 1h;
Stage #2: Cyanoaceton With sodium acetate; sodium hydroxide In ethanol; water at 0℃; Japp-Klingemann Hydrazone Synthesis;
86%
2-naphthylacetyl chloride
37859-25-9

2-naphthylacetyl chloride

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

N-ethyl-N-isopropylpropan-2-aminium 2-(2-(naphthalen-2-yl)acetamido)benzenesulfonate

N-ethyl-N-isopropylpropan-2-aminium 2-(2-(naphthalen-2-yl)acetamido)benzenesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 4h;85%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

p-trifluoromethyl-phenylisocyanate
1548-13-6

p-trifluoromethyl-phenylisocyanate

N-ethyl-N-isopropylpropan-2-aminium 2-(3-(4-(trifluoromethyl)phenyl)ureido)benzenesulfonate

N-ethyl-N-isopropylpropan-2-aminium 2-(3-(4-(trifluoromethyl)phenyl)ureido)benzenesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 8h;85%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

3,4-dichlorophenyl isocyanate
34893-92-0

3,4-dichlorophenyl isocyanate

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

N-ethyl-N-isopropylpropan-2-aminium 2-(3-(3,5-dichlorophenyl)ureido)benzenesulfonate

N-ethyl-N-isopropylpropan-2-aminium 2-(3-(3,5-dichlorophenyl)ureido)benzenesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 8h;85%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid
90-20-0

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfoamidophenyl)anthraquinone monosodium salt

1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfoamidophenyl)anthraquinone monosodium salt

C42H27ClN9O18S5(5-)*5Na(1+)

C42H27ClN9O18S5(5-)*5Na(1+)

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfoamidophenyl)anthraquinone monosodium salt In water at 0 - 5℃; for 4h; pH=4- 6.5;
Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid In water at 28 - 35℃; pH=3.5 - 4;
Stage #3: 2-amino-1-benzenesulfonic acid Further stages;
84.23%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

4-morpholino-2-naphthol
159596-05-1

4-morpholino-2-naphthol

sodium (Z)-2-{2-[4-morpholino-2-oxonaphthalen-1(2H)-ylidene]hydrazinyl}benzenesulfonate

sodium (Z)-2-{2-[4-morpholino-2-oxonaphthalen-1(2H)-ylidene]hydrazinyl}benzenesulfonate

Conditions
ConditionsYield
Stage #1: 2-amino-1-benzenesulfonic acid With potassium carbonate In water
Stage #2: With hydrogenchloride; sodium nitrite In water at 5 - 10℃;
Stage #3: 4-morpholino-2-naphthol With sodium hydroxide In water for 0.5h; Cooling;
84%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

β-naphthol
135-19-3

β-naphthol

sodium (Z)-2-{2-[4-morpholino-2-oxonaphthalen-1(2H)-ylidene]hydrazinyl}benzenesulfonate

sodium (Z)-2-{2-[4-morpholino-2-oxonaphthalen-1(2H)-ylidene]hydrazinyl}benzenesulfonate

Conditions
ConditionsYield
Stage #1: 2-amino-1-benzenesulfonic acid With potassium carbonate In water
Stage #2: With hydrogenchloride; sodium nitrite In water at 5℃;
Stage #3: β-naphthol With sodium hydroxide In water for 0.5h; Cooling;
84%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

2-(4-methylbenzamido)benzenesulfonic acid

2-(4-methylbenzamido)benzenesulfonic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h;84%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

4-Methoxyphenyl isocyanate
5416-93-3

4-Methoxyphenyl isocyanate

N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

N-ethyl-N-isopropylpropan-2-aminium 2-(3-(4-methoxyphenyl)ureido)benzenesulfonate

N-ethyl-N-isopropylpropan-2-aminium 2-(3-(4-methoxyphenyl)ureido)benzenesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 8h;84%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

2-[(2,3-dihydroxyphenyl)methylideneamino]benzenesulfonic acid trihydrate

2-[(2,3-dihydroxyphenyl)methylideneamino]benzenesulfonic acid trihydrate

Conditions
ConditionsYield
With water In methanol at 20℃; for 24h;83%
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

2-iodobenzenesulfonic acid
63059-25-6

2-iodobenzenesulfonic acid

Conditions
ConditionsYield
Stage #1: 2-amino-1-benzenesulfonic acid With sodium carbonate In water
Stage #2: With sodium nitrite In water at 0℃; for 0.75h; Further stages;
82%
durch Diazotierung und Zersetzung der Diazoverbindung mit rauch.Jodwasserstoffsaeure;
With sulfuric acid Diazotization.Erwaermen des Reaktionsprodukts mit Kaliumjodid;
2-amino-1-benzenesulfonic acid
88-21-1

2-amino-1-benzenesulfonic acid

3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

2-[(2-hydroxy-3-methoxyphenyl)methylideneamino]benzenesulfonic acid

2-[(2-hydroxy-3-methoxyphenyl)methylideneamino]benzenesulfonic acid

Conditions
ConditionsYield
In ethanol; water at 20℃; for 24h;82%

88-21-1Relevant articles and documents

Bimolecular proximity of a ruthenium complex and methylene blue within an anionic porous coordination cage for enhancing photocatalytic activity

Fang, Yu,Xiao, Zhifeng,Kirchon, Angelo,Li, Jialuo,Jin, Fangying,Togo, Tatsuo,Zhang, Liangliang,Zhu, Chengfeng,Zhou, Hong-Cai

, p. 3529 - 3534 (2019/03/28)

The charge repulsion between a catalyst and substrate will significantly reduce the contact occurring between them, resulting in low reactivity. Herein, we report an anionic porous coordination cage that is capable of encapsulating both a cationic catalyst and cationic substrate in its cavity at the same time. After encapsulating the [Ru(bpy)3]2+Cl2 (bpy = bipyridine) catalyst, the cage/catalyst composite serves as an active heterogeneous catalyst for the photo-degradation of methylene blue (MB). The highly negatively charged cavity of PCC-2 allows for the sequential encapsulation of the cationic methylene blue substrate and the Ru catalyst, which in turn significantly shortens the distance between them, yielding an increased possibility of MB degradation. Moreover, the encapsulated Ru catalyst dramatically outperformed its homogeneous counterpart in terms of overall degradation performance and recyclability.

Orthanilic acid synthesizing method

-

Paragraph 0053; 0056; 0067; 0077; 0087; 0098; 0109, (2018/03/25)

The invention discloses an orthanilic acid synthesizing method. The method includes steps: step one, taking water as a reaction medium, mixing ortho-nitrochlorobenzene and sodium disulfide solution, and stirring at 60-90 DEG C until reaction is finished, so that bis(dinitrophenyl)disulfide is obtained; step two, taking water as a reaction medium, adding the bis(dinitrophenyl)disulfide while addingan oxidant into a reaction system, stirring at 60-90 DEG C until reaction is finished, so that aqueous solution of o-nitrobenzenesulphonic acid is obtained; step three, taking water as a reaction medium and o-nitrobenzenesulphonic acid as a reaction substrate, adding or not adding auxiliary agents, adding catalysts under conditions of 90-120 DEG C and 0.8-2.0MPa, stirring until reaction is finished, and acidizing to obtain orthanilic acid. The orthanilic acid yield of the method reaches 90% or above and increased by 20% or above as compared with that of an old process, product purity is higher than 99.5%, and great crystal form and freeness of metal ion residues are realized. The method has advantages of high economic benefits, environmental friendliness and the like.

Design and mechanism of iron catalyzed carbon-carbon bond cleavage and N-oxidation processes of hazardous dyes for selective synthesis of nitroarenes and aminoarenecarboxylic acids

Jagadeesh, Rajenahally V.,Kiran,Bhagat, Pundlik R.,Kumar, S. Senthil,Nithya,Khan, F. Nawaz,Sivakumar

experimental part, p. 92 - 104 (2011/05/05)

An efficient iron catalyzed oxidative degradation process has been developed for selective conversion of environmentally hazardous azo and indigo dyes into nitroarenes and aminoarenecarboxylic acids (anthranilic acids) respectively, using polymer supported tribromide reagent at an alkaline pH. The in situ generated and the isolated (defined) chloro-iron(II)-terpyridine- pyridine carboxylate [Fe(tpy)(pic)Cl] catalyst system has been developed and its catalytic function was invented for the degradation process. The different nitrogenous and oxygen ligands have been screened out for the development of best catalyst system, and eventually we explored pyridine 2-carboxylic acid and terpyridine ligands together, were found to be the best. Notably, the in situ generated and the defined catalyst systems have found to be more effective with similar catalytic activities towards the oxidative degradation of both the dyes. As a result, the whole oxidative degradation process has been carried out with Fe(tpy)(pic)Cl catalyst system and the general process utilizes the efficient catalytic method for the selective oxidation of -NN- and -CC- bonds of azo and indigo dyes respectively. The detailed catalysis, mechanistic and kinetic investigations have been made for the reactions. Interestingly, both the dyes proceed with a common oxidative degradation mechanism under identical kinetic patters. A common oxidative degradation mechanism which operates in both the dyes has been proposed and an identical related kinetic model was designed. The main interesting aspect of the present work pertains to the catalytic conversion of environmentally hazardous compounds into useful molecules; such are anthranilic acids and nitrobenzenes. Other special aspect related to catalytic activity of iron and potentially, iron catalyst accelerates the reaction rates with 15-20-fold faster. The reactions were also carried out with different polymer supported trihalide and inter-halide reagents. Notably, trichloride and inter-halide regents were found to be more reactive. The catalytic method developed for the degradation process was found to be very efficient and the involvement of cost-effective reagents makes the reaction simple, and can be conveniently scalable to industrial/technological operations with suitable modifications.

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