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2729-34-2

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2729-34-2 Usage

Chemical Properties

off-white powder

Check Digit Verification of cas no

The CAS Registry Mumber 2729-34-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,7,2 and 9 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 2729-34:
(6*2)+(5*7)+(4*2)+(3*9)+(2*3)+(1*4)=92
92 % 10 = 2
So 2729-34-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H4Cl2FN/c7-4-1-3(10)2-5(8)6(4)9/h1-2H,10H2

2729-34-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,5-dichloro-4-fluoroaniline

1.2 Other means of identification

Product number -
Other names 3,5-dichlor-4-fluoranilin

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:2729-34-2 SDS

2729-34-2Synthetic route

3,5-dichloro-4-fluoro-nitrobenzene
3107-19-5

3,5-dichloro-4-fluoro-nitrobenzene

3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

Conditions
ConditionsYield
With hydrogen In methanol Inert atmosphere;90%
With hydrogenchloride; tin(ll) chloride
With ammonium formate; zinc In methanol; water for 1.33333h;
3,4,5-trichloronitrobenzen
20098-48-0

3,4,5-trichloronitrobenzen

3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylformamide; potassium fluoride / 150 °C
2: SnCl2; aqueous HCl
View Scheme
Multi-step reaction with 2 steps
1: potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride / 11 h / 140 - 175 °C
2: hydrogen / methanol / Inert atmosphere
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

1,3-dichloro-2-fluorobenzene
2268-05-5

1,3-dichloro-2-fluorobenzene

Conditions
ConditionsYield
Stage #1: 3,5-dichloro-4-fluorophenylamine With nitrosylsulfuric acid at 10 - 15℃; for 6h;
Stage #2: With copper(I) oxide; sodium hypophosphite; sulfuric acid; water for 1h;
86%
2-amino-6-methyl-4-chloropyrimidine
5600-21-5

2-amino-6-methyl-4-chloropyrimidine

3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

N4-(3,5-dichloro-4-fluorophenyl)-6-methylpyrimidine-2,4-diamine

N4-(3,5-dichloro-4-fluorophenyl)-6-methylpyrimidine-2,4-diamine

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 140℃; for 1.5h; Microwave irradiation; Sealed tube;81%
2,4-dichloro-5-(morpholinosulfonyl)benzoyl chloride

2,4-dichloro-5-(morpholinosulfonyl)benzoyl chloride

3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

2,4-dichloro-N-(3,5-dichloro-4-fluorophenyl)-5-(morpholinosulfonyl)benzamide

2,4-dichloro-N-(3,5-dichloro-4-fluorophenyl)-5-(morpholinosulfonyl)benzamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 12h; Inert atmosphere;76%
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

2,4-dichloro-5-[(4-methylpiperazin-1-yl)sulfonyl]benzoyl chloride

2,4-dichloro-5-[(4-methylpiperazin-1-yl)sulfonyl]benzoyl chloride

2,4-dichloro-N-(3,5-dichloro-4-fluorophenyl)-5-((4-methylpiperazin-1-yl)sulfonyl)benzamide

2,4-dichloro-N-(3,5-dichloro-4-fluorophenyl)-5-((4-methylpiperazin-1-yl)sulfonyl)benzamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 12h; Inert atmosphere;64%
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

O-ehyl (3,5-dichloro-4-fluorophenyl)sulfanylmethanethioate

O-ehyl (3,5-dichloro-4-fluorophenyl)sulfanylmethanethioate

Conditions
ConditionsYield
Stage #1: 3,5-dichloro-4-fluorophenylamine With hydrogenchloride; sodium nitrite In water at -5℃;
Stage #2: potassium ethyl xanthogenate In water at 50℃; for 3h;
60%
With hydrogenchloride; sodium nitrite In water at 0 - 70℃; for 2h;
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

phenyl chloroformate
1885-14-9

phenyl chloroformate

phenyl (3,5-dichloro-4-fluorophenyl)carbamate

phenyl (3,5-dichloro-4-fluorophenyl)carbamate

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere;55%
With sodium hydrogencarbonate In water; ethyl acetate
4-[5-bromo-2-(4-methoxybenzyl)-2H-[1,2,4]triazol-3-yl]morpholine

4-[5-bromo-2-(4-methoxybenzyl)-2H-[1,2,4]triazol-3-yl]morpholine

3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

(3,5-dichloro-4-fluorophenyl)-[1-(4-methoxybenzyl)-5-morpholin-4-yl-1H-[1,2,4]triazol-3-yl]amine

(3,5-dichloro-4-fluorophenyl)-[1-(4-methoxybenzyl)-5-morpholin-4-yl-1H-[1,2,4]triazol-3-yl]amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tert-butyl XPhos In toluene at 20 - 85℃; for 15.0833h; Inert atmosphere;53%
1-benzyl-5-bromo-1H-[1,2,4]triazole

1-benzyl-5-bromo-1H-[1,2,4]triazole

3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

(2-benzyl-2H-[1,2,4]triazol-3-yl)(3,5-dichloro-4-fluorophenyl)amine

(2-benzyl-2H-[1,2,4]triazol-3-yl)(3,5-dichloro-4-fluorophenyl)amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tert-butyl XPhos In toluene at 110℃; for 18h; Inert atmosphere;15%
2-acetylpropanoic acid ethyl ester
609-14-3

2-acetylpropanoic acid ethyl ester

3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

ethyl (2Z)-2-[2-(3,5-dichloro-4-fluorophenyl)hydrazin-1-ylidene]propanoate

ethyl (2Z)-2-[2-(3,5-dichloro-4-fluorophenyl)hydrazin-1-ylidene]propanoate

Conditions
ConditionsYield
Stage #1: 3,5-dichloro-4-fluorophenylamine With hydrogenchloride; sodium nitrite In ethanol; water at 0℃; for 0.0833333h;
Stage #2: 2-acetylpropanoic acid ethyl ester In ethanol; water at -10℃; for 0.05h;
14.7%
1-benzyl-3-bromo-1H-[1,2,4]triazole

1-benzyl-3-bromo-1H-[1,2,4]triazole

3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

(1-benzyl-1H-[1,2,4]triazol-3-yl)-(3,5-dichloro-4-fluorophenyl)amine

(1-benzyl-1H-[1,2,4]triazol-3-yl)-(3,5-dichloro-4-fluorophenyl)amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tert-butyl XPhos In toluene at 110℃; for 19h; Inert atmosphere;7%
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

ethyl cyanoacetimidate hydrochloride
55244-11-6

ethyl cyanoacetimidate hydrochloride

N5-(3,5-dichloro-4-fluoro-phenyl)-1H-pyrazole-3,5-diamine

N5-(3,5-dichloro-4-fluoro-phenyl)-1H-pyrazole-3,5-diamine

Conditions
ConditionsYield
Stage #1: 3,5-dichloro-4-fluorophenylamine; ethyl cyanoacetimidate hydrochloride In ethanol at 20℃; under 760.051 Torr; Inert atmosphere;
Stage #2: With hydrazine In ethanol; water under 760.051 Torr; for 4.5h; Inert atmosphere; Heating;
5%
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

3,5-dichloro-4-fluorophenol
2995-04-2

3,5-dichloro-4-fluorophenol

Conditions
ConditionsYield
Stage #1: 3,5-dichloro-4-fluorophenylamine With sulfuric acid; sodium nitrite In water at 0℃; for 0.166667h;
Stage #2: With sulfuric acid; water; sodium sulfate at 90 - 120℃; for 2.5h; Enzymatic reaction;
5%
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

[(R)-1-(3,5-dichloro-4-fluoro-phenylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester
1159735-51-9

[(R)-1-(3,5-dichloro-4-fluoro-phenylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: Boc-(R)-Ala With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -20 - -15℃; for 0.833333h;
Stage #2: 3,5-dichloro-4-fluorophenylamine In tetrahydrofuran at 20℃; for 20h;
With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -20 - 20℃;
Stage #1: Boc-(R)-Ala With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -20 - -15℃; for 0.833333h;
Stage #2: 3,5-dichloro-4-fluorophenylamine In tetrahydrofuran at -15 - 20℃;
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

Kalium-ethyl-adipat
24356-36-3

Kalium-ethyl-adipat

C14H15Cl2FN2O4
1570075-05-6

C14H15Cl2FN2O4

Conditions
ConditionsYield
Stage #1: 3,5-dichloro-4-fluorophenylamine With hydrogenchloride; sodium nitrite In water at 0 - 8℃; for 0.333333h;
Stage #2: Kalium-ethyl-adipat In water at 0 - 40℃; for 1h; Japp-Klingemann Hydrazone Synthesis;
4-[5-bromo-2-(4-methoxybenzyl)-2H-[1,2,4]triazol-3-yl]morpholine

4-[5-bromo-2-(4-methoxybenzyl)-2H-[1,2,4]triazol-3-yl]morpholine

3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

(3,5-dichloro-4-fluorophenyl)-(5-morpholin-4-yl-1H-[1,2,4]triazol-3-yl)amine

(3,5-dichloro-4-fluorophenyl)-(5-morpholin-4-yl-1H-[1,2,4]triazol-3-yl)amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos / toluene / 15.08 h / 20 - 85 °C / Inert atmosphere
2: trifluoroacetic acid / 2 h / 65 °C
View Scheme
4-chlorosulfonyl-1-methyl-pyrrole-2-carbonyl chloride

4-chlorosulfonyl-1-methyl-pyrrole-2-carbonyl chloride

3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

5-[(3,5-dichloro-4-fluorophenyl)carbamoyl]-1-methyl-pyrrole-3-sulfonyl chloride

5-[(3,5-dichloro-4-fluorophenyl)carbamoyl]-1-methyl-pyrrole-3-sulfonyl chloride

Conditions
ConditionsYield
In toluene for 2h; Reflux;
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

tert-butyl N'-cyclopropylcarbonyl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

tert-butyl N'-cyclopropylcarbonyl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C
4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C
5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice
6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C
7.1: triethylamine / tetrahydrofuran / 0.08 h / 20 °C
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

N'-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}cyclopropanecarbohydrazide

N'-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}cyclopropanecarbohydrazide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C
4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C
5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice
6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C
7.1: triethylamine / tetrahydrofuran / 0.08 h / 20 °C
8.1: trifluoroacetic acid / 2 h / 50 °C
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

tert-butyl N'-2-fluorocyclopropylcarbonyl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

tert-butyl N'-2-fluorocyclopropylcarbonyl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C
4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C
5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice
6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C
7.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 1.5 h / 50 °C
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

N'-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}-2-fluorocyclopropanecarbohydrazide

N'-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}-2-fluorocyclopropanecarbohydrazide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C
4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C
5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice
6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C
7.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 1.5 h / 50 °C
8.1: trifluoroacetic acid / 2 h / 20 °C
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

tert-butyl 2,2-difluorocyclopropanecarbonyl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

tert-butyl 2,2-difluorocyclopropanecarbonyl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C
4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C
5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice
6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C
7.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 2.5 h / 50 - 70 °C
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

tert-butyl N'-isovaleryl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

tert-butyl N'-isovaleryl-N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C
4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C
5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice
6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C
7.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 4 h / 50 °C
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

tert-butyl N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbamate

tert-butyl N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C
4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C
5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

tert-butyl N-{2-chloro-5-[3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluoro-2-butenoyl]phenyl}carbamate

tert-butyl N-{2-chloro-5-[3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluoro-2-butenoyl]phenyl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C
4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

tert-butyl N-{2-chloro-5-[3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluoro-3-hydroxy-butanoyl]phenyl}carbamate

tert-butyl N-{2-chloro-5-[3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluoro-3-hydroxy-butanoyl]phenyl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethan-1-one
1190865-44-1

1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
View Scheme
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

1,3-dichloro-2-fluoro-5-iodo-benzene

1,3-dichloro-2-fluoro-5-iodo-benzene

Conditions
ConditionsYield
Stage #1: 3,5-dichloro-4-fluorophenylamine With sulfuric acid; acetic acid; sodium nitrite at 20℃; for 4h; Cooling with ice;
Stage #2: With potassium iodide at 70℃; for 1h; Cooling with ice;
29.7 g
3,5-dichloro-4-fluorophenylamine
2729-34-2

3,5-dichloro-4-fluorophenylamine

tert-butyl N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

tert-butyl N-{2-chloro-5-[5-(3,5-dichloro-4-fluorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenyl}carbazate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: sodium nitrite; acetic acid; sulfuric acid / 4 h / 20 °C / Cooling with ice
1.2: 1 h / 70 °C / Cooling with ice
2.1: isopropylmagnesium chloride / tetrahydrofuran / 1.33 h / Cooling with ice
2.2: 1.83 h / Cooling with ice
3.1: triethylamine / tetrahydrofuran / 2 h / 60 - 80 °C
4.1: dmap; acetic anhydride; triethylamine / toluene / 3 h / 50 °C
5.1: sodium hydroxide; tetrabutylammomium bromide; hydroxylamine hydrochloride / water; tert-butyl methyl ether / 1 h / 20 °C / Cooling with ice
6.1: sodium hydroxide; ammonium hydroxide; ammonium chloride; Aliquat 336; sodium hypochlorite / tetrahydrofuran; water / 0.67 h / 20 °C
View Scheme

2729-34-2Downstream Products

2729-34-2Relevant articles and documents

Preparation method of 3, 4, 5-trifluorobromobenzene

-

, (2020/12/14)

The invention relates to a preparation method of 3, 4, 5-trifluorobromobenzene, belongs to the technical field of chemical synthesis, and solves the problem that a byproduct 3, 4, 5-trichloronitrobenzene generated in a process of preparing 3, 4-dichloronitrobenzene by introducing chlorine into parachloronitrobenzene cannot be effectively utilized. The method comprises the step of preparing 3, 4, 5-trifluorobromobenzene by taking 3, 4, 5-trichloronitrobenzene as a raw material. According to the technical scheme provided by the invention, the utilization rate of raw materials and the efficiencyof the process can be improved, and high-value utilization of byproducts is realized.

DERIVATIVES OF 6,7-DIHYDRO-5H-IMIDAZO[1,2-a]IMIDAZOLE-3-CARBOXYLIC ACID AMIDES

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Page/Page column 73-74, (2010/12/29)

Derivatives of 6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid amide exhibit good inhibitory effect upon the interaction of CAMs and Leukointegrins and are thus useful in the treatment of inflammatory disease.

DERIVATIVES OF 6,7-DIHYDRO-5H-IMIDAZO[1,2-α]IMIDAZOLE-3- CARBOXYLIC ACID AMIDES

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Page/Page column 163, (2009/07/03)

Derivatives of 6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carboxylic acid amide exhibit good inhibitory effect upon the interaction of CAMs and Leukointegrins and are thus useful in the treatment of inflammatory disease.

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