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3337-62-0

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3337-62-0 Usage

Description

3,5-Dibromo-4-hydroxybenzoic acid is a monohydroxybenzoic acid derivative, specifically p-salicylic acid with bromo-substituents at the C-3 and C-5 positions of the benzene ring. It is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceuticals and has potential applications in different industries.

Uses

Used in Pharmaceutical Industry:
3,5-Dibromo-4-hydroxybenzoic acid is used as an intermediate for the preparation of benzbromarone (B185200), which is a uricosuric agent. The application reason is that benzbromarone helps in the treatment of gout and hyperuricemia by increasing the excretion of uric acid in the urine, thus alleviating the symptoms and managing the conditions effectively.

Check Digit Verification of cas no

The CAS Registry Mumber 3337-62-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,3,3 and 7 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3337-62:
(6*3)+(5*3)+(4*3)+(3*7)+(2*6)+(1*2)=80
80 % 10 = 0
So 3337-62-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H4Br2O3/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,10H,(H,11,12)/p-1

3337-62-0 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (A18361)  3,5-Dibromo-4-hydroxybenzoic acid, 98%   

  • 3337-62-0

  • 25g

  • 532.0CNY

  • Detail
  • Alfa Aesar

  • (A18361)  3,5-Dibromo-4-hydroxybenzoic acid, 98%   

  • 3337-62-0

  • 100g

  • 1868.0CNY

  • Detail

3337-62-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,5-dibromo-4-hydroxybenzoate

1.2 Other means of identification

Product number -
Other names Bromoxynilbenzoic 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:3337-62-0 SDS

3337-62-0Synthetic route

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide In 1,2-dichloro-ethane at 45℃; for 3h;97%
With bromine; calcium bromide In water at 25℃; for 0.25h; regioselective reaction;94%
With bromine In water at 20℃; for 0.166667h;89%
methyl 3,5-dibromo-4-hydroxybenzoate
41727-47-3

methyl 3,5-dibromo-4-hydroxybenzoate

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
With water; sodium hydroxide at 60℃; for 4h;94%
With sodium hydroxide
3-bromo-4-hydroxy-benzoic acid
14348-41-5

3-bromo-4-hydroxy-benzoic acid

A

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With water; bromine
3,5-dibromo-4-methoxybenzoic acid
4073-35-2

3,5-dibromo-4-methoxybenzoic acid

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
With hydrogen iodide
acetic acid-(2,6-dibromo-4-methyl-phenyl ester)
67201-41-6

acetic acid-(2,6-dibromo-4-methyl-phenyl ester)

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
With chromic acid; acetic acid Hydrolyse des Reaktionsproduktes;
2,6-dibromo-4-(trifluoromethyl)phenol
35852-57-4

2,6-dibromo-4-(trifluoromethyl)phenol

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
With sodium hydroxide
4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

A

3-bromo-4-hydroxy-benzoic acid
14348-41-5

3-bromo-4-hydroxy-benzoic acid

B

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
With bromine; potassium bromide In water at 25℃; Rate constant; Product distribution; var. pH;
With N-Bromosuccinimide; 1-n-butyl-3-methylimidazolim bromide for 0.05h; Ionic liquid;
With [VO((R,R)-N,N-disalicylidenecyclohexane-1,2-diamine-2H)(methanol)]ClO4; dihydrogen peroxide; potassium bromide In acetonitrile at 60 - 80℃; for 15h; High-pressure reactor;
Stage #1: 4-hydroxy-benzoic acid In acetonitrile at 20℃; for 0.0833333h;
Stage #2: With N-Bromosuccinimide In acetonitrile at 20℃; for 48h;
3,3-bis-(4-acetoxy-3,5-dibromo-phenyl)-phthalide
104541-40-4

3,3-bis-(4-acetoxy-3,5-dibromo-phenyl)-phthalide

acetic acid
64-19-7

acetic acid

chromic acid

chromic acid

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
durch Verseifung;
acetic acid
64-19-7

acetic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

bromine (2 mol )

bromine (2 mol )

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

iodine
7553-56-2

iodine

acetic acid
64-19-7

acetic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

bromine (2 mol )

bromine (2 mol )

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

bromine vapour (2 mol )

bromine vapour (2 mol )

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

3-bromo-4-hydroxy-benzoic acid
14348-41-5

3-bromo-4-hydroxy-benzoic acid

A

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

B

2.4.6-tribromo-phenyl

2.4.6-tribromo-phenyl

Conditions
ConditionsYield
bei Bromierung;
3.5-dibromo-4-oxy-benzaldehyde

3.5-dibromo-4-oxy-benzaldehyde

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
With potassium hydroxide man gibt waessr. KMnO4-Loesung hinzu;
3.5-dibromo-anisacidic sodium

3.5-dibromo-anisacidic sodium

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
With calcium oxide bei der Destillation;
2,6-dibromo-4-(trifluoromethyl)phenol
35852-57-4

2,6-dibromo-4-(trifluoromethyl)phenol

aqueous NaOH

aqueous NaOH

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

4,4'-diacetoxy-3,5,3',5'-tetrabromo-biphenyl
574706-24-4

4,4'-diacetoxy-3,5,3',5'-tetrabromo-biphenyl

acetic acid
64-19-7

acetic acid

CrO3

CrO3

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
nachfolgend Hydrolyse;
3,5-dibromo-4-methoxy-benzoic acid ; sodium salt

3,5-dibromo-4-methoxy-benzoic acid ; sodium salt

CaO

CaO

A

methyl 3,5-dibromo-4-methoxybenzoate
22812-61-9

methyl 3,5-dibromo-4-methoxybenzoate

B

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

hydrogenchloride
7647-01-0

hydrogenchloride

1-(4-acetoxy-3,5-dibromo-phenyl)-propan-1-one

1-(4-acetoxy-3,5-dibromo-phenyl)-propan-1-one

isopentyl nitrite
110-46-3

isopentyl nitrite

A

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

B

2-hydroxyimino-1-<3.5-dibromo-4-hydroxy-phenyl>-propanone-(1)

2-hydroxyimino-1-<3.5-dibromo-4-hydroxy-phenyl>-propanone-(1)

Conditions
ConditionsYield
at 60 - 70℃;
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; bromine
2: aq. NaOH solution
View Scheme
4-trifluoromethylphenylamine
455-14-1

4-trifluoromethylphenylamine

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ueber die Diazonium-Verbindung
2: water; bromine
3: aq. NaOH solution
View Scheme
4-hydroxybenzotrifluoride
402-45-9

4-hydroxybenzotrifluoride

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; bromine
2: aq. NaOH solution
View Scheme
p-nitrobenzotrifluoride
402-54-0

p-nitrobenzotrifluoride

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: tin (II)-chloride; aq.-ethanolic hydrochloric acid
2: ueber die Diazonium-Verbindung
3: water; bromine
4: aq. NaOH solution
View Scheme
p-nitrobenzylidyne tribromide
14505-17-0

p-nitrobenzylidyne tribromide

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: SbF3 / 100 °C
2: tin (II)-chloride; aq.-ethanolic hydrochloric acid
3: ueber die Diazonium-Verbindung
4: water; bromine
5: aq. NaOH solution
View Scheme
1-dibromomethyl-4-nitro-benzene
619-75-0

1-dibromomethyl-4-nitro-benzene

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: aqueous NaOBr solution
2: SbF3 / 100 °C
3: tin (II)-chloride; aq.-ethanolic hydrochloric acid
4: ueber die Diazonium-Verbindung
5: water; bromine
6: aq. NaOH solution
View Scheme
3,5-dibromo-4-hydroxybenzamide
3037-56-7

3,5-dibromo-4-hydroxybenzamide

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
With amidase from microbacterium imperiale CBS 498-74; water at 35℃; pH=5.5; Temperature; pH-value; Enzymatic reaction;
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

acetic anhydride
108-24-7

acetic anhydride

4-acetoxy-3,5-dibromobenzoic acid
72415-59-9

4-acetoxy-3,5-dibromobenzoic acid

Conditions
ConditionsYield
With sulfuric acid In dichloromethane at 35℃; for 5h;100%
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

3,5-dibromo-4-hydroxy-benzoyl chloride
77823-55-3

3,5-dibromo-4-hydroxy-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide for 2h; Ambient temperature;96%
With thionyl chloride
With thionyl chloride for 6h; Heating / reflux;
methanol
67-56-1

methanol

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

methyl 3,5-dibromo-4-hydroxybenzoate
41727-47-3

methyl 3,5-dibromo-4-hydroxybenzoate

Conditions
ConditionsYield
With acetyl chloride for 18h; Ambient temperature;95%
With sulfuric acid
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

2,6-dibromophenol
608-33-3

2,6-dibromophenol

Conditions
ConditionsYield
With quinoline; copper(I) oxide at 220℃; for 6h; Autoclave;95%
With water at 165℃;
With sodium hydroxide at 165℃;
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

2,3,5,6-tetrabromo-1,4-benzoquinone oxime
1400881-33-5

2,3,5,6-tetrabromo-1,4-benzoquinone oxime

Conditions
ConditionsYield
With sodium nitrite In acetic acid at 20℃; for 4h;95%
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

5-(2,5-dimethylphenoxy)-2,2-dimethylpentan-1-amine

5-(2,5-dimethylphenoxy)-2,2-dimethylpentan-1-amine

3,5-dibromo-N-(5-(2,5-dimethylphenoxy)-2,2-dimethylpentyl)-4-hydroxybenzamide

3,5-dibromo-N-(5-(2,5-dimethylphenoxy)-2,2-dimethylpentyl)-4-hydroxybenzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 12h;54.6%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 12h;51.3%
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

butan-1-ol
71-36-3

butan-1-ol

butyl 3,5-di-bromo-4-hydroxybenzoate
75254-69-2

butyl 3,5-di-bromo-4-hydroxybenzoate

Conditions
ConditionsYield
With sulfuric acid Fischer-Speier Esterification; Reflux;53%
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

2,3,6-tribromo-4-hydroxybenzoic acid
1400881-30-2

2,3,6-tribromo-4-hydroxybenzoic acid

Conditions
ConditionsYield
With bromine In sulfuric acid at 20 - 45℃;35%
2,3-Dihydro-1H-4-oxa-1,5-diaza-naphthalene
1112193-37-9

2,3-Dihydro-1H-4-oxa-1,5-diaza-naphthalene

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

(3,5-dibromo-4-hydroxy-phenyl)-(2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-methanone
1198153-12-6

(3,5-dibromo-4-hydroxy-phenyl)-(2,3-dihydro-pyrido[2,3-b][1,4]oxazin-1-yl)-methanone

Conditions
ConditionsYield
Stage #1: 3,5-dibromo-4-hydroxybenzoic acid With thionyl chloride In ISOPROPYLAMIDE at -5℃; for 0.5h;
Stage #2: 2,3-Dihydro-1H-4-oxa-1,5-diaza-naphthalene In ISOPROPYLAMIDE at -5 - 20℃; for 15.3333h;
31%
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

2-amino-phenol
95-55-6

2-amino-phenol

2-(3′,5′-dibromo-4′-hydroxyphenyl)-1,3-benzoxazole
1004983-96-3

2-(3′,5′-dibromo-4′-hydroxyphenyl)-1,3-benzoxazole

Conditions
ConditionsYield
With toluene-4-sulfonic acid In xylene for 18h; Heating;17%
ethyl 2-oximinooxamate
1217428-98-2

ethyl 2-oximinooxamate

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

Ethyl 5-(3,5-dibromo-4-hydroxyphenyl)-1,2,4-oxadiazole-3-carboxylate
1191254-12-2

Ethyl 5-(3,5-dibromo-4-hydroxyphenyl)-1,2,4-oxadiazole-3-carboxylate

Conditions
ConditionsYield
With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20 - 90℃;12%
With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20 - 90℃; for 7h;12%
piperidine
110-89-4

piperidine

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

2,6-dibromophenol
608-33-3

2,6-dibromophenol

Conditions
ConditionsYield
at 150 - 165℃;
quinoline
91-22-5

quinoline

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

2,6-dibromophenol
608-33-3

2,6-dibromophenol

Conditions
ConditionsYield
at 190 - 200℃;
ethanol
64-17-5

ethanol

3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

3,5-dibromo-4-hydroxy-benzoic acid ethyl ester
55771-81-8

3,5-dibromo-4-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With mineral acid
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With barium dihydroxide; water at 175℃; im Kupferkessel;
With potassium hydroxide; copper(I) sulfate; water; copper(II) sulfate at 150℃;
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

3,5-dibromo-4-methoxybenzoic acid
4073-35-2

3,5-dibromo-4-methoxybenzoic acid

Conditions
ConditionsYield
durch Methylierung;
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

2-bromo-4,6-dinitrophenol
2316-50-9

2-bromo-4,6-dinitrophenol

Conditions
ConditionsYield
bei der Nitrierung;

3337-62-0Relevant articles and documents

A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide

Wu, Yong-Qi,Lu, Hai-Jia,Zhao, Wen-Ting,Zhao, Hong-Yi,Lin, Zi-Yun,Zhang, Dong-Feng,Huang, Hai-Hong

supporting information, p. 813 - 822 (2020/02/15)

A convenient, rapid H2SO4-promoted regioselective monobromination reaction with N-bromosuccinimide was developed. The desired para-monobrominated or ortho-monobrominated products of phenol derivatives were obtained in good to excellent yields with high selectivity. Regioselective chlorination and iodination were also achieved in the presence of H2SO4 using N-chlorosuccinimide and N-iodosuccinimide, respectively.

IMPROVED PROCESSES FOR THE PREPARATION OF SOFOSBUVIR AND INTERMEDIATES THEREOF

-

, (2016/12/22)

The present disclosure provides new procedures and intermediates for the preparation of Sofosbuvir.

Peroxidative bromination and oxygenation of organic compounds: Synthesis, X-ray crystal structure and catalytic implications of mononuclear and binuclear oxovanadium(V) complexes containing Schiffbase ligands

Si, Tapan Kumar,Drew, Michael G.B.,Mukherjea, Kalyan Kumar

experimental part, p. 2286 - 2293 (2011/10/11)

Treatment of of (R,R)-N,N-salicylidene cyclohexane 1,2-diamine(H 2L1) in methanol with aqueous NH4VO3 solution in perchloric acid medium affords the mononuclear oxovanadium(V) complex [VOL1(MeOH)]·ClO4 (1) as deep blue solid while the treatment of same solution of (R,R)-N,N-salicylidene cyclohexane 1,2-diamine(H2L1) with aqueous solution of VOSO 4 leads to the formation of di-(μ-oxo) bridged vanadium(V) complex [VO2L2]2 (2) as green solid where HL 2 = (R,R)-N-salicylidene cyclohexane 1,2-diamine. The ligand HL 2 is generated in situ by the hydrolysis of one of the imine bonds of HL1 ligand during the course of formation of complex [VO 2L2]2 (2). Both the compounds have been characterized by single crystal X-ray diffraction as well as spectroscopic methods. Compounds 1 and 2 are to act as catalyst for the catalytic bromide oxidation and C-H bond oxidation in presence of hydrogen peroxide. The representative substrates 2,4-dimethoxy benzoic acid and para-hydroxy benzoic acids are brominated in presence of H2O2 and KBr in acid medium using the above compounds as catalyst. The complexes are also used as catalyst for C-H bond activation of the representative hydrocarbons toluene, ethylbenzene and cyclohexane where hydrogen peroxide acts as terminal oxidant. The yield percentage and turnover number are also quite good for the above catalytic reaction. The oxidized products of hydrocarbons have been characterized by GC Analysis while the brominated products have been characterized by 1H NMR spectroscopic studies.

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