methyl 5-bromo-2,3-dihydroxybenzoate
- Product Name
- methyl 5-bromo-2,3-dihydroxybenzoate
- CAS No.
- 105603-49-4
- Chemical Name
- methyl 5-bromo-2,3-dihydroxybenzoate
- Synonyms
- 4-Piperidinepropanol,6-hydroxy-;methyl 5-bromo-2,3-dihydroxybenzoate;5-BroMo-2,3-dihydroxybenzoic Acid Methyl Ester;Benzoic acid, 5-bromo-2,3-dihydroxy-, methyl ester
- CBNumber
- CB42515298
- Molecular Formula
- C8H7BrO4
- Formula Weight
- 247.04
- MOL File
- 105603-49-4.mol
methyl 5-bromo-2,3-dihydroxybenzoate Property
- Melting point:
- 119-123oC
- Boiling point:
- 334.8±37.0 °C(Predicted)
- Density
- 1.759±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Ethyl Acetate (Slightly)
- pka
- 8.02±0.15(Predicted)
- form
- Solid
- color
- Off-White to Pale Beige
- InChI
- InChI=1S/C8H7BrO4/c1-13-8(12)5-2-4(9)3-6(10)7(5)11/h2-3,10-11H,1H3
- InChIKey
- DADZQRYTHXRMPM-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C1=CC(Br)=CC(O)=C1O
N-Bromosuccinimide Price
- Product number
- B684115
- Product name
- 5-Bromo-2,3-dihydroxybenzoicAcidMethylEster
- Packaging
- 1g
- Price
- $150
- Updated
- 2021/12/16
- Product number
- 2153DL
- Product name
- Methyl5-bromo-2,3-dihydroxybenzoate
- Packaging
- 250mg
- Price
- $114
- Updated
- 2021/12/16
- Product number
- 44009
- Product name
- 5-Bromo-2,3-dihydroxybenzoicAcidMethylEster
- Packaging
- 1g
- Price
- $650
- Updated
- 2021/12/16
- Product number
- 128792
- Product name
- 5-Bromo-2,3-dihydroxybenzoicacidmethylester
- Packaging
- 1g
- Price
- $1000
- Updated
- 2021/12/16
- Product number
- 128792
- Product name
- 5-Bromo-2,3-dihydroxybenzoicacidmethylester
- Packaging
- 5g
- Price
- $2400
- Updated
- 2021/12/16
methyl 5-bromo-2,3-dihydroxybenzoate Chemical Properties,Usage,Production
Chemical Properties
methyl 5-bromo-2,3-dihydroxybenzoate is Pale Yellow Solid
Uses
methyl 5-bromo-2,3-dihydroxybenzoate is used in the preparation of hydroxyalbuterol and bisubstrate inhibitors. Displays low inhibitory activity towards sn-glycerol-3-phosphate oxidase of Trypanosoma brucei brucei.
Synthesis
67-56-1
72517-15-8
105603-49-4
General procedure for the synthesis of methyl 5-bromo-2,3-dihydroxybenzoate from methanol and 5-bromo-2,3-dihydroxybenzoic acid: firstly, thionyl chloride (0.35 mL, 4.8 mmol) was mixed with methanol (5.4 mL) and stirred at room temperature for 30 min. Subsequently, 5-bromo-2,3-dihydroxybenzoic acid (600 mg, 2.57 mmol) was added to the mixture. The reaction mixture was continued to be stirred at room temperature for 2 hours and then heated to reflux for 7 hours. After completion of the reaction, the mixture was cooled and concentrated to give a brown solid. Finally, purification by column chromatography (using a 2.5 cm × 25 cm column with an eluent ratio of 1:4 ethyl acetate/hexane, which was subsequently adjusted to 1:1 ethyl acetate/hexane) afforded the target product methyl 5-bromo-2,3-dihydroxybenzoate (500 mg, 78% yield).
References
[1] Bioorganic and Medicinal Chemistry Letters, 1996, vol. 6, # 19, p. 2279 - 2280
[2] Patent: US2003/225091, 2003, A1. Location in patent: Page 63
[3] Patent: US2005/137162, 2005, A1. Location in patent: Page/Page column 6
[4] Chemistry - A European Journal, 2011, vol. 17, # 23, p. 6369 - 6381
[5] Patent: EP3404033, 2018, A1. Location in patent: Paragraph 0143-0144
methyl 5-bromo-2,3-dihydroxybenzoate Preparation Products And Raw materials
Raw materials
Preparation Products
methyl 5-bromo-2,3-dihydroxybenzoate Suppliers
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 021-50135380
- shchemsky@sina.com
- Country
- China
- ProdList
- 32321
- Advantage
- 50
- Tel
- 15026594951
- Fax
- 0556-5030632
- rs@raise-chem.com
- Country
- China
- ProdList
- 4454
- Advantage
- 55
- Tel
- 021-33632979
- Fax
- 021-34692979
- info@tsbiochem.com
- Country
- China
- ProdList
- 8065
- Advantage
- 58
- Tel
- 18-086626237 18086626237
- Fax
- qq:2693528373
- 2693528373@qq.com
- Country
- China
- ProdList
- 2973
- Advantage
- 56
- Tel
- 571-89925085
- Fax
- 0086-571-89925065
- sales@amadischem.com
- Country
- China
- ProdList
- 131957
- Advantage
- 58
- Tel
- 18610542700
- Fax
- 010-69737341
- 3138545@qq.com
- Country
- China
- ProdList
- 298
- Advantage
- 58
- Tel
- 025-66113011 13155353615
- Fax
- (7)02557626880
- qzhang@aikonchem.com
- Country
- China
- ProdList
- 15394
- Advantage
- 58
- Tel
- 18049260030 18049260030
- 380381031@qq.com
- Country
- China
- ProdList
- 500
- Advantage
- 58
- Tel
- +86-400-002-6226 +86-13028896684;
- sales@rrkchem.com
- Country
- China
- ProdList
- 57422
- Advantage
- 58