5-(4-broMo-2-chlorophenylaMino)-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylic acid
- Product Name
- 5-(4-broMo-2-chlorophenylaMino)-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylic acid
- CAS No.
- 606144-04-1
- Chemical Name
- 5-(4-broMo-2-chlorophenylaMino)-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylic acid
- Synonyms
- Prosulfocarb Impurity 1;1H-Benzimidazole-6-carboxylic acid, 5-[(4-bromo-2-chlorophen...;6-(4-bromo-2-chloroanilino)-7-fluoro-3-methylbenzimidazole-5-carboxylic acid;6-(4-Bromo-2-chlorophenylamino)-7-fluoro-3-methyl-benzimidazole-5-carboxylic acid;5-[(4-Bromo-2-chlorophenyl)amino]-4-fluoro-1-methyl-1-benzimidazole-6-carboxylic Acid;5-[(4-Bromo-2-chlorophenyl)amino]-4-fluoro-1-methyl-1H-benzimidazole-6-carboxylic acid;1H-BenziMidazole-6-carboxylic acid,5-[(4-broMo-2-chlorophenyl)aMino]-4-fluoro-1-Methyl-;6-(4-broMo-2-chlorophenylaMino)-7-fluoro-3-Methyl-3H-benzo[d]iMidazole-5-carboxylic acid;5-(4-broMo-2-chlorophenylaMino)-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylic acid
- CBNumber
- CB52570445
- Molecular Formula
- C15H10BrClFN3O2
- Formula Weight
- 398.61
- MOL File
- 606144-04-1.mol
5-(4-broMo-2-chlorophenylaMino)-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylic acid Property
- Boiling point:
- 507.6±60.0 °C(Predicted)
- Density
- 1.75±0.1 g/cm3(Predicted)
- pka
- 4.18±0.10(Predicted)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 095896
- Product name
- 5-((4-Bromo-2-chlorophenyl)amino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylic acid
- Purity
- 95+%
- Packaging
- 1g
- Price
- $445
- Updated
- 2021/12/16
- Product number
- HCH0359062
- Product name
- 5-((4-BROMO-2-CHLOROPHENYL)AMINO)-4-FLUORO-1-METHYL-1H-BENZO[D]IMIDAZOLE-6-CARBOXYLIC ACID
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $497.52
- Updated
- 2021/12/16
- Product number
- Y6322
- Product name
- 5-((4-Bromo-2-chlorophenyl)amino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylicacid
- Packaging
- 1g
- Price
- $650
- Updated
- 2021/12/16
- Product number
- CS-M0259
- Product name
- 5-(4-bromo-2-chlorophenylamino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylicacid
- Packaging
- 1g
- Price
- $770
- Updated
- 2021/12/16
- Product number
- 095896
- Product name
- 5-((4-Bromo-2-chlorophenyl)amino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylic acid
- Purity
- 95+%
- Packaging
- 5g
- Price
- $885
- Updated
- 2021/12/16
5-(4-broMo-2-chlorophenylaMino)-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylic acid Chemical Properties,Usage,Production
Uses
5-((4-Bromo-2-chlorophenyl)amino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylic Acid is a useful intermediate for organic synthesis processes. it is used in the preparation of selumetinib and it’s related impurities.
Synthesis
606144-02-9
606144-04-1
General procedure for the synthesis of 5-((4-bromo-2-chlorophenyl)amino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylic acid methyl ester: 5-((4-bromo-2-chlorophenyl)amino)-4-fluoro-1-methyl-1H-benzo[d]imidazole-6-carboxylic acid methyl ester (2 g, from Example 4) was dissolved in tetrahydrofuran (20 mL), deionized water (10 mL) was added. and [d]imidazole-6-carboxylic acid methyl ester (2 g, from Example 4) was dissolved in tetrahydrofuran (20 mL), deionized water (10 mL) was added, and the reaction temperature was maintained at 25°C to 30°C. A solution of sodium hydroxide (0.74 g) in deionized water (4 mL) was added slowly and dropwise to the reaction mixture over 10 minutes at the same temperature. The reaction mixture was stirred continuously for 3 hours, maintaining the temperature at 25°C to 30°C. Upon completion of the reaction (monitored by TLC), tetrahydrofuran was removed by distillation under reduced pressure at 40 °C to 45 °C and deionized water (20 mL) was added. The aqueous phase was extracted with dichloromethane (2 x 20 mL). The aqueous phase was cooled to 5 °C to 10 °C, the pH was adjusted to 1.3 with 50% aqueous hydrochloric acid, and stirring was continued at 5 °C to 10 °C for 30 min. The precipitated solid was collected by filtration and washed with deionized water (2 x 20 mL). The wet solid was dried under reduced pressure at 35 °C to 40 °C for 14 h to afford the target product 5-((4-bromo-2-chlorophenyl)amino)-4-fluoro-1 -methyl-1H-benzo[d]imidazole-6-carboxylic acid in 88.5% yield.1H NMR (d6-DMSO, 400 MHz): δ 3.92 (s, 3H), 6.48-6.51 (m, 1H), 7.30-7.32 (m, 1H), 7.64-7.65 (d, 1H), 8.10 (s, 1H), 8.44 (s, 1H), 8.52 (s, 1H). Mass (m/z): 400.1 [M+2].
References
[1] Patent: WO2018/65924, 2018, A1. Location in patent: Page/Page column 10; 11
[2] Patent: US2004/116710, 2004, A1. Location in patent: Page 22
[3] Patent: WO2007/76245, 2007, A2. Location in patent: Page/Page column 20-21
[4] Patent: US2003/232869, 2003, A1. Location in patent: Page 10; 22; 23
5-(4-broMo-2-chlorophenylaMino)-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylic acid Preparation Products And Raw materials
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View Lastest Price from 5-(4-broMo-2-chlorophenylaMino)-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylic acid manufacturers
- Product
- 5-(4-broMo-2-chlorophenylaMino)-4-fluoro-1-Methyl-1H-benzo[d]iMidazole-6-carboxylic acid 606144-04-1
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- ask
- Release date
- 2019-12-19