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CAS No.: | 7254-19-5 |
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Name: | 5-Bromoindole-2-carboxylic acid |
Article Data: | 12 |
Molecular Structure: | |
Formula: | C9H6BrNO2 |
Molecular Weight: | 240.056 |
Synonyms: | 5-bromo-1H-indole-2-carboxylic acid; |
Density: | 1.828 g/cm3 |
Melting Point: | 287-288 °C |
Boiling Point: | 470.932 °C at 760 mmHg |
Flash Point: | 238.611 °C |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-37/39 |
PSA: | 53.09000 |
LogP: | 2.62860 |
ethyl 5-bromoindolecarboxylate
5-bromo-2-indolecarboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide at 110℃; for 0.0333333h; Microwave irradiation; | 95% |
With sodium hydroxide In ethanol; water at 70℃; for 2h; | 92% |
Stage #1: ethyl 5-bromoindolecarboxylate With sodium hydroxide In methanol; water for 0.5h; Reflux; Green chemistry; Stage #2: With hydrogenchloride In methanol; water at 40℃; pH=3 - 4; Green chemistry; | 91% |
(5-bromo-2-nitro-phenyl)-pyruvic acid
5-bromo-2-indolecarboxylic acid
Conditions | Yield |
---|---|
With ammonium hydroxide; iron(II) hydroxide |
5-bromo-2-indolecarboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide | |
With sodium hydroxide |
Conditions | Yield |
---|---|
With ammonium hydroxide; iron(II) sulfate |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate In N,N-dimethyl-formamide at 105℃; for 4h; |
ethyl 2-[2-(4-bromophenyl)hydrazinylidene]propanoate
5-bromo-2-indolecarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: phosphoric acid / 1.33 h / 80 - 100 °C / Green chemistry 2.1: sodium hydroxide / water; methanol / 0.5 h / Reflux; Green chemistry 2.2: 40 °C / pH 3 - 4 / Green chemistry View Scheme |
methanol
5-bromo-2-indolecarboxylic acid
5-bromo-1H-indole-2-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With sulfuric acid Inert atmosphere; Reflux; | 98% |
With thionyl chloride at 65℃; for 2.33333h; Cooling; Inert atmosphere; | 96% |
With sulfuric acid | 96% |
5-bromo-2-indolecarboxylic acid
dimethyl amine
5-bromo-1H-indole-2-carboxylic acid dimethylamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 16h; | 96% |
Stage #1: 5-bromo-2-indolecarboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: dimethyl amine In tetrahydrofuran at 20℃; for 16h; | 96% |
5-bromo-2-indolecarboxylic acid
2,2-dimethoxyethylamine
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 25℃; for 2h; | 96% |
pyrrolidine
5-bromo-2-indolecarboxylic acid
(5-bromo-1H-indol-2-yl)-pyrrolidin-1-yl-methanone
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 17h; Inert atmosphere; | 95% |
Stage #1: 5-bromo-2-indolecarboxylic acid With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; water for 0.166667h; Stage #2: pyrrolidine at 20℃; for 17h; Inert atmosphere; | 95% |
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Hazard Codes: Xi
Hazard Note: Irritant
The Risk Statements information of 5-Bromoindole-2-carboxylic acid:
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information of 5-Bromoindole-2-carboxylic acid:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3