| Identification | Back Directory | [Name]
4-BROMO-BENZOTHIAZOL-5-YLAMINE | [CAS]
769-19-7 | [Synonyms]
5-AMINO-4-BROMO-BENZOTHIAZOLE
5-Benzothiazolamine, 4-bromo-
4-BROMO-BENZOTHIAZOL-5-YLAMINE
4-BroMobenzo[d]thiazol-5-aMine
4-broMo-1,3-benzothiazol-5-aMine
5-Amino-4-bromo-1,3-benzothiazole
4-Bromo-1,3-benzothiazol-5-ylamine | [Molecular Formula]
C7H5BrN2S | [MDL Number]
MFCD05865268 | [MOL File]
769-19-7.mol | [Molecular Weight]
229.1 |
| Chemical Properties | Back Directory | [Melting point ]
115 °C | [Boiling point ]
359.3±22.0 °C(Predicted) | [density ]
1.836±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
0.50±0.10(Predicted) | [Appearance]
Light brown to gray Solid |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 5-amino-4-bromobenzothiazole from 1,3-benzothiazol-5-amine is as follows: a solution of bromine (2.3 g, 14.4 mmol) in trichloromethane (10 mL) was slowly added dropwise to a solution of benzo[d]thiazol-5-amine (2.1 g, 14.0 mmol) in trichloromethane (100 mL) at 10 °C. The reaction mixture was stirred continuously for 1 hour at room temperature. Subsequently, the reaction mixture was alkalized with saturated aqueous sodium carbonate solution (100 mL) and extracted with dichloromethane (3 x 30 mL). After combining the organic layers, they were dried with anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography (eluent ratio ethyl acetate/petroleum ether = 1:4) to give a final yellow solid 5-amino-4-bromobenzothiazole (2.3 g). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 9.01 (s, 1H), 7.66 (d, 1H), 6.95 (d, 1H), 4.33 (s, 2H). | [References]
[1] Journal of the Chemical Society, 1965, p. 2248 - 2250
[2] Patent: US2009/118295, 2009, A1. Location in patent: Page/Page column 23-24
[3] Patent: WO2013/142266, 2013, A1. Location in patent: Paragraph 00507 |
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