2-BenzothiazolaMine, 5,7-dibroMo- synthesis
- Product Name:2-BenzothiazolaMine, 5,7-dibroMo-
- CAS Number:1000289-40-6
- Molecular formula:C7H4Br2N2S
- Molecular Weight:307.99
1000289-39-3
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1000289-40-6
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Yield:1000289-40-6 98%
Reaction Conditions:
Stage #1: N-[3,5-dibromophenyl]thioureawith bromine in chloroform at -60 - 75; for 4.25 h;Heating / reflux;
Stage #2: with ammonia in water; pH=10 - 12; for 0.5 h;
Steps:
1.A.5
5,7-Dibromo-benzothiazol-2-ylamine.To a solution of (3,5-dibromo-phenyl)-thiourea (35 g, 0.11 mol) in CHCI3 (600 mL) at -55-6O0C was added dropwise a solution of Br2 (40.40 g, 0.25 mol, in 100 ml of CHCI3) over a period of 1 h. The reaction mixture was stirred at -55-6O0C for 15 min followed by refluxing at 70-750C for 3 h. The reaction mixture was cooled to room temperature and filtered to get the crude residue that was washed with hexane and diethyl ether. The solid thus obtained was dissolved in H2O, basified with aqueous ammonia solution to pH 10-12 and stirred for 30 min. The solid thus obtained was filtered and washed with water to get the desired product (34.0 g, 98%). 1H-NMR (400 MHz, DMSO-d6): δ 7.39 (s, 1 H), 7.48 (s, 1 H) and 7.95 (br s, 2H). MS: 308.96 (M+H)+.
References:
WO2007/148093,2007,A1 Location in patent:Page/Page column 18-19
6311-60-0
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