2-CHLORO-5-(TRIFLUOROMETHYL)-1,3-BENZOTHIAZOLE synthesis
- Product Name:2-CHLORO-5-(TRIFLUOROMETHYL)-1,3-BENZOTHIAZOLE
- CAS Number:23420-88-4
- Molecular formula:C8H3ClF3NS
- Molecular Weight:237.63
![5-(Trifluoromethyl)benzo[d]thiazole-2(3H)-thione](/CAS/GIF/23420-87-3.gif)
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Yield: 98%
Reaction Conditions:
with sulfuryl dichloride in dichloromethane for 2 h;
Steps:
1.U
3-Amino-4-bromobenzotrifluoride (1.00 g, 4.17 mmol) and potassium ethyl xanthate (1.60 g, 10.0 mmol) were heated to 130 0C in DMF (5 mL) overnight. After cooling to rt, the reaction mixture was diluted with 1 M aqueous HCl (15 mL) and stirred at rt for an additional 30 min. The resulting solid was collected by filtration and washed with water (2 x). The solid was dissolved in EtOAc, dried over Na2SO4, filtered, and concentrated under reduced pressure. This gave 0.895 g (91%) of the 2-mercapto intermediate as a yellow solid. LC- MS: RT = 8.60 min., [M+H]+ = 236.2. The material was suspended in sulfuryl chloride (5 mL) and CH2Cl2 (2 mL). After 2 h, water (20 mL) was added and stirring continued for an additional 30 min. The reaction mixture was extracted
References:
CRITICAL THERAPEUTICS, INC. WO2007/146066, 2007, A2 Location in patent:Page/Page column 89-90
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535-52-4
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