Benzothiazole, 5-chloro-2-(dimethylamino)- (7CI,8CI) synthesis
- Product Name:Benzothiazole, 5-chloro-2-(dimethylamino)- (7CI,8CI)
- CAS Number:4225-16-5
- Molecular formula:C9H9ClN2S
- Molecular Weight:212.6992
2941-48-2
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Yield:4225-16-5 88%
Reaction Conditions:
with triethylamine in tetrahydrofuran;dichloromethane at 0 - 20; for 4 h;
Steps:
18.A Step A
To a solution of 2,5-dichlorobenzo[d]thiazole (5 g, 24.5 mmol) in dry dichloromethane (50 mL) was added 2M dimethylamine in THF (18.37 mL, 36.65 mol), and the mixture was cooled to 0°C. To this cold reaction mixture was added triethylamine (6.8 mL, 49 mmol) dropwise and the mixture was allowed to stir at room temperature for 4h. After the completion of the reaction, the reaction mixture was treated with H20 (2 x 20 mL) and extracted with dichloromethane. The organic layer was separated, dried over Na2S04, filtered and evaporated to afford a white solid which was triturated with diethyl ether to afford the title compound (4.5 g, 88 %). (0475) MS: 213.4 (M+H)+. (0476) 1H-NMR (400 MHz, DMSO-d6) 6 = 7.77 (d, J = 1 1.20 Hz, 1 H), 7.46 (d, J = 2.40 Hz, 1 H), 7.05- 7.05 (m, 1 H), 3.14 (s, 6H).
References:
WO2019/134978,2019,A1 Location in patent:Page/Page column 83
