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1-ETHYL-1H-IMIDAZOLE-2-THIOL synthesis

2synthesis methods
-

Yield:10583-83-2 10 g

Reaction Conditions:

with hydrogenchloride in toluene at 20 - 110;

Steps:

46 1-Ethylimidazole-2-thiol.

To a stirred solution of isothiocyanatoethane (7.7 g, 88.70 mmol, crude) in toluene (40 mL), 2, 2-di ethoxy ethan-1 -amine (19.3 ml, 133.06 mmol) was added drop wise at RT and stirred for 2 h. Then Conc. HCl (7.5 mL) was added to the reaction mixture and stirred at 110°C for 3h. After completion, reaction mixture was evaporated to dryness and the residue was diluted with water (40 mL). Aqueous part was basified with saturated sodium bicarbonate solution to pH~8 and extracted with ethyl acetate. Combined organic part was washed with brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. Crude product was purified by silica gel (100-200 mesh) column chromatography (eluted at 30-50% ethyl acetate in hexane) to afford 1-ethylimidazole-2 -thiol (10 g, 70%_2 steps) as brown solid. MS (ESI): m/z 129.2 [M+l]-.

References:

WO2022/173727,2022,A1 Location in patent:Paragraph 00392