thietane-3-thiol synthesis

Yield:-

Reaction Conditions:

Stage #1: 3-thietanolwith hydrogenchloride;thiourea in water at 30; for 25 h;
Stage #2: with ammonia in water at 30; for 16 h;

Steps:

1

into a reactor equipped with a stirring device and a thermometer were charged 190 g (2.50 mole) of thiourea, 253 g of 35% by weight aqueous hydrochloric acid and 250 g of water, and the resulting mixture was stirred to give a reaction solution. While the reaction solution was stirred, 156 g (1.73 mole) of 3-thietanol was added dropwise to the reaction solution over 1 hour. After completion of the addition, the resulting solution was stirred at 30°C for 24 hours for carrying out the reaction, and then 177 g of 24% by weight ammonia water was added dropwise thereto over 1 hour. The reaction was further carried at 30°C for 15 hours, and then allowed to stand for taking out an organic layer (under layer) to obtain 134 g of a crude product. The resultant crude product was distilled off under reduced pressure to collect a fraction of a boiling point of 40°C under 106 Pa to obtain the desired product of a colorless transparent liquid, that is, 3-mercaptothietane.

References:

EP2253626,2010,A1 Location in patent:Page/Page column 36