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ChemicalBook CAS DataBase List PROSULFOCARB

PROSULFOCARB synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with hydrogenchloride;sodium hydroxide;nitrogen in water;toluene

Steps:

2 Preparation of N,N-dipropyl-S-benzylthiocarbamate
Preparation of N,N-dipropyl-S-benzylthiocarbamate A 250 ml flask was fitted with a magnetic stirrer, a thermometer, a gas inlet tube, and a pressure-equalizing addition funnel. The gas inlet tube was connected with a "T" to a nitrogen source and a caustic scrubber. The flask was placed under a nitrogen atmosphere and was charged with 60 ml of a 10% sodium hydroxide solution, 50 ml of toluene, and 15 ml of dipropylamine. Benzyl chlorothioformate (20 g) was added dropwise over a 5-minute period with cooling in an ice-water bath, and stirring was continued for an additional 30 minutes. The reaction mixture was washed once with 60 ml of warm water and twice with 60 ml of 3N hydrochloric acid solution. The organic phase was concentrated under reduced pressure to give 26.0 g of technical N,N-dipropyl-S-benzylthiocarbamate (98.65 of theory) which was 97.2 weight percent N,N-dipropyl-S-benzylthiocarbamate, 0.1 area percent benzyl chloride, 0.4% dipropylamine, 0.5% benzyl sulfide, 0.3% benzyl disulfide and 0.1 benzyl dithiocarbonate.

References:

Stauffer Chemical Company US4740623, 1988, A

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