Ethanethioic acid, S-(3-chloro-3-oxopropyl) ester synthesis
- Product Name:Ethanethioic acid, S-(3-chloro-3-oxopropyl) ester
- CAS Number:41345-72-6
- Molecular formula:C5H7ClO2S
- Molecular Weight:166.63
Yield:-
Reaction Conditions:
with thionyl chloride
Steps:
2.A STEP A:
STEP A: 3-acetylthio-propionyl chloride 100 ml (1.4 moles) of thioacetic acid were added over 30 minutes under argon at 22° to 35° C. with stirring to 75 ml (1.1 moles) of acrylic acid and the mixture was stirred overnight at room temperature and then at 100° C. for 90 minutes. The temperature returned to room temperature while crystals formed and excess thioacetic acid was removed under reduced pressure. The 170 g of crystals were dissolved in 170 ml of ether and 130 ml of thionyl chloride were added over 30 minutes with stirring under argon to the solution. The mixture was stirred overnight at room temparature and was evaporated to dryness under reduced pressure. Distillation of the oil residue at 0.5 Torr yield 146.9 g of 3-acetylthio-propionyl chloride with a boiling point of 63°-64° C. at 0.5 Torr.
References:
Roussel Uclaf US4567198, 1986, A
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