Selective synthesis of 2-haloalkanethiols and episulfides theref

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260609B, 204158R, 204158HE, C07D33102

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active

041015576

ABSTRACT:
Haloalkanethiols are synthesized through the free radical liquid phase reaction of halogenated olefins with an excess of hydrogen sulfide. High product yields to the desired haloalkanethiol products are secured when a 3 to 20 fold molar excess of hydrogen sulfide to halogenated olefin is used. Desirably, the synthesis is carried out to a conversion level not exceeding 90%. The haloalkanethiol products can be subsequently dehydrohalogenated to the corresponding episulfide products by reacting the haloalkanethiol product with a substantially equal molar amount of anhydrous ammonia.

REFERENCES:
patent: 2183860 (1939-12-01), Coltof
patent: 2398480 (1946-04-01), Vaughan
patent: 2551813 (1951-05-01), Pinkney
patent: 3045053 (1962-07-01), Ford
patent: 3412001 (1968-11-01), Edwards

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