Halohydrin thioethers and method of preparation

Details Halohydrin thioethers and method of preparation Halohydrin thioethers and method of preparation

1971-08-09

1978-11-21

Ford, John M.

Organic compounds -- part of the class 532-570 series

Organic compounds

Four or more ring nitrogens in the bicyclo ring system

260609R, 2603472, 26032684, 260558S, 260559T, 260561S, 260562S, 260557R, 260401, C07D25130

Patent

active

041267460

ABSTRACT:
Compounds of the structure R(SCH.sub.2 CHOHCH.sub.2 X).sub.n when n = 1 to 4 and R is a hydrocarbon, ether, ester, acetal, hydroxy aliphatic, hydroxy aromatic, imide or amide group or halogenated derivatives thereof are prepared by reacting 1-halo-3-mercapto-2-propanol with an aliphatically unsaturated compound using free radical initiators as catalysts. The compounds in which R is an unsaturated aliphatic hydrocarbon group of 2 to 24 carbon atoms, or an unsaturated cycloaliphatic group, and those in which the aliphatic or cycloaliphatic group is connected to two or more --S--CH.sub.2 CHOHCHCl groups, and compounds where R is an alkylene substituted aromatic group and hydroxy, thioalkyl, alkoxy, aryloxy, ester, carbamidoalkyl and sulfamidoalkyl, halogenated derivatives of said groups are new compounds. The thioether halohydrins can be converted to epoxides. The process utilizing a radioactive energy source as a catalyst is new.

REFERENCES:
patent: 3214325 (1965-10-01), Gaertner
patent: 3293249 (1966-12-01), Biland et al.
patent: 3644410 (1972-02-01), Gregg et al.

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