Addition of N,N-dichloro-N-acyl compounds to conjugated dienes a

Details Addition of N,N-dichloro-N-acyl compounds to conjugated dienes a Addition of N,N-dichloro-N-acyl compounds to conjugated dienes a

1978-03-30

1979-10-09

Waltz, Thomas A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260401, 260543R, 71103, 424321, C07C14375

Patent

active

041706080

ABSTRACT:
N,N-dichloro-N-acyl compounds, such as N,N-dichlorocarbamates, sulfonamides and amidosulfonamides selectively react with conjugated dienes to yield the corresponding 1,4-adducts, i.e. N-chloro-N-chlorocrotyl compounds. The N-chloro group of these adducts can be selectively reduced by aqueous sodium sulfite. Both the original and the reduced adducts are novel compositions useful as biologically active compounds and vulcanizing agents. The N-chlorocrotyl sulfamides and their N-chloro derivatives are particularly claimed compositions.

REFERENCES:
patent: 3214464 (1965-10-01), Howard, Jr.
patent: 3362991 (1968-01-01), Sterling et al.
Daniher et al., J. Org. Chem., vol. 33, No. 12, Dec. 1968, pp. 4336-4340.
Neale et al., J. Am. Chem. Soc. 85, 2666 (1963).
Foglia et al., "Pseudo Halogens, VII", in J. Org. Chem., 31, 3625 (1966), Nov.

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