CHLOROSULFONATION OF αβ-UNSATURATED ARYLIDENE KETONES
2-Thienylideneacetone ( 4 ), and the benzylidene derivatives of ethyl methyl ketone ( 19 ) and diethyl ketone ( 20 ) were reacted with excess chlorosulfonic acid to give the thienylidene 5,β-disulfonyl chloride ( 5 ) and the styrene disulfonyl chlorides ( 21 and 22 ). These were characterized by pre...
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Veröffentlicht in: | Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 1993-11, Vol.84 (1-4), p.135-142 |
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Zusammenfassung: | 2-Thienylideneacetone (
4
), and the benzylidene derivatives of ethyl methyl ketone (
19
) and diethyl ketone (
20
) were reacted with excess chlorosulfonic acid to give the thienylidene 5,β-disulfonyl chloride (
5
) and the styrene disulfonyl chlorides (
21
and
22
). These were characterized by preparation of the sulfonamides (
6
-
9
,
23
and
24
) required for screening as pest control agents. Benzylidene acetone (
1
) was condensed with aryl aldehydes to give the corresponding 1,5-diaryl-1,4-dien-3-ones (
25
-
28
), but the condensation failed with p-anisaldehyde and o-vanillin. Attempted chlorosulfonation of compounds (
25
and
28
) was unsuccessful and the products could not be characterised as sulfonamide derivatives. The
1
H NMR spectra of selected compounds are briefly discussed. |
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ISSN: | 1042-6507 1563-5325 |
DOI: | 10.1080/10426509308034324 |