ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
About Chlorination of N-Aryl-2,4-dimethyl-buta-1,3-dien-1,4-sultamesThe sultames of structure 1 are easily chlorinated by sulfurylchloride, chlorine or tertbutylhypochlorite. The structure of the mono-(2a-c,3a, d), di-(4a-d), tri- (5c, d) and pentachlorosultames (6a, b) is determined by 13C-n.m.r. spectroscopy. Contrary to the bromination the chlorination (by SO2Cl2) starts with the substitution of the sultamring (formation of mono- and di-chlorosultames) followed of the substitution of the (C-4)-CH3- group (formation of trichlorosultames). By 1,4-addition of an other molecule of chlorine to 5 the pentachlorosultames 6a, b are obtained. Already by recrystalisation of 6a, b in an alcohol the chlorine in 4-position is exchanged by the corresponding alkoxy group (CH3O, C2H5O, n-C3H7O) and the compounds 7-9 are formed.
Additional Material:
5 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19843260404
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