No abstract

About Chlorination of N‐Aryl‐2,4‐dimethyl‐buta‐1,3‐dien‐1,4‐sultames The 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.

No abstract