93489-03-3Relevant academic research and scientific papers
About Chlorination of N-Aryl-2,4-dimethyl-buta-1,3-dien-1,4-sultames
Fanghaenel, E.,Radeglia, R.,Mohammed, H.,Richter, A. M.
, p. 545 - 555 (2007/10/02)
The sultames of structure 1 are easily chlorinated by sulfurylchloride, chlorine or tert-butylhypochlorite.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 recrystallisation of 6a, b in an alcohol the chlorine in 4-psition is exchanged by the corresponding alkoxy group (CH3O, C2H5O, n-C3H7O) and the compounds 7-9 are formed.
