J. Cooper, D. Ewing, R. M. Scrowston
1970
Citations
0
Influential Citations
5
Citations
Journal
Journal of The Chemical Society C: Organic
Abstract
Bromination of 2,3-dibromobenzo[b]thiophen in chloroform or acetic acid gives the 2,3,6-tribromo-derivative; nitration gives a mixture of 2,3,6-tribromo-(25%), 2,3,4-tribromo-(3%), 2,3-dibromo-6-nitro-(32%), and 2,3-dibromo-4-nitrobenzo[b]thiophen (36%). Analogous results are obtained for the bromination and nitration of 2,3-dibromo-5-methylbenzo[b]thiophen, except that the presence of the 5-methyl group increases the proportion of the 4-substituted product in each case. The structures assigned are supported by a detailed analysis of their 1H n.m.r. spectra.