W. Dolling et al., SUBSTITUTED N-CYANOMETHYL-2-HALO-N-METHYLARENECARBOXAMIDES AS PRECURSORS OF 1,4-BENZOTHIAZEPINES, Journal of heterocyclic chemistry, 35(1), 1998, pp. 225-229
2-Halogeno substituted N-cyanomethyl-N-methylbenzamides la-li were inv
estigated in a correlation analysis by ir spectroscopy to determine th
e conformational behavior. Compound Ih gives oxo-4,5-dihydro-1,4-benzo
thiazepine-3-carbonitrile 3 by dithiocarboxylation procedure whereas I
b was not able to react to heterocyclic seven-membered ring system.