K. Gewald, T. Jeschke, M. Gruner
1991
Citations
0
Influential Citations
7
Citations
Journal
Journal Fur Praktische Chemie-chemiker-zeitung
Abstract
The Reaction of 2-Aminothiophene-3-carbonitriles with Heterocumulenes. The reaction of 2-aminothiophene-3-carbonitriles (1) with phenyl isothiocyanate does not yield the expected thieno[2,3-d]pyrimidine derivatives but the substituted dithieno-[2′,3′:4, 3][2′,3′:8, 9]pyrimido[3, 4-a]pyrimid-7-thiones (4). The compounds 4 also may be synthesized from 1 and thiophosgene. Analogously, from 1 and phenyl isocyanate the substituted dithieno[2′,3′:4, 3][2′,3′:8, 9]pyrimido[3, 4-a]pyrimid-7-ones (9) arise in small yields. They are better obtainable from 1 and phosgene. Carbon disulphide react with 1 in pyridine to form a mixture of the thieno[2, 3-d]pyrimid-2, 4-dithione (10) and the condensed compound 4. The ratio of products depends on the substituents in the 4, 5-position of 1. The structures are investigated by n.m.r.-spectroscopy.