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16.13.1.1.3.2.2 Method 2: From N-Arylcarbodiimides or N-Arylketenimines and Ethyl Aminocarbonylcarbamate or N,N-Disubstituted Cyanamides

DOI: 10.1055/sos-SD-016-00745

Kikelj, D.Science of Synthesis, (200416618.

Aromatic or mixed carbodiimides and ketenimines react with ethyl aminocarbonylcarbamate in boiling dimethylformamide to give the corresponding 2-substituted quinazolin-4(3H)-ones 78 (Scheme 54).[‌401‌] The reaction of N-aryl-substituted ketenimines with N,N-disubstituted cyanamides or dimethyl cyanocarbonodithioimidoate under high pressure affords N,N-disubstituted quinazolin-4-amines 79 and 80. These products are formed by [4+2] cycloaddition between the aza-diene moieties of the N-aryl-substituted ketenimines and the cyano groups.[‌402‌]

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