C. Tanaka, K. Nasu, N. Yamamoto
Nov 25, 1982
Citations
0
Influential Citations
10
Citations
Journal
Chemical & Pharmaceutical Bulletin
Abstract
The pyrolysis of benzyl 2-oxazolecarbamates (I) and benzyl 4-alkylallophanates (II) was investigated. Heating of benzyl 5-phenyl-2-oxazolecarbamate (Ia) at 230°C gave benzyl alcohol and 2-phenyl-6-(5-phenyl-2-oxazolyl)-5H-oxazolo [3, 2-α] [1, 3, 5] triazine-5, 7-(6H)-dione (IIIa). Compound IIIa was also obtained by heating the azide prepared from 5-phenyl-2-oxazolecarbohydrazide (IVa). In the same way, 2-methyl-6-(5-methyl-2-oxazolyl)-5H-oxazolo [3, 2-α] [1, 3, 5] triazine-5, 7 (6H)-dione (IIIb) and 2-phenyl-6-(5-phenyl-2-thiazolyl)-5H-thiazolo [3, 2-α] [1, 3, 5] triazine-5, 7 (6H)-dione (IIIc) were obtained from the corresponding hydrazides (IVb and IVc). Next, heating of benzyl 4-(2-phenylethyl)-allophanate (IIa) at 230°C gave cyanuric acid (VII), benzyl (2-phenylethyl) carbamate (VIII) and 1, 3-bis (2-phenylethyl)-1, 3, 5-triazine-2, 4, 6 (1H, 3H, 5H)-trione (IX).