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Pyrolysis of Benzyl 2-Oxazolecarbamates and Benzyl 4-Alkylallophanates
Tanaka, Chiaki,Nasu, Keiko,Yamamoto, Noriko,Shibata, Megumi
, p. 4195 - 4198 (2007/10/02)
The pyrolysis of benzyl 2-oxazolecarbamates (I) and benzyl 4-alkylallophanates (II) was investigated.Heating of benzyl 5-phenyl-2-oxazolecarbamate (Ia) at 230 deg C gave benzyl alcohol and 2-phenyl-6-(5-phenyl-2-oxazolyl)-5H-oxazolotriazine-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-oxazolotriazine-5,7(6H)-dione (IIIb) and 2-phenyl-6-(5-phenyl-2-thiazolyl)-5H-thiazolotriazine-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 deg 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).Keywords - benzyl 2-oxazolecarbamate; benzyl 4-alkylallophanate; pyrolysis; 5H-oxazolotriazine-5,7(6H)-dione; 5H-thiazolotriazine-5,7(6H)-dione; ethyl 2-thiazolecarboxilate
