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Original Article

ECB. 2014; 3(9): 869-872


METHANOLYSIS OF N-ACETOXY-N-n-PROPYLOXY-N’,N’- DIMETHYLUREA IN DIFFERENT CONDITIONS

Vasiliy Georgievich Shtamburg, Alexandr Valerievich Tsygankov, Victor Vasilievich Shtamburg, Andrey Alexandrovich Anishchenko, Alexander Vladimirovich Mazepa, Remir Grigorievich Kostyanovsky.




Abstract

The methanolysis of N-acetoxy-N-n-propyloxy-N’,N’-dimethylurea in the presence of strong acids at room temperatures or in the boiling
methanol yields N,N-dimethoxy-N’,N’-dimethylurea as final product. Primarily the nucleophilic substitution acetoxy group at nitrogen on
methoxy group arises. At second stage the transesterification of N,N-dialkoxyamino group of formed N-methoxy-N-n-propyloxy-N’,N’-
dimethylurea take place.

Key words: nucleophilic substitution at nitrogen; N-acyloxy-N-alkoxyureas; N,N-dialkoxyureas; methanolysis.






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