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4-substituted 2-nitrophenylguanidines. 1. Synthesis and cyclization of 4-substituted 2-nitrophenylguanidines

P. Pazdera and M. Potáček

Department of Organic Chemistry, Faculty of Natural Sciences, J. E. Purkyně University, CS-611 37 Brno

 

Abstract: 4-Substituted 2-nitrophenylguanidines were prepared by either an acid-catalyzed addition of 4-substituted 2-nitroanilines to cyanamide or a nucleophilic substitution of chlorine atom in l-chloro-2,4-dinitrobenzene and 4-chloro-3-nitrobenzonitrile with guanidine. The products were isolated and identified as nitrates. 4-Substituted 2-nitrophenylguanidines nitrates under basic catalysis were cyclized to 3-amino-7-substituted 1,2,4-benzotriazine-1-oxides.

Full paper in Portable Document Format: 424a527.pdf

 

Chemical Papers 42 (4) 527–537 (1988)

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