Fused Imidazoles: II. Synthesis of Nitro Derivatives of 6,7-Dihydro-5H-pyrrolo[1,2-a]imidazoles


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Abstract

Nitration of 6-substituted 2-chloro-6,7-dihydro-5H-pyrrolo[1,2-a]imidazoles was used to synthesize the corresponding 3-nitro derivatives. 6-Substituted 6,7-dihydro-5H-pyrrolo[1,2-a]imidazoles are highly selectively nitrated to the 2-position. 6-Substituted 2-amino-3-nitro-, 3-amino-2-nitro-, and 2-azido-3-nitro-6,7-dihydro- 5H-pyrrolo[1,2-a]imidazoles were synthesized. 2-Nitro-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole was nitrated with a mixture of sulfuric and nitric acids to obtain 2,3-dinitro-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole.

About the authors

M. A. Kavina

KEM Scientific and Production Company; St. Petersburg State Chemical and Pharmaceutical University

Email: vvsizov@list.ru
Russian Federation, ul. Zavodskaya 3, bld. 142, Kuzmolovskii, Leningrad oblast, 188663; ul. Professora Popova 14A, St. Petersburg, 197376

V. V. Sizov

KEM Scientific and Production Company

Author for correspondence.
Email: vvsizov@list.ru
Russian Federation, ul. Zavodskaya 3, bld. 142, Kuzmolovskii, Leningrad oblast, 188663

I. P. Yakovlev

St. Petersburg State Chemical and Pharmaceutical University

Email: vvsizov@list.ru
Russian Federation, ul. Professora Popova 14A, St. Petersburg, 197376

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