TRISUBSTITUTED 1,3,5-TRIAZINES. 5. REACTION OF 2,4,6-TRIS[DI(<i>tert</i>-BUTOXYCARBONYL)NITROMETHYL]-1,3,5-TRIAZINE WITH NUCLEOPHILES

Authors

  • А. В. Шастин Institute for Problems in Chemical Physics, Russian Academy of Sciences, Chernogolovka 142432, Moscow region
  • Т. И. Годовикова N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991
  • Б. Л. Корсунский N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991

Keywords:

di(tert-butoxycarbonyl)nitromethyl group, 2,4,6-tris[di(tert-butoxycarbonyl)nitromethyl]-1,3,5-triazine, nucleophilic substitution, nucleophilic reagents

Abstract

The reaction of 2,4,6-tris[di(tert-butoxycarbonyl)nitromethyl]-1,3,5-triazine with ammonia, amines, and hydrazine has been studied. It was possible to substitute one of the di(tert-butoxycarbonyl)nitromethyl groups in this compound in the presence of ammonia, primary aliphatic amines, dimethylamine, and morpholine. The reaction with hydrazine leads to both mono- and disubstituted products. A double dealkoxylation occurs in the presence of diethylamine to give the bis(dimethylammonium) salt of 2,4-bis(tert-butoxycarbonylnitromethyl)-6-[di(tert-butoxycarbonyl)nitromethyl]-1,3,5-triazine.

How to Cite
Kalvinsh, I.; Stradins, J.; Skorova, A.  Chem. Heterocycl. Compd. 2003, 39, 624. [Khim. Geterotsikl. Soedin. 2003, 722.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1025150216863

Published

2003-05-25

Issue

Section

Original Papers