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Title: Hydroxide-catalyzed synthesis of heterocyclic aromatic amine derivatives from nitriles

Abstract

A generalized method for synthesizing a wide variety of heterocyclic aromatic amine derivatives from nitriles by use of hydroxide catalysts is presented. Nitrile dimers (3-aminocrotononitrile and dicyandiamide) and a dimer analog (anthranilonitrile) react with monomeric nitriles in the presence of hydroxide to form respectively, aminopyrimidines, diaminotriazines and aminoquinazolines.

Authors:
;
Research Org.:
Oak Ridge Y-12 Plant, TN
OSTI Identifier:
6922791
DOE Contract Number:  
W-7405-ENG-26
Resource Type:
Journal Article
Journal Name:
J. Heterocycl. Chem.; (United States)
Additional Journal Information:
Journal Volume: 19
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; HETEROCYCLIC COMPOUNDS; SYNTHESIS; HYDROXIDES; CATALYTIC EFFECTS; AMINES; AROMATICS; NITRILES; HYDROGEN COMPOUNDS; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; OXYGEN COMPOUNDS; 400300* - Organic Chemistry- (-1987)

Citation Formats

Smyrl, N R, and Smithwick, III, R W. Hydroxide-catalyzed synthesis of heterocyclic aromatic amine derivatives from nitriles. United States: N. p., Web. doi:10.1002/jhet.5570190309.
Smyrl, N R, & Smithwick, III, R W. Hydroxide-catalyzed synthesis of heterocyclic aromatic amine derivatives from nitriles. United States. https://doi.org/10.1002/jhet.5570190309
Smyrl, N R, and Smithwick, III, R W. . "Hydroxide-catalyzed synthesis of heterocyclic aromatic amine derivatives from nitriles". United States. https://doi.org/10.1002/jhet.5570190309.
@article{osti_6922791,
title = {Hydroxide-catalyzed synthesis of heterocyclic aromatic amine derivatives from nitriles},
author = {Smyrl, N R and Smithwick, III, R W},
abstractNote = {A generalized method for synthesizing a wide variety of heterocyclic aromatic amine derivatives from nitriles by use of hydroxide catalysts is presented. Nitrile dimers (3-aminocrotononitrile and dicyandiamide) and a dimer analog (anthranilonitrile) react with monomeric nitriles in the presence of hydroxide to form respectively, aminopyrimidines, diaminotriazines and aminoquinazolines.},
doi = {10.1002/jhet.5570190309},
url = {https://www.osti.gov/biblio/6922791}, journal = {J. Heterocycl. Chem.; (United States)},
number = ,
volume = 19,
place = {United States},
year = {},
month = {}
}