In:
Liebigs Annalen der Chemie, Wiley, Vol. 1994, No. 9 ( 1994-09-02), p. 895-900
Abstract:
Synthesis of N ‐Substituted Oxo‐ and Thioxopyrimidines from 1,2,4‐Dithiazolium Salts 2,4‐Diaryl‐substituted 1,3‐thiazine‐5‐carbonitriles 5, 6 , obtained by reaction of 1,2,4‐dithiazolium salts 1 with activated cyanoacetates, undergo ring transformations in the presence of primary and secondary amines. Thus, 5 and 6 react with primary amines under mild conditions to give hardly accessible N‐3‐substituted oxopyrimidine‐ or thioxopyrimidine‐5‐carbonitriles 11, 16 , with secondary amines to give N‐3‐unsubstituted pyrimidine derivates 14, 19 and with diamines to give imidazo[1,2‐ c ]pyrimidines or pyrimido[1,2‐ c ]pyrimidines 23a, b . After alkylation of 1,3‐thiazines 6 , highly reactive 1,3‐thiazinium salts 8 can be isolated.
Type of Medium:
Online Resource
ISSN:
0170-2041
DOI:
10.1002/jlac.v1994:9
DOI:
10.1002/jlac.199419940909
Language:
English
Publisher:
Wiley
Publication Date:
1994
detail.hit.zdb_id:
1475010-7
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