Synthesis and molecular structure of 6-aryl-3-ethoxycarbonyl-4-hydroxypyridazines

被引:6
作者
Aliev, ZG [1 ]
Vyaznikova, NG
Zalesov, VV
Kataev, SS
Andreichikov, YS
Atovmyan, LO
机构
[1] Russian Acad Sci, Inst Chem Phys, Chernogolovka 142432, Moscow Region, Russia
[2] Pharmaceut Acad, Perm 614000, Russia
[3] Perm State Univ, Perm 614600, Russia
[4] Russian Acad Sci, Inst Tech Chem, Ural Branch, Perm 614600, Russia
关键词
diazo compounds; substituted pyridazines; acylation; molecular and crystal structure;
D O I
10.1007/BF02495271
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ethyl Z-5-aryl-2-diazo-5-hydroxy-3-oxopent-4-enoates interact with triphenylphosphine to give 6-aryl-3-ethoxycarbonyl-4-hydroxypyridazines (Ar = Ph, 4-MeC6H4, 4-ClC6H4). Quantum-chemical calculations (MNDO) were performed to estimate the tautomeric equilibrium in the latter using a 6-phenyl-substituted derivative as an example. Acetylation of the 4-hydroxypyridazines led to 4-acetoxy-6-aryl-3-ethoxycarbonylpyridazines. The structure of the latter was confirmed by an X-ray diffraction analysis of 4-acetoxy-3-ethoxycarbonyl-6-(p-tolyl)pyridazine.
引用
收藏
页码:2142 / 2145
页数:4
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