1-(Pyrimidin-4-yl)pyrazol-5(4H)-one derivatives: I. Synthesis of 3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-pyrazol-5-ol and specificity of its Knoevenagel reaction

被引：4

作者：

Erkin, A. V. ^{[1
]}

Krutikov, V. I. ^{[1
]}

机构：

[1] St Petersburg State Inst Technol, St Petersburg 190013, Russia

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2011年 / 81卷 / 02期

关键词：

Pyrazole; Aromatic Aldehyde; Ethyl Acetoacetate; Hydrazono; Knoevenagel Reaction;

D O I：

10.1134/S1070363211020186

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

3-Methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-1H-pyrazol-5-ol available via cyclocondensation of 6-methyl-2-methylsulfanylpyrimidin-4-ylhydrazine with ethyl acetoacetate reacted with aromatic aldehydes to give two kinds of products, 4-arylmethylidene-5-oxo-4,5-dihydropyrazole and arylbis(5-hydroxypyrazol-4-yl)methane derivatives, depending on the substituent in the aromatic aldehyde.

引用

页码：392 / 396

页数：5

共 50 条

[1] 1-(Pyrimidin-4-yl)pyrazol-5(4H)-one derivatives: I. Synthesis of 3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-pyrazol-5-ol and specificity of its Knoevenagel reaction
A. V. Erkin
V. I. Krutikov
Russian Journal of General Chemistry, 2011, 81 : 392 - 396
[2] 1-(Pyrimidin-4-yl)pyrazol-5(4H)-one derivatives: II. Electrophilic substitution in 5-hydroxy-3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-1H-pyrazole
Erkin, A. V.
Krutikov, V. I.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2011, 81 (08) : 1705 - 1710
[3] 1-(Pyrimidin-4-yl)pyrazol-5(4H)-one derivatives: II. Electrophilic substitution in 5-hydroxy-3-methyl-1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-1H-pyrazole
A. V. Erkin
V. I. Krutikov
Russian Journal of General Chemistry, 2011, 81 : 1705 - 1710
[4] 1-(Pyrimidin-4-yl)pyrazol-5(4H)-one Derivatives: III. The Medium Properties Effect on the Position and Mobility of the Labile Proton of 5-Hydroxy-3-methyl-1-(6-methyl-2-methylthio-4-yl)pyrazole
Erkin, A. V.
Krutikov, V. I.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2011, 81 (09) : 1889 - 1892
[5] 1-(Pyrimidin-4-yl)pyrazol-5(4H)-one derivatives: III. The medium properties effect on the position and mobility of the labile proton of 5-hydroxy-3-methyl-1-(6-methyl-2-methylthio-4-yl)pyrazole
A. V. Erkin
V. I. Krutikov
Russian Journal of General Chemistry, 2011, 81 : 1889 - 1892
[6] Synthesis and tuberculocidic activity of some 4-arylaminomethylene-3-methyl-1-(pyrimidin-2-yl)pyrazol-5(4H)-ones
A. V. Erkin
V. I. Krutikov
A. A. Ivanov
Russian Journal of General Chemistry, 2012, 82 : 153 - 156
[7] Synthesis and tuberculocidic activity of some 4-arylaminomethylene-3-methyl-1-(pyrimidin-2-yl)pyrazol-5(4H)-ones
Erkin, A. V.
Krutikov, V. I.
Ivanov, A. A.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2012, 82 (01) : 153 - 156
[8] Modified synthesis of some 1-(pyrimidin-2-yl)-3-methyl-4-arylidenepyrazol-5(4H)-ones
A. V. Erkin
V. I. Krutikov
Russian Journal of General Chemistry, 2008, 78 : 301 - 304
[9] Synthesis of 4,4′-(arylmethylene)bis(3-methyl-1H-pyrazol-5-ol) derivatives in water
Soleimani, Ebrahim
Ghorbani, Somayeh
Taran, Mojtaba
Sarvary, Afshin
COMPTES RENDUS CHIMIE, 2012, 15 (11-12) : 955 - 961
[10] Design, Synthesis, and In Vitro Cytotoxic Activity of Certain 2-[3-Phenyl-4-(pyrimidin-4-yl)-1H-pyrazol1-yl]acetamide Derivatives
Al-Sanea, M. M.
Parambi, D. G. T.
Shaker, M. E.
Elsherif, H. A. M.
Elshemy, H. A. H.
Bakr, R. B.
Al-Warhi, T. I. M.
Gamal, M.
Abdelgawad, M. A.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (03) : 514 - 520

← 1 2 3 4 5 →