Synthesis of 4,6-bis(1H-1,2,3-triazolyl)pyrimidines by the reaction of 4,6-diazido-2-(4-methoxyphenyl)pyrimidine with compounds containing a reactive methylene group

被引：0

作者：

Nikolaenkova E.B. ^{[1
]}

Krivopalov V.P. ^{[1
]}

机构：

[1] Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences

来源：

Chemistry of Heterocyclic Compounds | 1997年 / 33卷 / 8期

关键词：

Methylene; Ester; Organic Chemistry; Pyrimidine; Triethylamine;

D O I：

10.1007/BF02253171

中图分类号：

学科分类号：

摘要：

The reaction of 4,6-diazido-2-(4-methoxyphenyl)pyrimidine with cyanoacetic ester in the presence of triethylamine leads only to 4-azido-6-amino-1-(4-methoxyphenyl)pyrimidine. The main product in reactions with 1,3-dicarbonyl compounds (acetylacetone, acetoacetic and benzoylacetic esters) is the corresponding substituted 4,6-bis(1H-1,2,3-triazolyl)pyrimidine. Theformation of4-azido-6-(1H-1,2,3-triazolyl)pyrimidine and4-amino-6-(1H-1,2,3-triazolyl)pyrimidine as minor products was also recorded. ©1998 Plenum Publishing Corporation.

引用

页码：968 / 972

页数：4

共 17 条

[1] 4,6-Bis(1,2,3-thiadiazol-4-yl)-1,3-benzenediol as a source of furo [3′,2′:4 5] benzo [b] furan-2,6-dithiolate
Petrov, ML
Androsov, DA
Lyakhovetskii, YI
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 40 (11) : 1691 - 1693
[2] 4,6-Bis(1,2,3-thiadiazol-4-yl)-1,3-benzenediol as a source of furo[3′,2′:4,5]benzo[b]furan- 2,6-dithiolate
M. L. Petrov
D. A. Androsov
Yu. I. Lyakhovetskii
Russian Journal of Organic Chemistry, 2004, 40 : 1691 - 1693
[3] Synthesis and characterization of new 2-pyrimidyl chalcogen (S, Se, Te) compounds: X-ray crystal structure of bis(4,6-dimethyl-2-pyrimidyl)diselenide and 4,6-dimethyl-2-(phenylselanyl)pyrimidine
Bhasin, K. K.
Arora, Ekta
Grover, Alka S.
Jyoti
Singh, H.
Mehta, S. K.
Bhasin, Aman K. K.
Jacob, C.
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 732 : 137 - 141
[4] Trisubstituted 1,3,5-triazeves. 4. Synthesis of 2-nitroamino-4,6-bis(trinitromethyl)-1,3,5-triazine
Shastin A.V.
Godovikova T.I.
Korsunskii B.L.
Chemistry of Heterocyclic Compounds, 1999, 35 (1) : 75 - 77
[5] Synthesis of a Novel Series of (E,E)-4,6-bis(styryl)-2-O-Glucopyranosyl-Pyrimidines and Their Potent Multidrug Resistance (MDR) Reversal Activity Against Cancer Cells
Gao, Lei
Liu, Qian
Ren, Sumei
Wan, Shengbiao
Jiang, Tao
Wong, Iris L. K.
Chow, Larry M. C.
Wang, Shixi
JOURNAL OF CARBOHYDRATE CHEMISTRY, 2012, 31 (08) : 620 - 633
[6] Cu(II) complexes with 4,6-bis(3,5-dimethyl-1H-pyrazole-1-yl)pyrimidine, 4-(3,5-dimethyl-1H-pyrazole-1-yl)-6-(3,5-diphenyl-1H-pyrazole-1-yl)pyrimidine: Synthesis and catalytic activity in ethylene polymerization reaction
M. B. Bushuev
V. P. Krivopalov
N. V. Semikolenova
Yu. G. Shvedenkov
L. A. Sheludyakova
G. G. Moskalenko
L. G. Lavrenova
V. A. Zakharov
S. V. Larionov
Russian Journal of Coordination Chemistry, 2007, 33 : 601 - 606
[7] Synthesis, molecular structure and spectroscopic characterization of (E)-1-((2-hydroxynaphthalen-1-y1) methyleneamino)-5-(4-methoxybenzoy1)-4-(4-methoxyphenyl) pyrimidine-2(1H)-one with experimental techniques and theoretical calculations
Ceylan, Umit
Haciyusufoglu, Mehmet Emin
Yalcinc, Serife Pinar
Sonmez, Mehmet
Aygun, Muhittin
JOURNAL OF MOLECULAR STRUCTURE, 2016, 1109 : 209 - 219
[8] Synthesis and herbicidal activity of N-(4,6-disubstituted pyrimidin-2-yl)-N′-[1-(heteroaryl)methyl-5-methyl-1H-1,2,3-triazol-4-ylcarbonyl]thiourea
Yan, Man
Shi, De-Qing
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2008, 28 (04) : 736 - 740
[9] Synthesis of 1,2-disubstituted naphthalenes and tetrahydronaphthalenes from dihydronaphthalenes obtained by conjugate addition of organolithium reagents to 2,6-bis(tert-butyl)-4-methoxyphenyl naphthalenecarboxylates
Shindo, M
Koga, K
Tomioka, K
CHEMICAL & PHARMACEUTICAL BULLETIN, 1999, 47 (09) : 1318 - 1321
[10] Synthesis and biological evaluation of 1,2,3-triazole incorporated pyridin-4-yl)-1H-1,2,4-triazol-3-yl)pyrimidine derivatives as anticancer agents
Reddy, B. Siva
Rao, G. Purna Chandra
Devi, E. Ramya
Prasad, K. R. S.
Nalla, Somaiah
RESULTS IN CHEMISTRY, 2024, 8

← 1 2 →