Studies with polyfunctionally substituted heteroaromatics: 2-Phenyl-4-p-tolylhydrazono-2-oxazoline-5-one as a precursor for the synthesis of substituted 1,2,4-triazoles and pyridines

被引:1
作者
Elnagdi, MH
Negm, AM
Erian, AW
ElKousy, S
机构
[1] CAIRO UNIV,FAC SCI,DEPT CHEM,GIZA,EGYPT
[2] MENOUFIA UNIV,FAC SCI,DEPT CHEM,SHIBIN AL KAWM,EGYPT
关键词
D O I
10.1002/hc.520060616
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2-Phenyl-4-p-tolylhydrazono-2-oxazoline-5-one (3) was rearranged by the action of phenols and naphthols into 1,2,4-triazole-5-carboxylic esters (5) that were rearranged further on reflux in AcOH-Zn Cl-2 into triazolyl ketones (7). Rearrangement of 3 into 1,2, 4-triazole derivatives could also be effected by the action of heterocyclic amines and 1-naphthylamine. (C) 1996 John Wiley & Sorts, Inc.
引用
收藏
页码:589 / 592
页数:4
相关论文
共 17 条
[1]  
Cirrincione G., 1990, ADV HETEROCYCL CHEM, V48, P65, DOI [10.1016/s0065-2725(08)60338-4, DOI 10.1016/S0065-2725(08)60338-4]
[2]  
ELNAGDI MH, 1993, J CHEM RES-S, P130
[3]  
ELNAGDI MH, 1991, J CHEM RES-S, P116
[4]  
ELNAGDI MH, 1990, LIEBIGS ANN CHEM, P1215
[5]   STUDIES ON ALKYLHETEROAROMATIC COMPOUNDS - THE REACTIVITY OF ALKYL POLYFUNCTIONALLY SUBSTITUTED AZINES TOWARDS ELECTROPHILIC REAGENTS [J].
ELNAGDI, MH ;
ABDELRAZEK, FM ;
IBRAHIM, NS ;
ERIAN, AW .
TETRAHEDRON, 1989, 45 (11) :3597-3604
[6]   EXPERIMENTS WITH C-14-LABELED 1-(4-CHLOROPHENYLCARBAMOYL)-3(4-CHLOROPHENYL)-4-PPHENYL-2-PYRAZOLINE (PH 60-42) AFTER SPREADING AND SPRAYING IN OPEN-FIELD LYSIMETERS [J].
FUHR, F ;
MITTELSTAEDT, W ;
WIENEKE, J .
CHEMOSPHERE, 1980, 9 (7-8) :469-482
[7]   1-PHENYLCARBAMOYL-2-PYRAZOLINES, A NEW CLASS OF INSECTICIDES .3. SYNTHESIS AND INSECTICIDAL PROPERTIES OF 3,4-DIPHENYL-1-PHENYLCARBAMOYL-2-PYRAZOLINES [J].
GROSSCURT, AC ;
VANHES, R ;
WELLINGA, K .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1979, 27 (02) :406-409
[8]  
HARHASH AH, 1971, INDIAN J CHEM, V9, P789
[9]   CLEAVAGE OF AZOLES .1. SYNTHESIS OF SOME TRIAZOLYLOXAZOLINES AND TRIAZOLYLBENZOXAZONES [J].
HARHASH, AH ;
ELNAGDI, MH ;
ELBANANI, AA .
TETRAHEDRON, 1975, 31 (01) :25-29
[10]  
HUDDLESTON PR, 1993, J CHEM RES-S, P72