A convenient synthesis of 3,4-disubstituted-1,2,4-thiadiazole-5(4H)-thiones

被引:6
作者
Agirbas, H [1 ]
Kahraman, K [1 ]
机构
[1] Kocaeli Univ, Dept Chem, TR-41300 Izmit, Turkey
关键词
1,2,4-oxadiazole-5-thione; 1,2,4-thiadiazole-5-one; 1,2,4-thiadiazole-5-thione;
D O I
10.1080/10426509808545478
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
3,4-Disubstituted-1,2,4-oxadiazole-5(4H)-ones were obtained from the reaction of substituted amide oximes with ethylchloroformate. These compounds were treated with P2S5 to give corresponding 1,2,4-oxadiazole-5-thiones. Rearrangement of 1,2,4-oxadiazole-5-thiones, catalysed by metallic copper, yielded 1,2,4-thiadiazole-5-ones. The reaction of 1,2,4-thiadiazole-5-ones with P2S5 gave 1,2,4-thiadiazole-5-thiones.
引用
收藏
页码:381 / 389
页数:9
相关论文
共 13 条
[1]   SYNTHESIS AND METHYLATION OF SOME 1,2,4-THIADIAZOLE-5-THIONES [J].
AGIRBAS, H ;
DURUST, Y ;
SUMENGEN, D .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1992, 66 (1-4) :321-324
[2]   ISOMERISATIONS UNDER ELECTRON IMPACT . IMIDE-ISOIMIDE INTERCONVERSION AND ITS DITHIONE ANALOGUE [J].
ANDERSON, CM ;
WARRENER, RN ;
BARNES, CS .
CHEMICAL COMMUNICATIONS, 1968, (03) :166-&
[3]   ASPECTS OF MASS SPECTRA OF ORGANIC COMPOUNDS .10. RATIONALIZATION OF A VARIETY OF ELECTRON-IMPACT INDUCED REARRANGEMENTS OF IONS [J].
BENTLEY, TW ;
JOHNSTON.RA .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1971, (09) :1804-&
[5]   MASSENSPEKTROMETRIE UND IHRE ANWENDUNG AUF STRUKTURELLE UND STEREOCHEMISCHE PROBLEME .67. ZUM RETRO-DIELS-ALDER-ZERFALL ORGANISCHER MOLEKULE UNTER ELEKTRONENBESCHUSS [J].
BUDZIKIEWICZ, H ;
BRAUMAN, JI ;
DJERASSI, C .
TETRAHEDRON, 1965, 21 (07) :1855-+
[6]   MASS SPECTROMETRY IN STRUCTURAL AND STEREOCHEMICAL PROBLEMS .71. A STUDY OF INFLUENCE OF DIFFERENT HETEROATOMS ON MASS SPECTROMETRIC FRAGMENTATION OF 5-MEMBERED HETEROCYCLES [J].
DUFFIELD, AM ;
BUDZIKIE.H ;
DJERASSI, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (13) :2920-&
[7]   THE PREPARATION AND REARRANGEMENT OF 3-PYRIDYL-4-ALKYL-1,2,4-OXADIAZOLE-5(4H)-THIONES OR 3-PYRIDYL-4-ARYL-1,2,4-OXADIAZOLE-5(4H)-THIONES [J].
DURUST, Y ;
AGIRBAS, H ;
SUMENGEN, D .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1991, 62 (1-4) :47-51
[8]  
GUMUS F, 1993, PHARMAZIE, V48, P868
[9]   2-AMINO-DELTA2-THIAZOLINES FROM AMINOETHYL THIOSULFATES . MASS SPECTRA OF 2-AMINO-DELTA2-THIAZOLINES AND RELATED COMPOUNDS [J].
KLAYMAN, DL ;
MILNE, GWA .
JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (07) :2349-&
[10]   CONTRIBUTION TO INFRARED SPECTRA OF ORGANOSULPHUR COMPOUNDS [J].
RAO, CNR ;
KASTURI, TR ;
VENKATARAGHAVAN, R .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1964, 42 (01) :36-&