SYNTHESIS AND PROPERTIES OF 5-AROYLAMINO-2H-1,2,4-THIADIAZOL-3-ONES

被引：16

作者：

CHO, NS ^{[1
]}

SHON, HI ^{[1
]}

PARKANYI, C ^{[1
]}

机构：

[1] FLORIDA ATLANTIC UNIV,DEPT CHEM,BOCA RATON,FL 33431

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1991年 / 28卷 / 07期

关键词：

D O I：

10.1002/jhet.5570280714

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5-Aroylamino-2H-1,2,4-thiadiazol-3-ones 3 were obtained from the corresponding 1-aroyl-2-thiobiurets 2 by oxidative cyclization with bromine. 5-Aroylamino-2H-1,2,4-thiadiazol-3-ones 3 can exist in two tautomeric forms - a lactam form and a lactim form. On the basis of the C-13 nmr spectra and additional experimental information, it has been established that the stable form, in which these compounds exist, is the lactam form.

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页码：1725 / 1729

页数：5

相关论文

共 16 条

[1] A SHORT SET OF C-13-NMR CORRELATION TABLES [J].

BROWN, DW .

JOURNAL OF CHEMICAL EDUCATION, 1985, 62 (03) :209-212

[2] C-13 MAGNETIC-RESONANCE .26. QUANTITATIVE-DETERMINATION OF TAUTOMERIC POPULATIONS OF CERTAIN PURINES [J].

CHENON, MT ;

PUGMIRE, RJ ;

GRANT, DM ;

PANZICA, RP ;

TOWNSEND, LB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (16) :4636-4642

[3] SYNTHESIS OF 5-(AROYLAMINO)-2-METHYL-2H-1,2,4-THIADIAZOL-3-ONES BY OXIDATIVE CYCLIZATION OF 1-AROYL-5-METHYL-2-THIOBIURETS [J].

CHO, NS ;

SHON, HI ;

PARKANYI, C .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (07) :1645-1649

[4]

Ganapathi R. R., 1978, Patent No. [US 4093624, 4093624]

[5] AMIDINES .7. H-1 AND C-13 NUCLEAR MAGNETIC-RESONANCE STUDIES ON TAUTOMERISM, GEOMETRICAL ISOMERISM, AND CONFORMATION OF SOME CYCLIC AMIDINES, GUANIDINES, AND RELATED SYSTEMS [J].

JACKMAN, LM ;

JEN, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (10) :2811-2818

[6] REACTION OF S-METHIODIDE DERIVATIVES OF ACTIVATED THIOUREAS WITH HYDROXYLIC COMPOUNDS - NOVEL SYNTHESIS OF MERCAPTANS [J].

KLAYMAN, DL ;

SHINE, RJ ;

BOWER, JD .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (10) :1532-&

[7] THIADIAZOLES .12. ULTRAVIOLET ABSORPTION SPECTRA OF SOME 1,2,4-THIADIAZOLES [J].

KURZER, F ;

TAYLOR, SA .

JOURNAL OF THE CHEMICAL SOCIETY, 1962, (10) :4191-&

[8]

KURZER F, 1956, CHEM IND-LONDON, P1482

[9] CYCLIC MESO-IONIC COMPOUNDS .23. NOVEL CHEMISTRY OF 1,2,4-THIADIAZOLES AND THEIR TRANSFORMATION INTO MESO-IONIC 1,2,4-THIADIAZOLIUM DERIVATIVES [J].

NEWTON, CG ;

OLLIS, WD ;

WRIGHT, DE .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (01) :75-84

[10] CHEMISTRY OF N-HETEROCYCLIC SULFUR-COMPOUNDS - REACTION OF 2,5-DIMERCAPTO-1,3,4-THIADIAZOLES WITH 1,OMEGA-DIBROMOALKANES - SYNTHESIS OF TETRATHIA[(N + 2).(N + 2)](2,5)-1,3,4-THIADIAZOLOPHANES AND DITHIA[(N + 1).(N + 1)](3,5)-1,3,4-THIADIAZOLINOPHANEDITHIONES [J].

PAPPALARDO, S ;

BOTTINO, F ;

TRINGALI, C .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (03) :405-412