SYNTHESIS OF 3-(ALDITOL-1-YL)TRIAZOLO(4',3'-2,3)-1,2,4-TRIAZINO(5,6-B)INDOLES

被引：37

作者：

MOUSAAD, A ^{[1
]}

HAMID, HA ^{[1
]}

ELNEMR, A ^{[1
]}

ELASHRY, ESH ^{[1
]}

机构：

[1] UNIV ALEXANDRIA, FAC SCI, DEPT CHEM, ALEXANDRIA, EGYPT

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1992年 / 65卷 / 02期

关键词：

D O I：

10.1246/bcsj.65.546

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of the hydrazones were prepared by the reaction of 3-hydrazino-5H-1,2,4-triazino[5,6-b]indole (1) with monosaccharides, and their acetylation was studied. Cyclodehydrogenation of the hydrazones gave 3-(substituted)-10H-1,2,4-triazolo[4',3':2,3][1,2,4]triazino[5,6-b]indole, whose acetylation and partial acetylation were carried out. The ring-chain tautomerism of the hydrazones promoted their heterocyclization. The linear structure. and not that of the angular isomer, has been selected for the products. This structure has been confirmed from a model study of the cyclization of the acetaldehyde derivative of 1, which was found to be identical with that product obtained from the reaction of 4,5-diamino-3-methyl-1,2,4-triazole with isatin. Periodate oxidation of the hydrazones and their cyclized products was also studied.

引用

页码：546 / 552

页数：7

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