PYRIMIDO[5,4-E]-AS-TRIAZINES .4. PREPARATION AND SOME REACTIONS OF PYRIMIDO[K,4-E]-AS-TRIAZINE-5(6H)-THIONES

被引：22

作者：

TEMPLE, C

KUSSNER, CL

MONTGOME.JA

机构：

[1] Kettering-Meyer Laboratory, Southern Research Institute, Birmingham

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 10期

关键词：

D O I：

10.1021/jo01262a075

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of S-(benzylthio)- and 5-chloro-1,2-dihydropyrimido[5,4-e]-as-triazine (8 and 4), respectively, with NaSH gave 1,2-dihydropyrimido[5,4-e]-as-triazine-5(6H)-thione (3). Treatment of 4 with thiourea also gave 3 and a 2-thiospeudourea addition product that was rearranged in HCl to give 9-amino-9H-purine-8(7H)-one-6(1H)-thione (11). Oxidation of 3 and some 5-alkylthio derivatives with diethyl azodicarboxylate gave the corresponding heteroaromatic compounds. Replacement of the 5-alkylthio group with various nucleophiles occurred readily to give 5-substituted pyrimido[5,4-e]-as-triazines. Also, the rearrangement of 7-hydrazinothiazolo [5,4-d]pyrimidine to 3 is demonstrated. © 1969, American Chemical Society. All rights reserved.

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页码：3161 / &

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