PYRIMIDINES .65. SYNTHESIS OF 6-SUBSTITUTED THIENO[2,3-D]PYRIMIDINE-2,4(1H,3H)-DIONES

被引：20

作者：

HIROTA, K ^{[1
]}

SHIRAHASHI, M ^{[1
]}

SENDA, S ^{[1
]}

YOGO, M ^{[1
]}

机构：

[1] MEIJO UNIV,FAC PHARM,TEMPAKU KU,NAGOYA,AICHI 468,JAPAN

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1990年 / 27卷 / 03期

关键词：

D O I：

10.1002/jhet.5570270345

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several 6‐substituted thieno[2,3‐d]pyrimidine‐2,4(1H,3H)‐dione derivatives were synthesized. 6‐Ethoxycarbonyl derivatives 3 and 7 were prepared by treatment of 6‐chloro‐5‐formyluracil 1 and 6‐chloro‐5‐cyanouracil 6 with ethyl 2‐mercaptoacetate in the presence of a base. Electrophilic substitution reactions (Vilsmeier‐Haack reaction, bromination, and nitration) of 5,6‐unsubstituted thieno[2,3‐d]pyrimidine 9, prepared by condensation of 6‐mercaptouracil 8 with chloroacetaldehyde, afforded the corresponding 6‐formyl‐, 6‐bromo‐, and 6‐nitrothieno[2,3‐d]pyrimidines 10, 15 and 16, respectively. Copyright © 1990 Journal of Heterocyclic Chemistry

引用

页码：717 / 721

页数：5

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