QUINAZOLIN-2-ONES HAVING A SPIROHYDANTOIN RING .1. SYNTHESIS OF SPIRO[1,2,3,4-TETRAHYDROQUINAZOLINE-4,4'-IMIDAZOLIDINE]-2,2',5'-TRIONE BY REACTION OF 1-CARBAMOYLISATIN WITH UREA OR GUANIDINE

被引：8

作者：

YAMAGISHI, M ^{[1
]}

OZAKI, K ^{[1
]}

OHMIZU, H ^{[1
]}

YAMADA, Y ^{[1
]}

SUZUKI, M ^{[1
]}

机构：

[1] TANABE SEIYAKU CO LTD, APPL BIOCHEM RES LAB, 16-89 KASHIMA 3 CHOME, YODOGAWA KU, OSAKA 532, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1990年 / 38卷 / 11期

关键词：

2'; 2,3; 4'-imidazolidine]-2; 4-tetrahydroquinazolin-2; 5'-trione 1-methylcarbamoylisatin urea guanidine intramolecular cyclization 4-hydroxy-1; one spirohydantoin spiro[l,2,3,4-tetrahydroquinazoline-4;

D O I：

10.1248/cpb.38.2926

中图分类号：

R914 [药物化学];

学科分类号：

100701 [药物化学];

摘要：

Reaction of 1-methylcarbamoylisatin (4) with urea in the presence of l,8-diazabicyclo[5.4.0]undec-7-ene (DBU) gave 4-hydroxy-3-methyl-4-ureidocarbonyl-l,2,3,4-tetrahydroquinazolin-2-one (5), which was easily cyclized with 10% HC1 to afford a spirohydantoin derivative; 3-methyl-spiro [1,2,3,4-tetrahydroquinazoline-4,4'-imidazolidine] -2,2’,5 - trione (6). In a similar manner, 2/-imino-3-methyl-spiro[l,2,3,4-tetrahydroquinazoline-4,4'-imidazolidine]-2,5’-dione (8) was prepared by the reaction of 4 with guanidine, and 8 was further converted to the spirohydantoin compound 6 by treatment with sodium nitrite in acetic acid. © 1990, The Pharmaceutical Society of Japan. All rights reserved.

引用

页码：2926 / 2928

页数：3

共 10 条

[1]

HETEROCYCLIZATIONS .7. NEW HYDANTOINS WITH BRIDGE-HEAD NITROGEN OR SPIRAN STRUCTURE [J].