Solvent-free synthesis of quinazoline-2,4(1H,3H)-diones using carbon dioxide and a catalytic amount of DBU

被引：55

作者：

Mizuno, Takumi ^{[1
]}

Mihara, Masatoshi ^{[1
]}

Nakai, Takeo ^{[1
]}

Iwai, Toshiyuki ^{[1
]}

Ito, Takatoshi ^{[1
]}

机构：

[1] Osaka Municipal Tech Res Inst, Joto Ku, Osaka 5368553, Japan

来源：

SYNTHESIS-STUTTGART | 2007年 / 16期

关键词：

carbon dioxide; carbonylation; cyclization; catalytic; quinazoline; quinazolidinone;

D O I：

10.1055/s-2007-983808

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An ideal reaction system, which is aimed at sustainable chemistry, was developed. Under solvent-free conditions, quinazoline-2,4(1H,3 H)-diones were obtained in good to excellent yields from 2-aminobenzonitriles with only carbon dioxide (1 bar) and a catalytic amount of base (DBU or DBN). For example, 6,7-dimethoxyquinazoline-2,4(1H,3H)-dione, which is a key intermediate of several drugs (Prazosin, Bunazosin, and Doxazosin) was synthesized successfully in 97% yield [DBU (0.2 equiv), CO2 (1 bar), 120 degrees C].

引用

页码：2524 / 2528

页数：5