Formanilide and carbanilide from aniline and carbon dioxide

被引:77
作者
Munshi, P [1 ]
Heldebrant, DJ [1 ]
McKoon, EP [1 ]
Kelly, PA [1 ]
Tai, CC [1 ]
Jessop, PG [1 ]
机构
[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(03)00384-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Earlier syntheses of formamides from the catalytic hydrogenation of CO(2) in the presence of amines were only successful for the preparation of dialkylformamides. After an analysis of the reason for the failure of the reaction using aniline as a starting material, formanilide has been prepared, for the first time, from CO(2), H(2) and aniline with the use of 1,8-diazabicyclo[5.4.0]undec-7-ene. Omission of the H, reductant causes the selectivity to switch to the production of carbanilide (1,3-diphenylurea). (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2725 / 2727
页数:3
相关论文
共 24 条
[21]   Phase-separable catalysis using room temperature ionic liquids and supercritical carbon dioxide [J].
Liu, FC ;
Abrams, MB ;
Baker, RT ;
Tumas, W .
CHEMICAL COMMUNICATIONS, 2001, (05) :433-434
[22]   CARBON-DIOXIDE AS A PHOSGENE REPLACEMENT - SYNTHESIS AND MECHANISTIC STUDIES OF URETHANES FROM AMINES, CO2, AND ALKYL CHLORIDES [J].
MCGHEE, W ;
RILEY, D ;
CHRIST, K ;
PAN, Y ;
PARNAS, B .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (09) :2820-2830
[23]   Hydrogenation of carbon dioxide catalyzed by ruthenium trimethylphosphine complexes: The accelerating effect of certain alcohols and amines [J].
Munshi, P ;
Main, AD ;
Linehan, JC ;
Tai, CC ;
Jessop, PG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (27) :7963-7971
[24]  
YAMAZAKI N, 1979, SYNTHESIS-STUTTGART, P355