TBD-catalysed solventless synthesis of symmetrically N,N′-substituted ureas from primary amines and diethyl carbonate

被引：56

作者：

Ballini, R

Fiorini, D

Maggi, R

Righi, P

Sartori, G

Sartorio, R

机构：

[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy

[2] Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy

[3] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

来源：

GREEN CHEMISTRY | 2003年 / 5卷 / 04期

关键词：

D O I：

10.1039/b301951a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Symmetrically N,N'-substituted ureas were obtained from primary amines in very good yields under solvent-less conditions using diethyl carbonate (DEC) as the carbonylation reagent and 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as the base catalyst. The products are precipitated directly from the reaction mixture after a volatile organic compound (VOC) free aqueous work-up. The catalyst can be recovered and reused.

引用

页码：396 / 398

页数：3

共 16 条

[1] Halogen-free process for the conversion of carbon dioxide to urethanes by homogeneous catalysis
Abla, M
Choi, JC
Sakakura, T
[J]. CHEMICAL COMMUNICATIONS, 2001, (21) : 2238 - 2239
[2] MCM-41-TBD as a new, efficient, supported heterogeneous catalyst for the synthesis of thioureas
Ballini, R
Bosica, G
Fiorini, D
Maggi, R
Righi, P
Sartori, G
Sartorio, R
[J]. TETRAHEDRON LETTERS, 2002, 43 (47) : 8445 - 8447
[3] Selected syntheses of ureas through phosgene substitutes
Bigi, F
Maggi, R
Sartori, G
[J]. GREEN CHEMISTRY, 2000, 2 (04) : 140 - 148
[4] Reaction of aliphatic amines with acetoacetanilide in the presence of zeolite catalyst.: Solvent-free synthesis of symmetric N,N′-dialkylureas
Bigi, F
Frullanti, B
Maggi, R
Sartori, G
Zambonin, E
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (03) : 1004 - 1006
[5] Catalytic activity of MCM-41-TBD in the selective preparation of carbamates and unsymmetrical alkyl carbonates from diethyl carbonate
Carloni, S
De Vos, DE
Jacobs, PA
Maggi, R
Sartori, G
Sartorio, R
[J]. JOURNAL OF CATALYSIS, 2002, 205 (01) : 199 - 204
[6] Chemically reversible organogels: Aliphatic amines as "latent" gelators with carbon dioxide
George, M
Weiss, RG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (42) : 10393 - 10394
[7] DISCOVERY OF A NOVEL CLASS OF POTENT HIV-1 PROTEASE INHIBITORS CONTAINING THE (R)-(HYDROXYETHYL) UREA ISOSTERE
GETMAN, DP
DECRESCENZO, GA
HEINTZ, RM
REED, KL
TALLEY, JJ
BRYANT, ML
CLARE, M
HOUSEMAN, KA
MARR, JJ
MUELLER, RA
VAZQUEZ, ML
SHIEH, HS
STALLINGS, WC
STEGEMAN, RA
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (02) : 288 - 291
[8] ACAT INHIBITORS AS ANTIATHEROSCLEROTIC AGENTS - COMPOUNDS AND MECHANISMS
MATSUDA, K
[J]. MEDICINAL RESEARCH REVIEWS, 1994, 14 (03) : 271 - 305
[9] A new catalyst for the synthesis of N,N-biphenylurea from aniline and dimethyl carbonate
Nagaraju, N
Kuriakose, G
[J]. GREEN CHEMISTRY, 2002, 4 (03) : 269 - 271
[10] Catalysis in the production and reactions of dimethyl carbonate, an environmentally benign building block
Ono, Y
[J]. APPLIED CATALYSIS A-GENERAL, 1997, 155 (02) : 133 - 166

← 1 2 →