An efficient new protocol for the formation of unsymmetrical tri- and tetrasubstituted ureas

被引：123

作者：

Batey, RA

Santhakumar, V

Yoshina-Ishii, C

Taylor, SD

机构：

[1] Univ Toronto, Lash Miller Labs, Dept Chem, Toronto, ON M5S 3H6, Canada

[2] Univ Toronto, Dept Chem, Mississauga, ON L5L 1C6, Canada

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(98)01330-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method for producing unsymmetrical, tetrasubstituted ureas from N, N'-carbonyldiimidazole (CDI) is presented. Carbamoyl imidazolium salts are prepared from the reaction of CDI with a secondary amine, followed by alkylation with Mel. Secondary amines add with ease to imidazolium salts at room temperature to give unsymmetrical, tetrasubstituted ureas in excellent yields. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：6267 / 6270

页数：4

共 11 条

[1]

DADALI VA, 1978, J ORG CHEM USSR, V14, P2076

[2]

GUILBEJAMPEL E, 1973, SYNTHETIC COMMUN, V3, P111

[3]

KAMIJO T, 1982, CHEM PHARM BULL, V30, P4242

[4] A general synthesis of unsymmetrical tetrasubstituted ureas [J].

Katritzky, AR ;

Pleynet, DPM ;

Yang, BZ .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (12) :4155-4158

[5]

PETERSEN U, 1983, HOUBENWEYL E, V4, P335

[6] ANTINEOPLASTIC AGENTS .22. INTRAMOLECULAR CONDENSATION REACTIONS OF 1,1,3,3-TETRAKIS(2-CHLOROETHYL)UREA [J].

SETTEPAN.JA .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (03) :843-&

[7]

STAAB H.A., 1957, AN, V609, P75

[8]

STAAB HA, 1958, LIEBIGS ANN CHEM, V612, P187

[9]

STAAB HA, 1961, LIEBIGS ANN CHEM, V648, P72

[10]

STAAB HA, 1968, NEWER METHODS PREP, V5, P61

← 1 2 →