An efficient synthesis of N,N′-linked oligoureas

被引:34
作者
Wilson, ME [1 ]
Nowick, JS [1 ]
机构
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
关键词
D O I
10.1016/S0040-4039(98)01396-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This paper reports an efficient synthesis of N-alkyl-N,N'-linked oligoureas [-NR-CO-NH-CH2CH2-](n), which involves the repetition of three steps: (1) main-chain extension by ring-opening of N-(2-nitrobenzenesulfonyl)-2-imidazolidone (1) by a secondary amine RR'NH to afford sulfonamide RR'N-CO-NH-CH2CH2-NH-SO2Ar (2) side-chain attachment by N-alkylation of the sulfonamide with alkyl halide R"X, and (3) removal of the sulfonyl group to give a new secondary amine RR'N-CO-NH-CH2CH2-NHR". A tetraurea was prepared in 10 steps and 58% overall yield by this method. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6613 / 6616
页数:4
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