Catalytic methoxycarbonylation of aromatic diamines with dimethyl carbonate to their dicarbamates using zinc acetate

被引：51

作者：

Baba, T ^{[1
]}

Kobayashi, A

Yamauchi, T

Tanaka, H

Aso, S

Inomata, M

Kawanami, Y

机构：

[1] Shinshu Univ, Dept Chem & Mat Engn, Nagano, Japan

[2] Tokyo Inst Technol, Grad Sch Sci & Engn, Tokyo, Japan

[3] Mistui Takeda Chem Inc, Chiba 2990265, Japan

来源：

CATALYSIS LETTERS | 2002年 / 82卷 / 3-4期

关键词：

methoxycarbonylation; dimethyl carbonate; dimethyltoluene-2,4-dicarbamate; dimethyl-4,4 '-methylenediphenyldicarbamate; zinc acetate;

D O I：

10.1023/A:1020566928295

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The methoxycarbonylation of 2,4-toulene diamine and 4,4'-diphenylmethane diamine with dimethyl carbonate to the corresponding dicarbamates using zinc acetate was carried out at 453 K. Zn(OAc)(2), prepared by evacuating Zn(OAc)(2).2H(2)O at 383 K for 2 h, yields dimethyltoulene-2,4-dicarbamate in 96% yield in 2 h, while Zn(OAc)(2).2H(2)O yields dimethyl-4,4'-methylenediphenyldicarbamate in 98% yield at 453 K in 2 h. The structure of methyl 3-amino-4-methyl phenyl carbamate, which is one of the intermediates for the reaction of 2,4-toulene diamine with dimethyl carbonate into dimethyltoulene-2,4-dicarbamate, has been determined by measuring the NOE spectrum of H-1 NMR.

引用

页码：193 / 197

页数：5

共 12 条

[1] Selective carbomethoxylation of aromatic diamines with mixed carbonic acid diesters in the presence of phosphorous acids [J].