Waste-free solid-state organic syntheses: Solvent-free alkylation, heterocyclization, and azo-coupling reactions

被引:18
作者
Abdel-Latif, Ehab [1 ]
Metwally, Mohamed A. [1 ]
机构
[1] Mansoura Univ, Fac Sci, Dept Chem, Mansoura, Egypt
来源
MONATSHEFTE FUR CHEMIE | 2007年 / 138卷 / 08期
关键词
environmentally benign; ball-milling; thiazole; solid-state reactions; gas-solid diazotization;
D O I
10.1007/s00706-007-0665-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Solid-state techniques allow for waste-free quantitative syntheses. The solid-solid reactions of alpha-haloketones with several pyrazolones and with thiosemicarbazones were shown to afford the corresponding pyrazolyl ethers and 4-substituted 2-(arylidenehydrazino)thiazoles. The product yields are quantitative in all cases and the products do not require purifying workup. Therefore, these reactions are truly solvent-free, sustainable, and no wastes are produced. A diazonium nitrate is quantitatively accessible by gas-solid reaction of the corresponding amine with NO2 gas. It is a useful material for environmental synthesis of azo dyes through solid-state coupling with a variety of coupling compounds, as e.g. beta-naphthol, acetoacetanilide, pyrazolones, and barbituric acid.
引用
收藏
页码:771 / 776
页数:6
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