单、二、三甲基化胺的研究:一种意想不到的磺胺

Journal of Chemical Research-s Pub Date : 2023-07-01 DOI:10.1177/17475198231194866

M. Plater, W. Harrison

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引用次数: 0

摘要

2-氨基苄苯胺被二元化，得到了一个意想不到的产物N,N-二元化氨基-2-苄基氨基苯，其中伯胺已二元化，而苄胺未反应。在二烷基化体系中，苯胺虽然更富电子，但其空间拥挤性和亲核性不如伯胺。以邻苯二胺、对苯二胺和1,8-二氨基萘为原料，与甲苯酰氯反应制备了立体拥挤的甲苯酰胺。

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A study of mono-, di- and tri-tosylated amines: An unexpected sulfonamide

2-Aminobenzylaniline was ditosylated and gave an unexpected product N,N-ditosylamino-2-benzylaminobenzene in which the primary amine had ditosylated, and the benzylamine was unreacted. The benzylamine, although more electron rich, is sterically crowded and less nucleophilic than the primary amine in this ditosylated system. Sterically crowded tosylamides were prepared by reacting o-phenylenediamine, p-phenylenediamine and 1,8-diaminonaphthalene with tosyl chloride.

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来源期刊

Journal of Chemical Research-s 化学科学, 有机化学, 有机合成

自引率

0.00%

发文量

审稿时长

1 months

期刊介绍： The Journal of Chemical Research is a peer reviewed journal that publishes full-length review and research papers in all branches of experimental chemistry. The journal fills a niche by also publishing short papers, a format which favours particular types of work, e.g. the scope of new reagents or methodology, and the elucidation of the structure of novel compounds. Though welcome, short papers should not result in fragmentation of publication, they should describe a completed piece of work. The Journal is not intended as a vehicle for preliminary publications. The work must meet all the normal criteria for acceptance as regards scientific standards. Papers that contain extensive biological results or material relating to other areas of science may be diverted to more appropriate specialist journals. Areas of coverage include: Organic Chemistry; Inorganic Chemistry; Materials Chemistry; Crystallography; Computational Chemistry.