Paper
Synthesis of bifunctional derivatives from 2,5-dimethylthiophene: Communication 2. Action of amines of 3,4-bischloromethyl-2,5-dimethylthiophene
Published Mar 1, 1961 · Y. Gol'dfarb, M. S. Kondakova
Russian Chemical Bulletin
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Abstract
1. The reactions of 3,4-bischloromethyl-2,5-dimethylthiophene with various primary and secondary amines were studied. They resulted in the formation mainly of symmetrical bissecondary and bistertiary amines of structure (IV, (V), and (VII); no compounds analogous in structure to isoindoline were found among the reaction products. 2. Together with the diamines (IV), (V), and (VII), dithienodiazecines of structure (IXa) and (IXb) were obtained. 3. The action of methylating agents on the diamines (IV) gave the corresponding tertiary amines (IV) and their bisquaternary salts. 4. By the action of methyl iodide on the bistertiary amines (V), (VI), and (VII) in methanol, di- and monomethiodides were formed.
2,5-dimethylthiophene reacts with various amines to form symmetrical bissecondary and bistertiary amines, dithienodiazecines, and tertiary amines.
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