Synthesis of 3,4-Dibromo-2,5-bis-substituted Thiophenes
スポンサーリンク
概要
- 論文の詳細を見る
The reaction of 3,4-dibromo-2,5-bis (chloromethyl) thiophene (1a), sufficiently derived from 3,4-dibromothiophene, with several kinds of nucleophiles was investigated. Whereas cyanomethylation of la to 3,4-dibromo-2,5-bis (cyanomethyl) thiophene (1b) failed, thiocyanomethylation, bromomethylation, acetoxymethylation, and hydrolysis readily proceeded to afford the corresponding 3,4-dibromo-2,5-bis (thiocyanomethyl) - (1c), bis (hydroxymethyl) - (1d), bis (bromomethyl) - (1e), and bis (acetoxymethyl) thiophenes (1f) in good yields (62-88%). The thiophene (1a) was reacted with aliphatic amines, such as dimethylamine, trimethylamine, pyrrolidine, piperidine, and morpholine, to produce 2,5-bis (aminomethyl) thiophenes (1g-k) in yields varying from 40% to 96%. The reaction of la with pyridine furnished the mono - (1l) and bis-pyridinium salts (1m), respectively, dependent upon the amount of pyridine used. The mono-salt (1l) was, on purification, hydrolyzed to the hydroxymethyl mono-salt (1n) in 76% yield from 1a.
- 九州大学大学院総合理工学研究科の論文
- 1993-09-01
九州大学大学院総合理工学研究科 | 論文
- 汎用マイクロプロセッサを用いたDatarol-IIプロセッサエレメントにおける細粒度スレッド処理機構
- 体積法による高圧下のガラス転移の研究
- Synthesis of 3,4-Dibromo-2,5-bis-substituted Thiophenes
- Reaction of 3a, 5, 6a-Tripheny1-3, 3a-dihydro-2H-furo[3,2-b]-pyrrole-2,6 (6aH)-dione with Hydrazine, Phenylhydrazine, and Benzoylhydrazine
- Pressure Effect on the Cycloaddition of Tropone to 2,3-Dihydrofuran