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HRID 35925作成日:2026年10月23日

Hexamethylenetetramine → 5-Formylthiophene-2-Carbonitrile

https://huagongshe.com/ja/reaction/35925

反応式

関与物質

役割名称HCID仕込み量
反応物HexamethylenetetramineHCID 4101—
反応物N-bromobutanimideHCID 67184—
反応物5-Methylthiophene-2-carbonitrileHCID 312733—
反応物5-(Bromomethyl)thiophene-2-carbonitrileHCID 10560016—
触媒Benzoyl PeroxideHCID 7187—
溶媒Acetic AcidHCID 176—
溶媒WaterHCID 962—
溶媒Carbon TetrachlorideHCID 5943—
溶媒ChloroformHCID 6212—
生成物5-Formylthiophene-2-CarbonitrileHCID 1228000444.8%

反応手順

8 g of 5-bromomethylthiophene-2-carbonitrile (prepared by brominating 5.7 g of 5-methylthiophene-2-carbonitrile and 8.42 g of N-bromosuccinimide in 68 ml of carbon tetrachloride under exposure to light and with the addition of 185 mg of benzoyl peroxide) is refluxed for 30 minutes in 35 ml of chloroform with 5.6 g of hexamethylenetetramine. The precipitated salt is suctioned off and refluxed in 30 ml of acetic acid and 30 ml of water for 2 hours. After extraction with ether, washing of the ether phase with water, drying, and evaporation, 2.43 g of 5-cyanothiophene-2-aldehyde is obtained.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05411982
出典データセットuspto-grants-1995_05
ORD IDord-1f3ba0281163402181652b3d126f3b54
出典メモuspto-grants-1995_05