Dimethylformamide → (+/-)-8-Methyl-7-(5-methyl-thiazol-2-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

関与物質

役割	名称	HCID	仕込み量
反応物	Dimethylformamide	HCID 6228	—
反応物	(+/-)-8-Methyl-5-(4-nitrophenyl)-7-thiocarbamoyl-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine	HCID 12137394	—
反応物	2-Bromo-1,1-dimethoxypropane	HCID 12293010	—
溶媒	Water	HCID 962	—
生成物	(+/-)-8-Methyl-7-(5-methyl-thiazol-2-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine	HCID 12137424	66%

反応条件

温度	90 °C

反応手順

A mixture of 1.50 g (3.90 mmol) of starting material I, 3.57 g (19.50 mmol) of 2-bromopropionaldehyde dimethyl acetal and 15 ml of dimethylformamide was stirred at 90° C. for 1.5 h. Then the reaction mixture was diluted with water and the crude product obtained was purified by column chromatography using silica gel (MN Kieselgel 60; Macherey-Nagel, Düren, Germany) as adsorbent and a mixture of toluene-ethyl acetate (16:1) as eluent to yield 1.08 g (66%) of the title compound; Mp.: 193-195° C.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US06858605B2
出典データセット	uspto-grants-2005_02
ORD ID	ord-058eb0d520574b10a934d9faf9876303
出典メモ	uspto-grants-2005_02