反応 #53348

反応方程式

starting material I

(±)-8-Methyl-5-(4-nitrophenyl)-7-thiocarbamoyl-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

ethyl 3-bromopropionate

dimethylformamide

→

title compound

収率 59.0%

(±)-7-(5,6-Dihydro-4-oxo-4H-1,3-thiazin-2-yl)-8-methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

収率 59.0%

溶媒

sodium chloride

反応条件

後処理

1. 1
   抽出extracted with dichloromethane
2. 2
   その他After drying
3. 3
   濃縮concentration the crude product
4. 4
   その他was purified by column chromatography
5. 5
   workup.ADDITIONa mixture of ethyl acetate-methanol (2:1) as eluent

実験手順

A mixture of 2.00 g (5.20 mmol) of the starting material I, 1.89 g (10.44 mmol) of ethyl 3-bromopropionate and 20 ml of dimethylformamide was stirred at 80-90° C. for 3 h. The reaction mixture was diluted with 25% sodium chloride solution and extracted with dichloromethane. After drying and concentration the crude product was purified by column chromatography using silica gel (MN Kieselgel 60) as adsorbent and a mixture of ethyl acetate-methanol (2:1) as eluent to yield 1.34 g (59%) of the title compound; Mp.: 220-221° C.

出典