Dimethylformamide → HCID 22565502、化合物

HRID 25070

反応式

HRID 25070 の反応式
[CH3:1][CH:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=2)=[N:4][N:3]1[C:25](=[S:27])[NH2:26].Br[CH2:29][CH2:30][C:31](OCC)=[O:32].CN(C)C=O>[Cl-].[Na+]>[O:32]=[C:31]1[CH2:30][CH2:29][S:27][C:25]([N:3]2[CH:2]([CH3:1])[CH2:8][C:7]3[CH:9]=[C:10]4[O:15][CH2:14][O:13][C:11]4=[CH:12][C:6]=3[C:5]([C:16]3[CH:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=3)=[N:4]2)=[N:26]1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 68320Ethyl 3-bromopropionateHCID 12137394(+/-)-8-Methyl-5-(4-nitrophenyl)-7-thiocarbamoyl-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

生成物 1

HCID 22565502HCID 22565502、化合物収率 59%

試薬・触媒・溶媒 1

HCID 5234Sodium Chloride溶媒

反応条件

温度
85 °C

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.

後処理

  1. extractionextracted with dichloromethane
  2. customAfter drying
  3. concentrationconcentration the crude product
  4. customwas purified by column chromatography
  5. additiona mixture of ethyl acetate-methanol (2:1) as eluent

出典と根拠

ORDレコード
ord-6e91e6ae17d04701a181c4bd260236a7
出典データセット
uspto-grants-2005_02
特許番号
US06858605B2

関連ノート

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