Dimethylformamide → HCID 178421800、化合物

HRID 25082

反応式

HRID 25082 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]#[N:26].CN(C)C=O.[N-:32]=[N+:33]=[N-:34].[Na+].[Cl-].[NH4+]>O>[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:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=2)=[N:4][N:3]1[C:25]1[NH:34][N:33]=[N:32][N:26]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 12137416(+/-)-8-Methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-7-carbonitrile

生成物 1

HCID 178421800HCID 178421800、化合物収率 101.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
140 °C

実験手順

A mixture of 0.60 g (1.70 mmol) of the starting material XXIII, 3 ml of dimethylformamide, 0.12 g (1.87 mmol) of sodium azide and 0.10 g (1.87 mmol) of ammonium chloride was stirred at 140° C. for 30 min. The cooled reaction mixture was diluted with water and the precipitated crystals were filtered off. The so obtained product was purified by column chromatography using silica gel (MN Kieselgel 60) as adsorbent and a mixture of chloroform-methanol (99:1) as eluent to yield 0.68 g (54%) of the title compound; Mp.: 263-264° C.

後処理

  1. customThe cooled reaction mixture
  2. filtrationthe precipitated crystals were filtered off
  3. customThe so obtained product
  4. customwas purified by column chromatography
  5. additiona mixture of chloroform-methanol (99:1) as eluent

出典と根拠

ORDレコード
ord-2ca105df26b446e984445b4e84d6a6c2
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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