Sodium Hydroxide → (+/-)-8-Methyl-5-(4-nitrophenyl)-7-(2-pyrimidinyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

HRID 25087ノート

反応式

HRID 25087 の反応式
S(O[CH:6]([CH3:35])[CH2:7][C:8]1[C:16]([C:17]([C:26]2[CH:31]=[CH:30][C:29]([N+:32]([O-:34])=[O:33])=[CH:28][CH:27]=2)=[N:18][NH:19][C:20]2[N:25]=[CH:24][CH:23]=[CH:22][N:21]=2)=[CH:15][C:11]2[O:12][CH2:13][O:14][C:10]=2[CH:9]=1)(=O)(=O)C.[OH-].[Na+]>ClCCl.CO>[CH3:35][CH:6]1[CH2:7][C:8]2[CH:9]=[C:10]3[O:14][CH2:13][O:12][C:11]3=[CH:15][C:16]=2[C:17]([C:26]2[CH:31]=[CH:30][C:29]([N+:32]([O-:34])=[O:33])=[CH:28][CH:27]=2)=[N:18][N:19]1[C:20]1[N:25]=[CH:24][CH:23]=[CH:22][N:21]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 1317247421-{6-[(4-Nitrophenyl)-(pyrimidin-2-yl-hydrazono)-methyl]-benzo-1,3-dioxol-5-yl}-propan-2-ol mesylate

生成物 1

HCID 22565487(+/-)-8-Methyl-5-(4-nitrophenyl)-7-(2-pyrimidinyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine収率 77.5%

試薬・触媒・溶媒 1

HCID 21226129Dichloromethane methanol溶媒

実験手順

A mixture of 3.13 g (6.27 mmol) of the compound obtained in Step B, 60 ml of a 1:1 mixture of dichloromethane-methanol and 0.52 ml (6.90 mmol) of 50% sodium hydroxide solution was stirred at room for 1.5 h. After filtration the reaction mixture was concentrated, the residue was treated with water and recrystallized from three fold dimethylformamide containing 10% water to yield 1.96 g (77%) of the title compound; Mp.: 261-263° C.

後処理

  1. filtrationAfter filtration the reaction mixture
  2. concentrationwas concentrated
  3. additionthe residue was treated with water
  4. customrecrystallized from three fold dimethylformamide containing 10% water

出典と根拠

ORDレコード
ord-c641818e40aa43a2ac61a768a117d1fa
出典データセット
uspto-grants-2005_02
特許番号
US06858605B2

反応ノート

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