Sodium Hydroxide → 2-[4-(4-Acetoxybenzoyl)benzylthio]-3,5-dimethyl-4(3H)-quinazolinone

HRID 1291363ノート

反応式

HRID 1291363 の反応式
[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[CH3:13])[N:4]=[C:3]1[SH:14].[C:15]([O:18][C:19]1[CH:34]=[CH:33][C:22]([C:23]([C:25]2[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=2)=[O:24])=[CH:21][CH:20]=1)(=[O:17])[CH3:16].[OH-].[Na+]>CO>[C:15]([O:18][C:19]1[CH:34]=[CH:33][C:22]([C:23]([C:25]2[CH:26]=[CH:27][C:28]([CH2:29][S:14][C:3]3[N:2]([CH3:1])[C:11](=[O:12])[C:10]4[C:5](=[CH:6][CH:7]=[CH:8][C:9]=4[CH3:13])[N:4]=3)=[CH:31][CH:32]=2)=[O:24])=[CH:21][CH:20]=1)(=[O:17])[CH3:16]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 189192074-(4-Acetoxybenzoyl)benzyl bromideHCID 178424003HCID 178424003、化合物

生成物 1

HCID 189188712-[4-(4-Acetoxybenzoyl)benzylthio]-3,5-dimethyl-4(3H)-quinazolinone収率 0.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 3,5-dimethyl-2-mercapto-4(3H)-quinazolinone (917 mg), 4-(4-acetoxybenzoyl)benzyl bromide (1.785 g) and 1N-aqueous sodium hydroxide solution (4.5 ml) in methanol (20 ml) was stirred at room temperature for 4 hours. This reaction mixture was concentrated and extracted with chloroform and the extract was washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (hexane: ethyl acetate=6:1) to provide the title compound as colorless solid (4.26 mg).

後処理

  1. concentrationThis reaction mixture was concentrated
  2. extractionextracted with chloroform
  3. washthe extract was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (hexane: ethyl acetate=6:1)

出典と根拠

ORDレコード
ord-61bcea1001e94dbebd84c62c8cf59c3d
出典データセット
uspto-grants-1998_05
特許番号
US05753664

反応ノート

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