Dimethylformamide → 2-[4-(4-Acetoxybenzoyl)benzylthio]-3,5-dimethylthieno[2,3-d]pyrimidin-4(3H)-one

HRID 1291339ノート

反応式

HRID 1291339 の反応式
[CH3:1][N:2]1[C:7](=[O:8])[C:6]2[C:9]([CH3:12])=[CH:10][S:11][C:5]=2[N:4]=[C:3]1[SH:13].[OH-].[Na+].O.CN(C=O)C.[C:22]([O:25][C:26]1[CH:41]=[CH:40][C:29]([C:30]([C:32]2[CH:39]=[CH:38][C:35]([CH2:36]Br)=[CH:34][CH:33]=2)=[O:31])=[CH:28][CH:27]=1)(=[O:24])[CH3:23]>C(O)C.O>[C:22]([O:25][C:26]1[CH:41]=[CH:40][C:29]([C:30]([C:32]2[CH:33]=[CH:34][C:35]([CH2:36][S:13][C:3]3[N:2]([CH3:1])[C:7](=[O:8])[C:6]4[C:9]([CH3:12])=[CH:10][S:11][C:5]=4[N:4]=3)=[CH:38][CH:39]=2)=[O:31])=[CH:28][CH:27]=1)(=[O:24])[CH3:23]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 189192074-(4-Acetoxybenzoyl)benzyl bromideHCID 23719242Sodium hydroxide--water (1/1/1)HCID 178431876HCID 178431876、化合物

生成物 1

HCID 189192392-[4-(4-Acetoxybenzoyl)benzylthio]-3,5-dimethylthieno[2,3-d]pyrimidin-4(3H)-one収率 29%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

To a solution of 3,5-dimethyl-2-mercaptothieno[2,3-d]pyrimidin-4(3H)-one (1.40 g) and 1N-sodium hydroxide/water (6.7 ml) in ethanol (13 ml)-DMF (25 ml) was added 4-(4-acetoxybenzoyl)benzyl bromide (2.68 g) and the mixture was stirred at room temperature at 60° C. for 1 hour. This reaction mixture was poured in water and extracted with ethyl acetate. The extract was washed with water, dried, and concentrated, and the residue was recrystallized from methanol to provide the title compound as colorless solid (887 mg).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. customdried
  4. concentrationconcentrated
  5. customthe residue was recrystallized from methanol

出典と根拠

ORDレコード
ord-ef82eec2593b49b6b179ab00753fd34a
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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