Dimethylformamide → 2-[4-(4-Chlorobenzoyl)benzyl]thio-3-methylthieno-[3,2-d]pyrimidin-4(3H)-one

HRID 1291245ノート

反応式

HRID 1291245 の反応式
[SH:1][C:2]1[N:3]([CH3:12])[C:4](=[O:11])[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[OH-].[Na+].CN(C=O)C.[Cl:20][C:21]1[CH:36]=[CH:35][C:24]([C:25]([C:27]2[CH:34]=[CH:33][C:30]([CH2:31]Br)=[CH:29][CH:28]=2)=[O:26])=[CH:23][CH:22]=1>C(O)C.O>[Cl:20][C:21]1[CH:22]=[CH:23][C:24]([C:25]([C:27]2[CH:34]=[CH:33][C:30]([CH2:31][S:1][C:2]3[N:3]([CH3:12])[C:4](=[O:11])[C:5]4[S:10][CH:9]=[CH:8][C:6]=4[N:7]=3)=[CH:29][CH:28]=2)=[O:26])=[CH:35][CH:36]=1

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 98396514-(4-Chlorobenzoyl)benzyl bromideHCID 178481668HCID 178481668、化合物

生成物 1

HCID 189193492-[4-(4-Chlorobenzoyl)benzyl]thio-3-methylthieno-[3,2-d]pyrimidin-4(3H)-one収率 69.6%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a solution of 2-mercapto-3-methylthieno[3,2-d]pyrimidin-4-(3H)-one (1.0 g) and sodium hydroxide (205 mg) in 50% ethanol (12 ml)-DMF (20 ml) was added 4-(4-chlorobenzoyl)benzyl bromide (1.56 g) and the mixture was stirred at room temperature for 1 hour. This reaction mixture was poured in water and the resulting crystals were collected by filtration, rinsed with water and methanol, and recrystallized from methanol to provide the title compound as colorless solid (1.497 g) . 1H-NMR (CDCl3) δ: 3.61(3H,s), 4.58(2H,s), 7.23(1H,d,J=5.2Hz), 7.45(2H,d,J=8.6Hz), 7.59(2H,d,J=8.2Hz), 7.70-7.80(5H,m).

後処理

  1. filtrationthe resulting crystals were collected by filtration
  2. washrinsed with water and methanol
  3. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-ad42eb8ae2e649968e9d603a76bbd402
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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