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

HRID 1291245노트

반응식

HRID 1291245 반응식
[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

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 98396514-(4-Chlorobenzoyl)benzyl bromideHCID 178481668HCID 178481668, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-ad42eb8ae2e649968e9d603a76bbd402
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753664

반응 노트

불러오는 중…