Dimethylformamide → 2-[4-(4-Fluorobenzoyl)benzyl]thio-3-methyl-4(3H)-quinazolinone

HRID 1291242노트

반응식

HRID 1291242 반응식
[SH:1][C:2]1[N:11]([CH3:12])[C:10](=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[OH-].[Na+].CN(C=O)C.[F:21][C:22]1[CH:37]=[CH:36][C:25]([C:26]([C:28]2[CH:35]=[CH:34][C:31]([CH2:32]Br)=[CH:30][CH:29]=2)=[O:27])=[CH:24][CH:23]=1>C(O)C.O>[F:21][C:22]1[CH:23]=[CH:24][C:25]([C:26]([C:28]2[CH:35]=[CH:34][C:31]([CH2:32][S:1][C:2]3[N:11]([CH3:12])[C:10](=[O:13])[C:9]4[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=4)[N:3]=3)=[CH:30][CH:29]=2)=[O:27])=[CH:36][CH:37]=1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 47290134-(4-Fluorobenzoyl)benzyl bromideHCID 178481666HCID 178481666, 화합물

생성물 1

HCID 189190752-[4-(4-Fluorobenzoyl)benzyl]thio-3-methyl-4(3H)-quinazolinone수율 87.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of 2-mercapto-3-methyl-4(3H)-quinazolinone (1.0 g) and sodium hydroxide (250 mg) in 50% ethanol (15 ml)-DMF (15 ml) was added 4-(4-fluorobenzoyl)benzyl bromide (1.55 g) and the mixture was stirred at room temperature for 1 hour. This reaction mixtrue 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 (1.85 g). 1H-NMR (CDCl3) δ: 3.61(3H,s), 4.62(2H,s), 7.15(2H,t,J=8.6Hz), 7.40(1H,dt,J=8.2&1.4Hz), 7.58-7.90(8H,m), 8.23(1H,dd,J=8.0&1.4Hz).

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-aa260650974f4bf09cce6f31b5886aae
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753664

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