Potassium Carbonate → HCID 18919198, compound

HRID 1291381Notes

Reaction equation

HRID 1291381 reaction equation
[OH:1][C:2]1[CH:30]=[CH:29][C:5]([C:6]([C:8]2[CH:28]=[CH:27][C:11]([CH2:12][S:13][C:14]3[N:23]([CH3:24])[C:22](=[O:25])[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][C:20]=4[CH3:26])[N:15]=3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[C:31]1([C:37]2[CH:46]=[CH:45][C:40]([C:41](=[O:44])[CH2:42]Br)=[CH:39][CH:38]=2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:24][N:23]1[C:22](=[O:25])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][C:20]=2[CH3:26])[N:15]=[C:14]1[S:13][CH2:12][C:11]1[CH:27]=[CH:28][C:8]([C:6](=[O:7])[C:5]2[CH:4]=[CH:3][C:2]([O:1][CH2:42][C:41]([C:40]3[CH:45]=[CH:46][C:37]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:38][CH:39]=3)=[O:44])=[CH:30][CH:29]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 672821-(1,1'-Biphenyl)-4-yl-2-bromoethanoneHCID 189188882-[4-(4-hydroxybenzoyl)benzylthio]-3,5-dimethyl-4(3H)-quinazolinone

Product 1

HCID 18919198HCID 18919198, compoundYield 37.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-[4-(4-hydroxybenzoyl)benzylthio]-3,5-dimethyl-4(3H)-quinazolinone (398 mg), 4-phenylphenacyl bromide (290 mg) and potassium carbonate (440 mg) in DMF (7 ml) was stirred at room temperature for 72 hours. This reaction mixture was concentrated and the residue was purified by silica gel column chromatography (dichloromethane: ether =10:1) and recrystallized from chloroform-ethyl acetate to provide the title compound as colorless solid (217 mg).

Workup

  1. concentrationThis reaction mixture was concentrated
  2. customthe residue was purified by silica gel column chromatography (dichloromethane: ether =10:1)
  3. customrecrystallized from chloroform-ethyl acetate

Sources & evidence

ORD record
ord-3ddc57861c1844419b8c3addf562f6f4
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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