Potassium Carbonate → HCID 18919204, compound

HRID 1291373Notes

Reaction equation

HRID 1291373 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.Cl[CH2:32][C:33]1[CH:48]=[CH:47][C:36]([C:37]([N:39]2[CH2:44][CH2:43][N:42]([CH:45]=[O:46])[CH2:41][CH2:40]2)=[O:38])=[CH:35][CH:34]=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][CH2:32][C:33]3[CH:48]=[CH:47][C:36]([C:37]([N:39]4[CH2:44][CH2:43][N:42]([CH:45]=[O:46])[CH2:41][CH2:40]4)=[O:38])=[CH:35][CH:34]=3)=[CH:30][CH:29]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 189188882-[4-(4-hydroxybenzoyl)benzylthio]-3,5-dimethyl-4(3H)-quinazolinoneHCID 18919107HCID 18919107, compound

Product 1

HCID 18919204HCID 18919204, compoundYield 49.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-[4-(4-hydroxybenzoyl)benzylthio]-3,5-dimethyl-4(3H)-quinazolinone (402 mg), 1-(4-chloromethylbenzoyl)-4-formylpiperazine (354 mg) and potassium carbonate (261 mg) in DMF (5 ml) was stirred at room temperature for 24 hours. This reaction mixture was concentrated and the residue was dissolved in ethyl acetate. The solution was washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate) to provide the title compound as colorless solid (310 mg).

Workup

  1. concentrationThis reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe solution was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-4550cccc882f493fb851785b0d77cb38
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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