Potassium Carbonate → HCID 18918906, compound

HRID 1291374Notes

Reaction equation

HRID 1291374 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.[CH2:31]([O:38][C:39]1[CH:46]=[CH:45][C:42]([CH2:43]Cl)=[CH:41][CH:40]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:31]([O:38][C:39]1[CH:40]=[CH:41][C:42]([CH2:43][O:1][C:2]2[CH:3]=[CH:4][C:5]([C:6]([C:8]3[CH:28]=[CH:27][C:11]([CH2:12][S:13][C:14]4[N:23]([CH3:24])[C:22](=[O:25])[C:21]5[C:16](=[CH:17][CH:18]=[CH:19][C:20]=5[CH3:26])[N:15]=4)=[CH:10][CH:9]=3)=[O:7])=[CH:29][CH:30]=2)=[CH:45][CH:46]=1)[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 700424-Benzyloxybenzyl chlorideHCID 189188882-[4-(4-hydroxybenzoyl)benzylthio]-3,5-dimethyl-4(3H)-quinazolinone

Product 1

HCID 18918906HCID 18918906, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-[4-(4-hydroxybenzoyl)benzylthio]-3,5-dimethyl-4(3H)-quinazolinone (309 mg), 4-benzyloxybenzyl chloride (224 mg) and potassium carbonate (295 mg) in DMF (5 ml) was stirred at room temperature for 14 hours. This reaction mixture was concentrated and the residue was dissolved in chloroform. The solution was washed with water, dried, and concentrated. The residue was recrystallized from chloroform-ethyl acetate to provide the title compound as colorless solid (355 mg).

Workup

  1. concentrationThis reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in chloroform
  3. washThe solution was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was recrystallized from chloroform-ethyl acetate

Sources & evidence

ORD record
ord-be924f18268c44a38f0a7efc6cdf1126
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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