Water → 3-Phenyl-2-(2-pyridylmethylthio)-4-(3H)-quinazolinone

HRID 1723327Notes

Reaction equation

HRID 1723327 reaction equation
C[O-].[Na+].Cl.Cl[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1.[SH:13][C:14]1[N:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:22](=[O:30])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=1.O>CO>[C:24]1([N:23]2[C:22](=[O:30])[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=[C:14]2[S:13][CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

6

Reactant 4

HCID 962WaterHCID 23392Picolyl chloride hydrochlorideHCID 10942334Sodium MethoxideHCID 178515047HCID 178515047, compound

Product 1

HCID 145751453-Phenyl-2-(2-pyridylmethylthio)-4-(3H)-quinazolinoneYield 49.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6.1 ml Of 28% methanolic solution of sodium methoxide and 2.46 g of 2-chloromethylpyridine hydrochloride were added to a solution of 3.62 g of 2-mercapto-3-phenyl-4(3H)-quinazolinone in 100 ml of methanol, and the stirring was continued at room temperature for 2.5 hours. About 50 ml of water were added to the reaction solution and crystals precipitated were collected by filtration and recrystallized from ethyl acetate to give 2.45 g of the title compound.

Workup

  1. customprecipitated
  2. filtrationwere collected by filtration
  3. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-765e64cf27cb48ad9c61de2f629c92e1
Source dataset
uspto-grants-1989_08
Patent number
US04861780

Reaction notes

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