Water → 3-Phenyl-2-[(4-methylpyridin-2-yl)methylthio]-4(3H)-quinazolinone

HRID 1762430

반응식

HRID 1762430 반응식
C[O-].[Na+].[SH:4][C:5]1[N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:13](=[O:21])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1.Cl.Cl[CH2:24][C:25]1[CH:30]=[C:29]([CH3:31])[CH:28]=[CH:27][N:26]=1.O>CO>[C:15]1([N:14]2[C:13](=[O:21])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:6]=[C:5]2[S:4][CH2:24][C:25]2[CH:30]=[C:29]([CH3:31])[CH:28]=[CH:27][N:26]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 10942334Sodium MethoxideHCID 200610712-(Chloromethyl)-4-methylpyridine hydrochlorideHCID 178515047HCID 178515047, 화합물

생성물 1

HCID 145751693-Phenyl-2-[(4-methylpyridin-2-yl)methylthio]-4(3H)-quinazolinone수율 30.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

8.7 ml of 28% methanolic solution of sodium methoxide were added to a solution of 5.0 g of 2-mercapto-3-phenyl-4(3H)-quinazolinone and 4.0 g of 2-chloromethyl-4-methylpyridine hydrochloride in methanol, and the stirring was continued at room temperature for 5 hours. The reaction solution was poured into water and extracted with chloroform. The chloroform layer was washed with an aqueous solution of sodium carbonate and dried over sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography. The fraction eluted with 8% ethyl acetate in chloroform was collected and crystallized from ethyl acetate to give 2.17 g (30.7%) of the title compound.

후처리

  1. extractionextracted with chloroform
  2. washThe chloroform layer was washed with an aqueous solution of sodium carbonate
  3. dry with materialdried over sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography
  6. washThe fraction eluted with 8% ethyl acetate in chloroform
  7. customwas collected
  8. customcrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-fad592df122847eaa7aa81aff6bf3215
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04833144

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