2-[4-(4-Acetoxybenzoyl)benzylthio]-3,5-dimethylthieno[2,3-d]pyrimidin-4(3H)-one → 3,5-dimethyl-2-[4-(4-hydroxybenzoyl)benzylthio]thieno[2,3-d]pyrimidin-4(3H)-one

HRID 1291340노트

반응식

HRID 1291340 반응식
C([O:4][C:5]1[CH:32]=[CH:31][C:8]([C:9]([C:11]2[CH:30]=[CH:29][C:14]([CH2:15][S:16][C:17]3[N:18]([CH3:28])[C:19](=[O:27])[C:20]4[C:25]([CH3:26])=[CH:24][S:23][C:21]=4[N:22]=3)=[CH:13][CH:12]=2)=[O:10])=[CH:7][CH:6]=1)(=O)C.[OH-].[Na+].O>O1CCCC1>[CH3:28][N:18]1[C:19](=[O:27])[C:20]2[C:25]([CH3:26])=[CH:24][S:23][C:21]=2[N:22]=[C:17]1[S:16][CH2:15][C:14]1[CH:13]=[CH:12][C:11]([C:9](=[O:10])[C:8]2[CH:7]=[CH:6][C:5]([OH:4])=[CH:32][CH:31]=2)=[CH:30][CH:29]=1

참가 물질

4

반응물 2

HCID 189192392-[4-(4-Acetoxybenzoyl)benzylthio]-3,5-dimethylthieno[2,3-d]pyrimidin-4(3H)-oneHCID 23719242Sodium hydroxide--water (1/1/1)

생성물 1

HCID 189188093,5-dimethyl-2-[4-(4-hydroxybenzoyl)benzylthio]thieno[2,3-d]pyrimidin-4(3H)-one수율 60.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 2-[4-(4-acetoxybenzoyl)benzylthio]-3,5-dimethylthieno [2,3-d]pyrimidin-4(3H)-one (1.40 g) and 1N-sodium hydroxide/water (6.7 ml) in tetrahydrofuran (20 ml) was stirred at room temperature for 10 minutes. This reaction mixture was concentrated and the residue was dissolved in water and acidified with 1N-HCl. The resulting precipitate was extracted with ethyl acetate, washed with water, dried, and concentrated. The residue was recrystallized from methanol-ethyl acetate to provide the title compound as colorless solid (775 mg).

후처리

  1. concentrationThis reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in water
  3. extractionThe resulting precipitate was extracted with ethyl acetate
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was recrystallized from methanol-ethyl acetate

출처 및 근거

ORD 기록
ord-ad1d5983f0db4483a923af585f431b90
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753664

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