Ammonia → 3-[4-(6-Methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)phenyl]-2-methylthiopropionic Amide

HRID 1358570노트

반응식

HRID 1358570 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([CH2:11][O:12][C:13]3[CH:18]=[CH:17][C:16]([CH2:19][CH:20]([CH3:24])[C:21](O)=[S:22])=[CH:15][CH:14]=3)[N:8]([CH3:25])[C:7]=2[CH:26]=1.O1CCCC1.ClC(OCC)=O.[NH3:38]>C(N(CC)CC)C.CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([CH2:11][O:12][C:13]3[CH:14]=[CH:15][C:16]([CH2:19][CH:20]([CH3:24])[C:21]([NH2:38])=[S:22])=[CH:17][CH:18]=3)[N:8]([CH3:25])[C:7]=2[CH:26]=1

참가 물질

7

반응물 4

HCID 222AmmoniaHCID 8028TetrahydrofuranHCID 10928Ethyl chloroformateHCID 178487958HCID 178487958, 화합물

생성물 1

HCID 181850573-[4-(6-Methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)phenyl]-2-methylthiopropionic Amide

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매

실험 절차

To a mixture of 3-[4-(6-methoxy-1-methyl-1H-benzimidazol-2-ylmethoxy)phenyl]-2-methylthiopropionic acid (1.1 g), tetrahydrofuran (15 ml) and dimethylformamide (15 ml) were added successively triethylamine (0.82 ml) and ethyl chloroformate (0.28 ml). The mixture was stirred at room temperature for 30 minutes. After addition of aqueous ammonia solution (5 ml, 28%) the mixture was stirred at room temperature for 15 minutes and allowed to stand overnight. The solvent of the reaction mixture was evaporated under reduced pressure. The residue was partitioned between ethyl acetate and water. The extract was washed with saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was washed with ethyl acetate and then recrystallized from a mixture of ethanol and ethyl acetate to afford the title compound (0.45 g, mp 204-206° C.).

후처리

  1. stirringwas stirred at room temperature for 15 minutes
  2. waitto stand overnight
  3. customThe solvent of the reaction mixture was evaporated under reduced pressure
  4. customThe residue was partitioned between ethyl acetate and water
  5. washThe extract was washed with saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. washThe residue was washed with ethyl acetate
  9. customrecrystallized from a mixture of ethanol and ethyl acetate

출처 및 근거

ORD 기록
ord-8dc462be78d64fe580336b0523fd4be6
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06596751B2

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