Sodium Hydroxide → 5-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2pyridinyl)methyl]thio]-1H-benzimidazole

HRID 1647161노트

반응식

HRID 1647161 반응식
Cl[CH2:2][C:3]1[C:8]2[O:9][CH2:10][O:11][C:7]=2[CH:6]=[CH:5][N:4]=1.[C:12]([C:15]1[C:24]([CH3:25])=[CH:23][C:18]2[N:19]=[C:20]([SH:22])[NH:21][C:17]=2[CH:16]=1)(=[O:14])[CH3:13].[OH-].[Na+]>C(O)C.C(Cl)Cl.[Cl-].[Na+].O>[C:12]([C:15]1[C:24]([CH3:25])=[CH:23][C:18]2[NH:19][C:20]([S:22][CH2:2][C:3]3[C:8]4[O:9][CH2:10][O:11][C:7]=4[CH:6]=[CH:5][N:4]=3)=[N:21][C:17]=2[CH:16]=1)(=[O:14])[CH3:13]

참가 물질

7

반응물 3

HCID 14798Sodium HydroxideHCID 199264524-(Chloromethyl)-[1,3]dioxolo[4,5-c]pyridineHCID 178465855HCID 178465855, 화합물

생성물 1

HCID 537903565-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2pyridinyl)methyl]thio]-1H-benzimidazole

시약·촉매·용매 3

HCID 702Ethanol용매HCID 6344Dichloromethane용매HCID 57417360Sodium chloride; water용매

실험 절차

2-Chloromethyl-3,4-methylenedioxypyridine (90 mg, 0.52 mmol) and 5-acetyl-6-methyl-2-mercaptobenzimidazole (214 mg, 1.04 mmol) were dissolved in ethanol (15 ml). The pH value of the solution was adjusted to 9 (0.2M NaOH) whereupon the solution was refluxed for 10 min. After concentration of the reaction mixture at reduced pressure the residue was taken up in methylene chloride (10 ml) and brine (2 ml). The phases were separated and the organic phase was dried over sodium sulphate, filtered and concentrated at reduced pressure. The residue was chromatographed on silica (ethyl acetate). Yield: 140 mg (79%) of the title compound. Mp: 141°-143° C. (uncorr.)

후처리

  1. temperaturewas refluxed for 10 min
  2. customThe phases were separated
  3. dry with materialthe organic phase was dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated at reduced pressure
  6. customThe residue was chromatographed on silica (ethyl acetate)

출처 및 근거

ORD 기록
ord-8a361969308a47fbb89b1106ebf28252
출처 데이터셋
uspto-grants-1995_07
특허 번호
US05430042

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