Potassium Iodide → 1-(2-Dimethylaminoethyl)-2-{[[4-(2-furylmethylthio)-3-methyl-2-pyridinyl]methyl]-thio}-benzimidazole

HRID 1871943노트

반응식

HRID 1871943 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][S:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([CH2:14][S:15][C:16]2[NH:20][C:19]3[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=3[N:17]=2)[C:9]=1[CH3:25].Cl.[CH3:27][N:28]([CH3:32])[CH2:29][CH2:30]Cl.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[CH3:27][N:28]([CH3:32])[CH2:29][CH2:30][N:20]1[C:19]2[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=2[N:17]=[C:16]1[S:15][CH2:14][C:10]1[C:9]([CH3:25])=[C:8]([S:7][CH2:6][C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)[CH:13]=[CH:12][N:11]=1

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 97993662-{[[4-(2-Furylmethylthio)-3-methyl-2-pyridinyl]methyl]thio}-1H-benzimidazoleHCID 11636816N,N-Dimethylaminoethyl chloride hydrochloride

생성물 1

HCID 186900181-(2-Dimethylaminoethyl)-2-{[[4-(2-furylmethylthio)-3-methyl-2-pyridinyl]methyl]-thio}-benzimidazole수율 74%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2-{[[4-(2-Furylmethylthio)-3-methyl-2-pyridinyl]methyl]thio}-1H-benzimidazole is stirred with 2-dimethylamino-ethyl chloride hydrochloride (1.5 equivalents), potassium carbonate (5 equivalents) and potassium iodide (0.05 equivalents) in acetonitrile at 100° C. for 24 h, the mixture is filtered, the filtrate is concentrated on a rotary evaporator, water is added to the residue and the mixture is extracted with methylene chloride. The combined organic phases are washed with water, dried and concentrated. The residue is crystallized from methylene chloride/diisopropyl ether. The title compound is obtained as a colorless powder; m.p. 87-89° C.; yield: 74% of theory.

후처리

  1. filtrationthe mixture is filtered
  2. concentrationthe filtrate is concentrated on a rotary evaporator, water
  3. additionis added to the residue
  4. extractionthe mixture is extracted with methylene chloride
  5. washThe combined organic phases are washed with water
  6. customdried
  7. concentrationconcentrated
  8. customThe residue is crystallized from methylene chloride/diisopropyl ether

출처 및 근거

ORD 기록
ord-c13319dfaea3499f96d5798384213b91
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06107312

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