Triethylamine → 4-[3-(Cyclohexanoylamino)propylthio]pyridine hydrochloride

HRID 6099

반응식

HRID 6099 반응식
Cl.Cl.[NH2:3][CH2:4][CH2:5][CH2:6][S:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1.C(N(CC)CC)C.[CH:21]1([C:27]([Cl:29])=[O:28])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>C(Cl)Cl>[ClH:29].[CH:21]1([C:27]([NH:3][CH2:4][CH2:5][CH2:6][S:7][C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)=[O:28])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 75938Cyclohexanecarbonyl chlorideHCID 190792594-(3-Aminopropylthio)pyridine dihydrochloride

생성물 1

HCID 190792424-[3-(Cyclohexanoylamino)propylthio]pyridine hydrochloride수율 77%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 1.00 g (4.15 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 2.77 ml (19.8 mmol) of triethylamine in 40 ml of methylene chloride was added 0.66 ml (4.96 mmol) of cyclohexanoyl chloride under ice-cooling with stirring and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water and dried. The solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain 890 mg of the desired compound (free base) (77.0%, colorless prisms), mp: 93.0°-94.0° C.

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 30 minutes
  3. washThe reaction mixture was washed with an aqueous saturated sodium bicarbonate solution and water
  4. customdried
  5. distillationThe solvent was distilled off
  6. customThe residue was purified by column chromatography (eluent: ethyl acetate)

출처 및 근거

ORD 기록
ord-66499d5214ef4835a72c18c45b45c2ab
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05246948

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