Benzoyl chloride → 4-[4-(Benzoylamino)butylthio]pyridine

HRID 964138노트

반응식

HRID 964138 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][S:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1.C(N(CC)CC)C.[C:20](Cl)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(Cl)Cl>[C:20]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][S:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 135575374-[(Pyridin-4-yl)sulfanyl]butan-1-amine

생성물 1

HCID 190791704-[4-(Benzoylamino)butylthio]pyridine수율 34.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 100 g (5.49 mmol) of 4-(4-aminobutylthio)pyridine and 0.92 ml (6.60 mmol) of triethylamine in 30 ml of methylene chloride, 0.67 ml (5.77 mmol) of benzoyl chloride was added with stirring under ice-cooling and the mixture was stirred at room temperature for 13 hours. The mixture was washed with saturated aqueous sodium bicarbonate and saturated saline, and dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by column chromatography (eluent: ethyl acetate) to give 0.54 g of the desired compound (34.4% yield, colorless crystals), mp. 75°-77° C.

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 13 hours
  3. washThe mixture was washed with saturated aqueous sodium bicarbonate and saturated saline
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was purified by column chromatography (eluent: ethyl acetate)

출처 및 근거

ORD 기록
ord-0fc762c5567947859fab1a894a18f11c
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05767121

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