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

HRID 864004노트

반응식

HRID 864004 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 1.00 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 benzoylchloride 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-0e5cdc3bd8aa4577838fa8d764e0b243
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05561147

반응 노트

불러오는 중…