Triethylamine → 4-[3-(N-dodecylamino)propylthio]pyridine

HRID 863984노트

반응식

HRID 863984 반응식
O[CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1.C(N(CC)CC)C.CS(Cl)(=O)=O.[CH2:24]([NH2:36])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]>C(Cl)Cl>[CH2:24]([NH:36][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 13583DodecylamineHCID 31297Methanesulfonyl chlorideHCID 190791344-(3-Hydroxypropylthio)pyridine

생성물 1

HCID 190792524-[3-(N-dodecylamino)propylthio]pyridine수율 29.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In 120 ml of methylene chloride was dissolved 5.60 g (33.1 mmol) of 4-(3-hydroxypropylthio)pyridine and 5.53 ml (39.7 mmol) of triethylamine. 3.07 ml (39.7 mmol) of methanesulfonyl chloride was added, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water and dried, and then the solvent was distilled off, 5.34 g (28.8 mmol) of dodecylamine was added to 7.12.g of the residue, and the mixture was heated at 80° C. for 3 hours. After cooling, the mixture was purified by column chromatography (eluent: chloroform/methanol=25:1) to obtain 2.86 g of the desired compound (yield: 29.5%, yellow oil).

후처리

  1. washThe reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water
  2. customdried
  3. distillationthe solvent was distilled off
  4. temperaturethe mixture was heated at 80° C. for 3 hours
  5. temperatureAfter cooling
  6. customthe mixture was purified by column chromatography (eluent: chloroform/methanol=25:1)

출처 및 근거

ORD 기록
ord-5d42f735f67a4ce38a46da4224c9c073
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05561147

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