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

HRID 2210154

反応式

HRID 2210154 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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 (628.8 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) .

後処理

  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)

出典と根拠

ORDレコード
ord-adaa3681f99344de80e420a17953b2a8
出典データセット
uspto-grants-1995_10
特許番号
US05457106

関連ノート

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