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

HRID 964082

反応式

HRID 964082 の反応式
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.[CH2:21]([C:25]1[CH:33]=[CH:32][C:28]([C:29]([Cl:31])=[O:30])=[CH:27][CH:26]=1)[CH2:22][CH2:23][CH3:24]>C(Cl)Cl>[ClH:31].[CH2:21]([C:25]1[CH:26]=[CH:27][C:28]([C:29]([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:30])=[CH:32][CH:33]=1)[CH2:22][CH2:23][CH3:24]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 1200494-Butylbenzoyl chlorideHCID 190792594-(3-Aminopropylthio)pyridine dihydrochloride

生成物 1

HCID 190790794-[3-(4-n-Butylbenzoylamino)propylthio]pyridine hydrochloride収率 80.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1.00 g (4.15 mmol) of 4-(3-aminopropylthio)pyridine dihydrochloride and 2.78 ml (19.9 mmol) of triethylamine in 40 ml of methylene chloride was added 0.93 ml (4.96 mmol) of 4-n-butylbenzoyl chloride under ice-cooling with stirring and the mixture was stirred at room temperature for 30 minute. 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 1.10 g of the desired compound (free base) (80.7%, colorless wax), mp: 46.0°-47.0° C.

後処理

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 30 minute
  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)

出典と根拠

ORDレコード
ord-1bcf64abe7b947029f099652c364da34
出典データセット
uspto-grants-1998_06
特許番号
US05767121

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