Isopropylamine → N-(1-Methylethyl)-3-(phenylsulfonyl)-1-propanamine hydrochloride

HRID 4194

反応式

HRID 4194 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:7])=[O:6].[CH:14]([NH2:17])([CH3:16])[CH3:15]>>[ClH:1].[CH3:15][CH:14]([NH:17][CH2:2][CH2:3][CH2:4][S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:7])=[O:6])[CH3:16]

参加物

3

反応物 2

HCID 6363IsopropylamineHCID 11769949(3-Chloropropanesulfonyl)benzene

生成物 1

HCID 13655057N-(1-Methylethyl)-3-(phenylsulfonyl)-1-propanamine hydrochloride

実験手順

A solution of 66.55 g (0.3052 mole) of 3-chloropropylphenyl sulfone (prepared by reacting m-chloroperoxybenzoic acid and 3-chloropropyl phenylsulfide in methylene chloride) in 200 ml of isopropylamine was heated at 100° C. overnight in a bomb. The isopropylamine was removed by rotary evaporation and the residue partitioned between chloroform and water. The chloroform layer was extracted with 1N sulfuric acid. The acidic layer was made alkaline and extracted with chloroform. The combined chloroform extract was evaporated to give an oil, the free base of the title compound. The oil was converted to the hydrochloride salt by reacting with ethereal hydrogen chloride. Recrystallization of the precipitated salt from methanol-diethyl ether gave 48.04 g (65.3%) of white crystalline powder, m.p. 185°-186° C.

後処理

  1. customThe isopropylamine was removed by rotary evaporation
  2. customthe residue partitioned between chloroform and water
  3. extractionThe chloroform layer was extracted with 1N sulfuric acid
  4. extractionextracted with chloroform
  5. extractionThe combined chloroform extract
  6. customwas evaporated
  7. customto give an oil

出典と根拠

ORDレコード
ord-3899e2d65d6d4b47ba44772811d58aca
出典データセット
uspto-grants-1988_02
特許番号
US04724235

関連ノート

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