Phenethylamine → N-[2-(Phenylsulfonyl)ethyl]benzeneethanamine, hydrochloride hemihydrate

HRID 745172

反応式

HRID 745172 の反応式
[Cl:1][CH2:2][CH2:3][S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[O:6])=[O:5].[CH2:13]([NH2:21])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N(CC)CC)C.CCOCC>C(#N)C.CO.Cl>[OH2:5].[ClH:1].[C:7]1([S:4]([CH2:3][CH2:2][NH:21][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:6])=[O:5])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:7]1([S:4]([CH2:3][CH2:2][NH:21][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:6])=[O:5])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[ClH:1]

参加物

8

反応物 4

HCID 1001PhenethylamineHCID 3283Diethyl EtherHCID 8471TriethylamineHCID 13646((2-Chloroethyl)sulphonyl)benzene

生成物 1

HCID 131714769N-[2-(Phenylsulfonyl)ethyl]benzeneethanamine, hydrochloride hemihydrate収率 89.1%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒HCID 6342Acetonitrile溶媒

実験手順

A mixture of 70.23 g (0.344 mole) of 2-chloroethylphenylsulfone, 41.92 g (0.343 mole) of phenethylamine and 60 ml of triethylamine in 800 ml of acetonitrile was stirred at room temperature for 18 hr. The solvent was removed in vacuo, and the residue was partitioned between methylene chloride and dilute sodium hydroxide. The methylene chloride solution was dried over magnesium sulfate, and the solvent was removed in vacuo to give an oil. This was dissolved in methanol and excess to ethereal hydrogen chloride was added and ether was added. A white solid precipitated to give 68.39 g (60%) of white crystalline solid, m.p. 194°-196° C.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between methylene chloride and dilute sodium hydroxide
  3. dry with materialThe methylene chloride solution was dried over magnesium sulfate
  4. customthe solvent was removed in vacuo
  5. customto give an oil
  6. additionwas added
  7. customA white solid precipitated

出典と根拠

ORDレコード
ord-ee976a2410fd422094e3c1c5f08f6515
出典データセット
uspto-grants-1986_07
特許番号
US04597902

関連ノート

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