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

HRID 745172

반응식

HRID 745172 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 887Methanol용매HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ee976a2410fd422094e3c1c5f08f6515
출처 데이터셋
uspto-grants-1986_07
특허 번호
US04597902

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