Benzylamine → N-[2-(Phenylsulfonyl)ethyl]benzenemethanamine hydrochloride

HRID 4209

Reaktionsgleichung

Reaktionsgleichung von HRID 4209
[C:1]1([S:7]([CH2:10][CH2:11][Cl:12])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:13]([NH2:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(N(CC)CC)C>C(#N)C>[ClH:12].[C:1]1([S:7]([CH2:10][CH2:11][NH:20][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 7504BenzylamineHCID 8471TriethylamineHCID 13646((2-Chloroethyl)sulphonyl)benzene

Produkt 1

HCID 13655083N-[2-(Phenylsulfonyl)ethyl]benzenemethanamine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 71.90 g (0.352 mole) of 2-chloroethyl phenyl sulfone, 37.45 g (0.350 mole) of benzylamine and 60 ml of triethylamine in 800 ml of acetonitrile was stirred at room temperature for ≈64 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 volume was reduced in vacuo to 300 ml. Methanol was added followed by an excess of ethereal hydrogen chloride. A white precipitate was collected to give 81.30 g (74.5%) of white, crystalline solid, m.p. 211°-213° C.

Aufarbeitung

  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. additionMethanol was added
  5. customA white precipitate was collected
  6. customto give 81.30 g (74.5%) of white, crystalline solid, m.p. 211°-213° C.

Quellen und Nachweise

ORD-Eintrag
ord-81ada1811183440c81eed8afb7279bd4
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04724235

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