Ammonia → N-(2-phenoxypropyl)phenylacetamidine p-toluenesulphonate

HRID 1288227

Reaktionsgleichung

Reaktionsgleichung von HRID 1288227
[O:1]([CH:8]([CH3:11])[CH2:9][NH2:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:12]1([CH3:22])[CH:17]=[CH:16][C:15]([S:18]([OH:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1.[C:23]1([CH2:29][C:30](N)=[NH:31])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.N>C(O)C.CCOCC>[C:12]1([CH3:22])[CH:13]=[CH:14][C:15]([S:18]([OH:21])(=[O:19])=[O:20])=[CH:16][CH:17]=1.[O:1]([CH:8]([CH3:11])[CH2:9][NH:10][C:30](=[NH:31])[CH2:29][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 222AmmoniaHCID 37183552-Phenoxy-1-propanamineHCID 21504266Phenylacetamidine p-toluenesulphonate

Produkt 1

HCID 178457535N-(2-phenoxypropyl)phenylacetamidine p-toluenesulphonate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

2-Phenoxypropylamine (6.0 g.) was added to a suspension of phenylacetamidine p-toluenesulphonate (12.4 g.) in absolute ethanol (20 ml.). The mixture was heated to reflux for 4 hours by which time the initially vigorous evolution of ammonia had practically ceased. The resulting solution was cooled somewhat and diluted with ether to give an oil which rapidly crystallised on scratching. The solid was filtered and recrystallised from a mixture of ethanol and water to give N-(2-phenoxypropyl)phenylacetamidine p-toluenesulphonate, m.p. 127°-129°.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureThe resulting solution was cooled somewhat
  3. customto give an oil which
  4. customrapidly crystallised
  5. filtrationThe solid was filtered
  6. customrecrystallised from a mixture of ethanol and water

Quellen und Nachweise

ORD-Eintrag
ord-719982c498de4dda8dc06af693ee3417
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03987158

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