2-Chlorobenzylamine → N-((2-chlorophenyl)methyl)thiophene-2-ethylamine hydrochloride

HRID 1704633

Reaktionsgleichung

Reaktionsgleichung von HRID 1704633
C1(C)C=CC(S(O[CH2:11][CH2:12][C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)(=O)=O)=CC=1.[Cl:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][NH2:23]>C(#N)C>[ClH:19].[Cl:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][NH:23][CH2:11][CH2:12][C:13]1[S:14][CH:15]=[CH:16][CH:17]=1

Komponenten

4

Edukt 2

HCID 666482-ChlorobenzylamineHCID 36820342-Thiopheneethanol tosylate

Produkt 1

HCID 6454011N-((2-chlorophenyl)methyl)thiophene-2-ethylamine hydrochlorideAusbeute 79,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

850 g (3 moles) 2-(2-thienyl)-ethyl paratoluene sulfonate and 850 g (6 moles) ortho-chlorobenzylamine are dissolved in 5.2 liters acetonitrile and the mixture is refluxed during 6.5 hours. After filtration, 630 g ortho-chlorobenzylamine paratoluene sulfonate are removed by filtration. The filtrate is concentrated and the residue is taken up into diisopropyl ether and 500 ml 2N sodium hydroxide. The organic phase is separated and is made acidic with 3N hydrochloric acid. The resulting hydrochloride precipitates out; it is collected by filtration, suction filtered and washed with acetone, to give 684 g (Yield: 78%) N-(2-chloro-benzyl)-2-(2-thienyl)-ethylamine hydrochloride.

Aufarbeitung

  1. temperaturethe mixture is refluxed during 6.5 hours
  2. filtrationAfter filtration, 630 g ortho-chlorobenzylamine paratoluene sulfonate
  3. customare removed by filtration
  4. concentrationThe filtrate is concentrated
  5. customThe organic phase is separated
  6. customThe resulting hydrochloride precipitates out
  7. filtrationit is collected by filtration, suction
  8. filtrationfiltered
  9. washwashed with acetone

Quellen und Nachweise

ORD-Eintrag
ord-c815c6c0d8484f97a7e57300f768adb0
Quelldatensatz
uspto-grants-1978_11
Patentnummer
US04127580

Verknüpfte Notizen

Wird geladen…