Reaktion #640589

ord-e83eb20cb7d14388bd92d7273355ee1f

Reaktionsgleichung

N#CBr
cyanogen bromide
N[C@@H]1CCCC[C@H]1N
(±)-trans-1,2-cyclohexanediamine
O=Cc1ccc(F)c(F)c1
3,4-difluorobenzaldehyde
N=C1N(Cc2ccc(F)c(F)c2)[C@@H]2CCCC[C@H]2N1Cc1ccc(F)c(F)c1
title compound
N=C1N(Cc2ccc(F)c(F)c2)[C@@H]2CCCC[C@H]2N1Cc1ccc(F)c(F)c1
(±)-trans-1,3-Bis-(3,4-difluoro-benzyl)octahydro-benzoimidazol-2-ylideneamine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe reaction mixture was evaporated to dryness
  2. 2
    Waschenthe crude product washed with ether
  3. 3
    Sonstigerecrystallized from MeOH

Vorschrift

The title compound was prepared from (±)-trans-1,2-cyclohexanediamine and 3,4-difluorobenzaldehyde by Procedure C. After reacting with cyanogen bromide, the reaction mixture was evaporated to dryness and the crude product washed with ether and recrystallized from MeOH to give the title compound as the hydrogen bromide salt (mp 238-240° C.). MS (ES+) m/z 392 ([M+1]+, 100).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08048877B2uspto-grants-2011_11