Reaktion #668045

Reaktionsgleichung

8-chloro-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-thione

1-(2-aminoethyl)imidazole

→

product

Ausbeute 57.1%

(8-Chloro-5H-dibenzo[b,e][1,4]diazepin-11-yl)-(2-imidazol-1-yl-ethyl)-amine

Ausbeute 57.1%

Lösungsmittel

2-ethoxyethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturat reflux for 2 days
3. 3
   SonstigeThe solvent was removed under reduced pressure
4. 4
   Waschenwashed three times with H2O
5. 5
   TrocknenDrying over MgSO4 and removal of the solvent under reduced pressure
6. 6
   workup.WAITleft the crude product
7. 7
   SonstigeThis was recrystallized from EtOAc/hexane

Vorschrift

A solution of 0.6 g (2.3 mmol) of 8-chloro-5,10-dihydro-dibenzo[b,e][1,4]diazepin-11-thione in 15 mL of 2-ethoxyethanol was treated with 0.6 mL (4.6 mmol) of 1-(2-aminoethyl)imidazole and heated at reflux for 2 days. The solvent was removed under reduced pressure and the residue taken up in EtOAc and washed three times with H2O, then saturated NaHCO3 solution, and saturated NaCl solution. Drying over MgSO4 and removal of the solvent under reduced pressure left the crude product. This was recrystallized from EtOAc/hexane using charcoal to give 0.44 g (57.1% yield) of the product as pale yellow crystals, mp 168-170° C. The structure was confirmed by NMR and mass spectroscopy. (m+H)+ =338.

Quelle