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10,11-Dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-aminhydrochlorid

10,11-dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-amine hydrochloride Struktur
21737-55-3
CAS-Nr.
21737-55-3
Bezeichnung:
10,11-Dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-aminhydrochlorid
Englisch Name:
10,11-dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-amine hydrochloride
Synonyma:
metapramine hydrochloride;10,11-dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-amine hydrochloride
CBNumber:
CB6891149
Summenformel:
C16H19ClN2
Molgewicht:
274.78846
MOL-Datei:
21737-55-3.mol

10,11-Dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-aminhydrochlorid Eigenschaften

Sicherheit

RIDADR  3249
HazardClass  6.1(b)
PackingGroup  III

10,11-Dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-aminhydrochlorid Chemische Eigenschaften,Einsatz,Produktion Methoden

Originator

Timaxel ,Specia, France ,1983

Manufacturing Process

5-Methyl-dibenzo[b,f]azepine (4.1 g), N-diethylaminoborane (1.7 g) and freshly distilled toluene (150 cc) are introduced into a 500 cc three-neck flask equipped with a dropping funnel and a condenser, and protected against moisture by a calcium chloride guard tube. The solution is heated under reflux (110°C) for 22 hours under a nitrogen atmosphere and then cooled. A 2 N aqueous sodium hydroxide solution (33 cc) is then run in followed by an 0.316 N aqueous methylchloramine solution (190 cc), the addition of which takes 9 minutes. The mixture is stirred for 1 hour and then decanted. The organic layer is washed with water until it has a pH of 6 and is then extracted with 2 N hydrochloric acid (5 times 50 cc), dried over sodium sulfate, filtered and evaporated. Recrystallization of the residue from petroleum ether yields some unconverted 5-methyl-dibenzo[b,f]azepine (2.17 g).
The aqueous acid solution is rendered alkaline by adding 2 N sodium hydroxide solution. After extracting with diethyl ether (3 times 100 cc), drying the extracts over potassium carbonate, treating them with decolorizing charcoal, filtering and evaporating the ether, a yellowish oil (0.9 g), identified as 5-methyl-10-methylamino-10,11-dihydrodibenzo[b,f]azepine, is obtained in a yield of 37.5%.
Methylchloramine can be prepared by adding an aqueous solution of sodium hypochlorite to an aqueous solution of methylamine in accordance with the process described by W.S. Metcalf, J. Chem. Soc.1942,148.

Therapeutic Function

Antidepressant

10,11-Dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-aminhydrochlorid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


10,11-Dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-aminhydrochlorid Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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  • 10,11-dihydro-N,5-dimethyl-5H-dibenz[b,f]azepin-10-amine hydrochloride
  • metapramine hydrochloride
  • 21737-55-3
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