Process for preparing 3-amino-9,13b-dihydro-1H-dibenz(c,f)imidaz

Details Process for preparing 3-amino-9,13b-dihydro-1H-dibenz(c,f)imidaz Process for preparing 3-amino-9,13b-dihydro-1H-dibenz(c,f)imidaz

1992-01-23

1994-05-17

Shah, Mukund J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

C07D48704

Patent

active

053129164

ABSTRACT:
The present invention relates to a process for preparing 3-amino-9,13b-dihydro-1H-dibenz[c,f]-imidazo[1,5-a]azepine-hydrochloride, as follows:
a) hydrogenating 6-phthalimidomethyl-5H-dibenz[b,e]-azepine, to produce 6-(phthalimidomethyl)-6,11-dihydro-5H-dibenz[b,e]azepine;
b) reacting the 6-(phthalimidomethyl)-6,11-dihydro-5H-dibenz[b,e]azepine with hydrazine, to produce 6-aminomethyl-6,11-dihydro-5H-dibenz[b,e]azepine;
c) reacting the 6-aminomethyl-6,11-dihydro-5H-dibenz[b,e]azepine with bromooyanogen, to produce 3-amino-9,13b-dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepine; and
d) precipitating the 3-amino-9,13b-dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepine in the presence of DMF and HCl, to produce 3-amino-9,13b-dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepine-hydrochloride.

REFERENCES:
patent: 4313931 (1982-02-01), Walther et al.
March, Advanced Organic Chem., 3rd ed (1985), John Wiley and Sons, pp. 378, 691-692.
Finar, Chemistry, vol. 1, (1973), Longman Group, p. 623.
Wolfe and Hasan, Canadian Journal of Chem., 48, pp. 3572-3579, (1970).
Buschauer, Arch. Pharm. (Weinheim), 320, pp. 377-378 (1987).

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