Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1975-01-20
1976-11-30
Rollins, Alton D.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
2602564Q, 260562P, 260570AB, 424269, C07D48704
Patent
active
039949400
ABSTRACT:
A process for the production of known compounds of the formula IV ##SPC1##
wherein R.sub.1 is hydrogen or alkyl of 1 to 3 carbon atoms, inclusive; wherein R.sub.2 is hydrogen, chloro, or fluoro; wherein R.sub.3 is hydrogen, or fluoro with the proviso that R.sub.3 is not fluoro if R.sub.2 is chloro; wherein R.sub.4 is hydrogen, chloro, fluoro, bromo, nitro, and trifluoromethyl, which comprises: treating a compound of the formula I: ##SPC2##
wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 have the same significance as above, in formic acid solution with aqueous formaldehyde; treating the resulting compound with phthalimide, triphenylphosphine and then diethyl azodicarboxylate to give a compound which when heated with hydrazine, gives compound IV above.
The compounds of formula IV above are known useful antidepressant, tranquilizing, sedative and anti-convulsant agents. The intermediates have also activity in the sedative-tranquilizing area and these compounds can be used in mammals and birds for tranquilization.
REFERENCES:
patent: 3842090 (1974-10-01), Gall et al.
patent: 3882139 (1975-05-01), Gall et al.
Berneis Hans L.
Rollins Alton D.
The Upjohn Company
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