Method for preparing 4,5-dihydro-2-alkoxycarbonylamino-5-carbocy

Details Method for preparing 4,5-dihydro-2-alkoxycarbonylamino-5-carbocy Method for preparing 4,5-dihydro-2-alkoxycarbonylamino-5-carbocy

1977-10-07

1979-10-23

Ford, John M.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548315, 2603405R, 560 24, 560 28, 560 29, 560 30, 424273R, C07D23348, C07D40504, C07D31758, C07C12912

Patent

active

041722043

ABSTRACT:
A method for preparing 4,5-dihydro-2-alkoxycarbonylamino-5-carbocyclic aryl imidazoles and substituted aryl derivatives thereof is disclosed. The compounds are prepared by treating a 1-(carbocyclic aryl)-2-(2',3'-bis-carboalkoxyguanidino) ethane of the formula ##STR1## where R is C.sub.1 to C.sub.6 linear or branched alkyl, R' is phenyl optionally substituted with the radical methylenedioxy or at least one hydroxy, halo, trifluoromethyl, C.sub.1 to C.sub.6 linear or branched alkoxy, or 1-naphthyl or 2-naphthyl and X is halo, mesyloxy or tosyloxy with a protic solvent solution or dispersion of an alkali metal or alkaline earth metal hydroxide, carbonate or alkoxide. 1-(Optionally substituted carbocyclic aryl)-2-(carboalkoxyguanidino) ethanes are also disclosed herein, such prepared by treating the above bis-carboalkoxyguanadino ethane with an aprotic solvent solution or dispersion of an alkali metal or alkaline earth metal hydroxide, carbonate or alkoxide. These compounds are useful as psychotherapeutic agents in treating or palliating abnormal conditions, in mammals, which are related to the central nervous system.

REFERENCES:
patent: 3896160 (1975-07-01), Gaetzi
patent: 4088771 (1978-05-01), Roszkowski et al.
patent: 4110463 (1978-08-01), Beard et al.
patent: 4129661 (1978-12-01), Roszkowski et al.
Partridge et al, J. Chem. Soc. 1949, pp. 1308-1310.
Elderfield, Heterocyclic Compounds, vol. 5, pp. 242-243, N.Y. Wiley.
McKay, J. Org. Chem. 1951, vol. 16, pp. 1395-1403.

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