Über in 6‐Stellung basisch substituierte Morphanthridine. 8. Mitteilung über siebengliedrige Heterocyclen
- 1 January 1966
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 49 (5) , 1433-1439
- https://doi.org/10.1002/hlca.19660490502
Abstract
Morphanthridines III with a basic substituent in position 6, which show neuroleptic activity, have been synthesised as follows:Chlorination of the lactams I with POCl3 gave the iminochlorides II, which were converted by bases to the amidines III. The 11‐oxo‐morphanthridines VI and VII were synthesised using the same procedure, 2‐(1‐methylpiperazine‐4‐carbonyl)‐2′‐amino‐benzophenone (XI) was obtained directly from the 6‐chloro‐11‐oxo‐morphanthridine (V) or by extended heating of VI with N‐methylpiperazine. Reduction of the 11‐oxo‐compounds VI and VII with NaBH4 gave the 11‐hydroxy‐compounds IX and X. 3‐(2‐aminophenyl)‐phtalide (VIII) resulted from the acid hydrolysis of IX.Keywords
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