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Pyrolysis Products of Some Pyrazolinodiazepines: Homodiazepines and Pyrazolopyridines
Author(s) -
Klinger Franćois,
Foulon Michel,
Gesche Paul,
Strub Henri,
Streith Jacques
Publication year - 1987
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19871201103
Subject(s) - chemistry , pyrolysis , bicyclic molecule , derivative (finance) , methylenecyclopropane , organic chemistry , medicinal chemistry , catalysis , financial economics , economics
Pyrolysis at 150°C of the 1‐pyrazolinodiazepines 1a, b, 3a and 3c gave mainly the expected homodiazepines 4a – c with a high reaction rate. Pyrolysis of the 2‐pyrazolinodiazepines 2b – d required higher temperatures (170–180°C) and longer reaction times leading to the formation of tarry residues. From these homodiazepines 4b – d and pyrazolopyridines 8b, c, 9b, c and 10b, c could be isolated in moderate to poor yields only. Rather unexpected trace amounts of the bicyclic methylenecyclopropane derivative 11 were isolated from the pyrolysis of 2d besides the expected isomeric homodiazepine 4d .