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Synthesis of 1‐Methyl‐2,5‐dimethylene‐2,5‐dihydropyrrole by the Flash Vacuum Pyrolysis of N‐(1,5‐Dimethyl‐2‐pyrryl)methyl Benzamide
Author(s) -
Tseng PenWen,
Chou ChinHsing
Publication year - 1994
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199400077
Subject(s) - benzamide , chemistry , pyrolysis , yield (engineering) , adduct , flash vacuum pyrolysis , organic chemistry , medicinal chemistry , materials science , metallurgy
Abstract Pyrolysis of N‐(1,5‐dimethyl‐2‐pyrryl)methyl benzamide (7) gaved a 1:1 ratio of 1‐methyl‐2,5‐dimethylene‐2,5‐dihydropyrrole (4b) and 1,2‐dimetbylpyrrole (10) as the primary pyrolysis products in 88% total yield. The reactive compound 4b was detected with low‐temperature 1 H NMR spectroscopy. Upon warming, 4b reacted rapidly with 10 to give one‐on‐one, two‐on‐one and three‐on‐one adducts, 11, 12 and 13 , respectively.