Synthesis of 1‐Methyl‐2,5‐dimethylene‐2,5‐dihydropyrrole by the Flash Vacuum Pyrolysis of N‐(1,5‐Dimethyl‐2‐pyrryl)methyl Benzamide | Zendy

Tseng PenWen | Zendy; Chou ChinHsing | Zendy

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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

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.

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