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Meso‐ionic compounds. XI , photochromic 4‐halogeno‐3‐(3‐pyridyl)sydnones
Author(s) -
Greco Claude V.,
Mehta Jitendra R.
Publication year - 1979
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570160544
Subject(s) - chemistry , sydnone , photochromism , trifluoroacetic anhydride , chloroform , halogenation , medicinal chemistry , yield (engineering) , ionic bonding , organic chemistry , polymer chemistry , photochemistry , ring (chemistry) , materials science , metallurgy , ion
Halogenation of 3‐(3‐pyridyl)sydnone with N ‐halosuccinimides in chloroform afforded the 4‐halogeno‐3‐(3‐pyridyl)sydnones where X = CI, Br, I. The 4‐chloro‐ and 4‐bromopyridylsydnones were photochromic. 3‐(3‐Pyridyl)sydnone was obtained in both high yield and purity by dehydration of N ‐nitroso‐ N ‐(3‐pyridyl)glycine with trifluoroacetic anhydride.