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Synthesis and 1 H‐NMR spectra of halogenated spiro[isobenzofuran‐1(3 H ),9′(9 H )‐6′‐(methylcyclohexylamino)‐3′‐methyl‐2′‐anilinoxanthene]‐3‐ones
Author(s) -
Nakazumi Hiroyuki,
Kitao Teijiro,
Ohnishi Katsuaki
Publication year - 1988
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.5570250530
Subject(s) - isobenzofuran , chemistry , proton nmr , proton , carbon 13 nmr , medicinal chemistry , stereochemistry , physics , quantum mechanics
Reaction of spiro[isobenzofuran‐1(3 H ).9′(9 H )‐6′‐(methylcyclohexylamino)‐3′‐methyl‐2′‐anilinoxanthene]‐3‐one ( 1 ), which is typical leuco fluoran dye, with N ‐bromosuccinimide and N ‐chlorosuccinimide leads to halogenated derivatives 2a–2c and 3 , respectively. Their structures were established by two‐dimensional proton‐proton (COSY) experiment and their thermal properties examined by means of DSC and compared with commercially available 1 .