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Preparation and spectroscopic properties of 2‐benzothiazolyl araldehyde hydrazones
Author(s) -
Beam Michael J.,
Schulz Jeannette,
Sinha Anvita,
Collins Pamela,
Hallenbeck Susan,
Kustin Michael
Publication year - 1989
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.5570260249
Subject(s) - chemistry , acylation , hydrazone , intermolecular force , ethanol , charge (physics) , infrared spectroscopy , absorption (acoustics) , organic chemistry , photochemistry , molecule , catalysis , physics , quantum mechanics , acoustics
Notwithstanding its tendency toward air oxidation in solution, 2‐hydrazinobenzothiazole I reacted with aromatic aldehydes in ethanol to give the corresponding hydrazones III‐XV in high yields and analytical purity. In related examples, acylation took place under similar conditions to produce hydrazides XVI‐XX . The near‐infrared bands of the absorption spectra of the araldehyde hydrazones have been associated with charge transfer and appeared to correlate with structural elements of the compounds in a way suggesting that the charge transfer was intermolecular.