Influence of substituents in salicylaldehyde molecule on interaction with 2-imino-3,5-dimethylthiazolidine

Salicylaldehyde, 5-chlorosalicylaldehyde, or o-vanillin will react with 2-imino-3,5-dimethylthiazolidine to form previously unknown bis(3,5-dimethylthiazolidin-2-ylideneamino)-2-hydroxyphenylmethanes. If strong electron-acceptor groups are present on the aromatic ring, an acid-base interaction takes place. Thus, 3-nitro-5-methoxy-, 3-nitro-5-chloro-, and 3-bromo-5-nitrosalicylaldehyde react with the heterocyclic base to form saltlike complexes, the structure of which has been confirmed by x-ray diffraction.Deceased.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 420–425, March, 1993.