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Synthesis and structure of novel 1,2‐dihydro‐phthalazine containing betaines
Author(s) -
Saczewski Franciszek,
Gdaniec Maria
Publication year - 1998
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.5570350333
Subject(s) - chemistry , phthalazine , medicinal chemistry , stereochemistry
Abstract 1,2‐Dihydro‐2‐(4,5‐dihydroimidazol‐2yl)phthalazin‐1‐ol 1 reacts exothermically with dialkyl acetylenedicarboxylates to give 3‐[2‐(4,5‐dihydro‐1 H ‐imidazol‐3‐iurn‐2‐yl)‐1,2‐dihydro‐1‐phthalazin]‐1,4‐dialkoxy‐1,4‐dioxo‐2‐buten‐2‐olates 7 and 8 . Enolic ester compounds underwent further transesterification reactions with formation of the betaines 9 and 10 . The unequivocal structural assignement of these compounds was achieved by spectroscopic 1 H and 13 C nmr methods as well as X‐ray analysis of 7 .