67419-95-8Relevant articles and documents
FACTORS INFLUENCING THE PATHWAY OF REACTIONS OF 1-HYDRAZINOPHTHALAZINE WITH DI- AND TRICARBONYL COMPOUNDS
Amer, Adel,Weisz, Klaus,Zimmer, Hans
, p. 1853 - 1862 (2007/10/02)
The reaction of 1-hydrazinophthalazine (hydralazine) (1) with substituted ethyl benzoylpyruvates (3) leads under neutral reaction conditions to 3--4H-as-triazinophthalazin-4-ones (4).Under acidic but otherwise identical conditions depending on the substituent of 3, 4 and/or 3-carbethoxy-s-triazolophthalazine (5) with simultaneous elimination of the appropriate acetophenone were obtained. 1-HCl and substituted ethyl cinnamoylpyruvates (6a-e) give rise to formation of 1-(1-phthalazinyl)-3-carbethoxy-5-(3- or 4-substituted styryl)pyrazoles (7).Under neutral conditions the reaction of 1 with 6 gives as-triazinophthalazine (8).The structures of 4, 5, 7, and 8 are based on elemental analysis and extensive ms- and 1H-nmr investigations.