Synthesis of 3,5-diphenyl-4(1H)-pyridazinones

Details Synthesis of 3,5-diphenyl-4(1H)-pyridazinones Synthesis of 3,5-diphenyl-4(1H)-pyridazinones

1975-07-03

1977-03-22

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260240D, 2605705C, 71 92, C07D23714

Patent

active

040136582

ABSTRACT:
A series of 3,5-diphenyl-4(1H)-pyridazinones are synthesized by a two-step process, both steps of which are new. In the first step, a phenylglyoxyloyl halide is reacted with a styrylamine in the presence of a base to form a 1-amino-2,4-diphenyl-1-buten-3,4-dione. In the second step, the enaminoketone formed in the first step is reacted with hydrazine or an alkylhydrazine to form the pyridazinone. Both steps of the reaction proceed in good yields at temperatures in the range of from about 0.degree. C. to about 40.degree. C. in the common reaction solvents.

REFERENCES:
patent: 3644355 (1972-02-01), Ebner
Breslow et al., J. Amer. Chem. Soc. 87, 1320, (1965).
Izzo et al., Chem & Ind. 839-840, (1964).
Hunig et al. Chem. Berichte 93, pp. 909-920, (1960).

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