Process for preparing 1-aryl-3-amino-5-pyrazolones

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D23152

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active

042811430

ABSTRACT:
Disclosed is a process for the preparation of certain 1-aryl-3-amino-5-pyrazolones by reacting a 3-nitropropionic acid ester with certain aryldiazonium salts to produce intermediate .alpha.-nitrohydrazones and then reducing the intermediate to give the corresponding aminopyrazolones. The aryl group may be, for example, phenyl, 4-methoxyphenyl, or the like, the diazo anion can be, e.g., Br.sup.-, Cl.sup.-, BF.sub.4.sup.-, or SO.sub.4.sup..dbd., and the ester alcohol moiety can be any convenient, unreactive group, preferably alkyl. The aminopyrazolones are useful for the preparation of photographic couplers.

REFERENCES:
patent: 2983608 (1961-05-01), Beavers
patent: 3931221 (1976-01-01), Meier et al.
patent: 3956311 (1976-05-01), Kuffner et al.
patent: 3979412 (1976-09-01), Arai et al.
Jerchel, Chem. Abst. 1958, vol. 52, p. 11919 h, (Abst. of Ger. 884,368).

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