Method of synthesizing phenolic cyan-dye-forming photographic co

Details Method of synthesizing phenolic cyan-dye-forming photographic co Method of synthesizing phenolic cyan-dye-forming photographic co

1989-11-20

1991-08-20

Brust, Joseph P.

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitriles

558413, 558414, C07C25330

Patent

active

050416057

ABSTRACT:
Phenolic cyan-dye-forming couplers characterized by a p-cyanophenylureido group in the 2-position of the phenol are synthesized in high yield by a process comprising the steps of contacting, in a reaction solvent in the presence of a transition metal catalyst at moderate temperature and atmospheric pressure, a coupler intermediate having a nitro group in the 5-position with a hydrogen donor, such as, for example, ammonium formate, to thereby form the corresponding 2-(p-cyanophenylureido)-5-aminophenol and reacting the 2-(p-cyanophenylureido)-5-aminophenol with an acylating agent to form the phenolic cyan-dye-forming coupler.

REFERENCES:
patent: 4333999 (1982-06-01), Lau
patent: 4444872 (1984-04-01), Kato et al.
patent: 4609619 (1986-09-01), Katoh et al.
Johnstone, et al.; Chemical Reviews, (1985), 85, pp. 129-170.
Noller, "Chemistry of Organic Compounds," 3rd ed., (1965), pp. 268 and 516, W. B. Saunders Co., Phila. & London.

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