Process for preparing N-substituted-8,13-dioxodinaphtho-(2,1-b;

Details Process for preparing N-substituted-8,13-dioxodinaphtho-(2,1-b; Process for preparing N-substituted-8,13-dioxodinaphtho-(2,1-b;

1973-07-09

1977-12-13

Rotman, Alan L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260250A, 260250B, 2602564R, 2602948A, 2602948C, 2602949, 260295K, 2602955P, 2602955B, 544208, 544209, 544211, 544212, C07D30792

Patent

active

040628540

ABSTRACT:
An improved method of preparing N-substituted-8,13-dioxodinaphtho-(2,1-b; 2',3'-d)-furan-6-carboxamides is provided. An acid acceptor selected from the group consisting of carbonates and bicarbonates of alkali metals, oxides of alkaline earth metals, and alkali metal and alkaline earth salts of organic acids; and a solvent selected from the group consisting of alcohols, 1-chloronaphthalene, dimethylformamide, dimethylacetamide, high boiling ethers such as bis-(2-methoxyethyl) ether and mixtures thereof are heated with 2,3-dichloro-1,4-naphthoquinone and a suitable N-substituted amide of 2-hydroxy-3-naphthoic acid. Preferably, the acid acceptor and solvent are selected so that an isolatable intermediate is formed. The intermediate is purified and then further reacted to obtain a high-purity product.

REFERENCES:
patent: 3447922 (1969-06-01), Weinberger
Buu-Hoi et al., Chem. Abstracts, vol. 47 (21), 11,179h-i, (1953).
Buu-Hoi et al., J. Chem. Soc., London, pp. 4699-4700, (1952).
Raphael et al., Advances In Organic Chemistry, Methods and Results, vol. 5, Interscience Publishers, pp. 2-7, (1965).

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