Process for the preparation of 1-aminoanthraquinone

Details Process for the preparation of 1-aminoanthraquinone Process for the preparation of 1-aminoanthraquinone

1975-06-17

1977-02-01

Curtis, Allen B.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260354, 260397, 260471R, C07B 2900, C07C 9724

Patent

active

040061701

ABSTRACT:
A process for preparing 1-aminoanthraquinone, comprising the steps of:
A. reacting o-chloromethylphenylisocyanate with at least an equivalent amount of benzene in anhydrous hydrofluoric acid at a temperature of about -10.degree. to 200.degree. C to form the lactam of 2-amino-diphenylmethane-2'-carboxylic acid,
B. saponifying the lactam of 2-amino-diphenylmethane-2'-carboxylic acid with aqueous alkali at a temperature above about 100.degree. C to form the 2-amino-diphenylmethane-2'-carboxylic acid,
C. contacting the 2-amino-diphenylmethane-2'-carboxylic acid with an acid condensation agent, thereby to convert the carboxylic acid to 4-amino-anthrone, and
D. contacting the 4-aminoanthrone with an oxidizing agent in an acid or alkaline medium, thereby to convert the aminoanthrone to 1-aminoanthraquinone. Special conditions are also recited for carrying out the individual steps to obtain high yields.

REFERENCES:
patent: 1916216 (1933-07-01), Gubelmann et al.
patent: 2174118 (1939-09-01), Calcott et al.
patent: 3330823 (1967-07-01), Bernstein et al.

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