Dicarboxylic acid derivatives of tetracycline and its analogs

Claim 1

THE MONOACYL COMPOUND OBTAINED BY REACTING A TETRACYCLINE ANTIBIOTIC COMPOUND SELECTED FROM THE GROUP CONSISTING OF TETRACYCLINE, OXYTETRACYCLINE, CHLORTETRACYCLINE, 5A,6-ANHYDRO-5-OXYTETRACYCLINE, 5A,6-ANHYDROTETRACYCLINE, 5A,6-ANHYDROCHLORTETRACYCLINE, 6-DEOXY-5-OXYTETRACYCLINE, 6-DEOXYTETRACYCLINE, 6-DEMETHYLTETRACYCLINE, 6-DEMETHYLCHLORTETRACYCLINE, 6-DEMETHYL-6-DEOXYTETRACYCLINE, THE ACID ADDITION SALTS OF EACH OF THE AFORESAID TETRACYCLINE ANTIBIOTIC COMPOUNDS, 4-DESDIMETHYLAMINO-5-OXYTETRACYCLINE, 4-DESDIMETHYLAMINOCHLORTETRACYCLINE AND 4DESDIMETHYLAMINOTETRACYCLINE WITH AT LEAST ONE MOLAR PROPORTION OF A CARBOXYLIC ACID ANHYDRIDE OF AN ACID SELECTED FROM THE GROUP CONSISTING OF ALKANE, ALKENE, AROMATIC HYDROCARBON, CYCLOALIPHATIC HYDROCARBON AND ARALKANE HYDROCARBON DICARBOXYLIC ACIDS HAVING UP TO ABOUT 11 CARBON ATOMS; THE ALKALI METAL, ALKALINE EARTH METAL AND AMMONIUM SALTS OF EACH OF SAID REACTION PRODUCTS; THE AMINE SALTS OF EACH OF SAID REACTION PRODUCTS WHEREIN THE SALT FORMING AMINE IS SELECTED FROM THE GROUP CONSISTING OF METHYLAMINE, ETHYLAMINE, BUTYLAMINE, TRIETHYLAMINE, ETHANOLAMINE, TRIETHANOLAMINE, PROCAINE, BENZYLAMINE, PHENETHYLAMINE, DIBENZYLETHYLENEDIAMINE, AND N-BENZYL-N''- (4-HYDROXY-3-ETHOXYBENZYL) ETHYLENEDIAMINE; AND THE MINERAL ACID AND TOLUENE SULFONIC ACID SALTS OF EACH OF SAID REACTION PRODUCTS HAVING A 4-DIMETHYLAMINO SUBSTITUENT ON THE TETRACYCLINE ANTIBIOTIC COMPOUND MOIETY THEREOF, SAID REACTION BEING CARRIED OUT AT A TEMPERATURE OF FROM ABOUT 10*C. TO ABOUT 35*C. AND SAID TETRACYCLINE ANTIBIOTIC COMPOUND REACTANT BEING DISSOLVED IN A LIQUID N-ALKYL LOWER ALKANOIC ACID AMIDE.