Abstract: Trialkylsilyl esters of 6-(substituted amino)phenyl-1,2-dihydro-2-oxonicotinic acid and acid addition salts thereof are disclosed. The compounds are useful intermediates in the preparation of pharmacological agents, especially antimicrobials of the penicillin or cephalosporin type. The compounds can be produced by reacting a 6-(substituted amino)phenyl-1,2-dihydro-2-oxonicotinic acid with a silylating agent and are converted to the useful corresponding acid chloride by reaction with thionyl chloride.

Abstract: Novel organic amide compounds which are substituted N-(1,2-dihydro-2-oxonicotinyl)-ampicillins, -cephalexins and -cephaloglycins having broad spectrum antibacterial utility are provided by (a) reacting the free amino acid ampicillin, cephalexin or cephaloglycin or the acid salt or silylated derivative thereof with a reactive derivative of the corresponding 1,2-dihydro-2-oxonicotinic acid or (b) reacting the free amino acid 6-aminopenicillanic acid, 7-aminocephalosporanic acid or 7-amino-3-methylceph-3-em-4-carboxylic acid or the acid salt or silylated derivative thereof with a reactive derivative of the corresponding N-(1,2-dihydro-2-oxonicotinyl)-2-phenylglycine.

Abstract: A process for the production of 6-(disubstituted amino)phenyl-1,2-dihydro-2-oxonicotinyl chloride hydrochlorides, which comprises exposing the dry, finely divided corresponding 6-(disubstituted amino)phenyl-1,2-dihydro-2-oxonicotinic acid or its hydrochloride to gaseous thionyl chloride utilizing reduced atmospheric pressures. The 6-(disubstituted amino)phenyl-1,2-dihydro-2-oxonicotinyl chloride hydrochlorides are useful as intermediates in the preparation of useful semisynthetic antibiotics.