The preparation of some 6-substituted nicotinic acids

✍ Scribed by Francis E. Reinhart

• Publisher: Elsevier Science
• Year: 1950
• Tongue: English
• Weight: 234 KB
• Volume: 249
• Category: Article
• ISSN: 0016-0032
• DOI: 10.1016/0016-0032(50)90865-9

✦ Synopsis

The preparation and bacteriostatic activity of several ortho substituted benzoic acids formed the subject of a recent NOTE (1) from this laboratory. Although closely related to 5-nitro-2-pyridyl phenyl sulfone, these acids showed no bacteriostatic activity toward Staphylococcus aureus comparable to that previously observed for the parent sulfone. As an extension of this study, there have been prepared and tested several 6-substituted nicotinic acids which are isomeritally related to these benzoic acids. Table I lists these new acids as well

TABLE I.--Properties and Analyses of Compounds Minimal ~ Analyses,* % inhibitory M.p., °C. Yield, Sulfur Conc.

No. (uncor.) % Formula Calcd. Found mg./lO0 ml.

Nicotinonitrile

I 6-(p-N it rophenylmercapto)-Nicotinic Acid II 6-(p-Nitrophenylmercapto)-III 6-(p-Aminophenylmercapto)-IV 6-(p-N itrophenylsulfonyl)-V 6-(p-Aminophenylsulfonyl)-VI 6-Amylmercapto-" See Reference (1). ~' [nactive.

Nitrogen. 133-5 73 C,.~H 702N.~S 12.46 12.72 210 81 CI2HsO4N~S 11.61 11.72 5 196-8 69 CI.oHI002N2S 13.02 13.19 50 226-8 dec. 76 C12H~O~N~S 10.40 10.