Preparation of alkylthiomethylphenols

US4091037A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventor

• Hermann Arold · Wuppertal, DE

Key dates

• Filing date: Mar 31, 1977
• Grant date: May 23, 1978
• Expiry date: Mar 31, 1997

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C319/14
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process for the preparation of an alkylthiomethylphenol of the formula ##STR1## COMPRISING REACTING A DIALKYLAMINOMETHYLPHENOL OF THE FORMULA ##STR2## WITH A THIOCARBOXYLIC ACID S-ester of the formula ##STR3## in which R.sup.1 is optionally substituted alkyl with 1 to 12 carbon atoms or optionally substituted phenyl, R.sup.2 and R.sup.3 each independently is hydrogen, alkyl with 1 to 5 carbon atoms, halogen or nitro, or together form a benzene ring or cycloalkane ring with 3 to 5 carbon atoms which is fused to the phenyl ring, PA1 R.sup.4 and R.sup.5 each independently is alkyl with 1 to 6 carbon atoms, or together with the nitrogen atom form a five- or six-membered heterocyclic ring, PA1 R.sup.6 is hydrogen or alkyl with 1 to 6 carbon atoms, and n is 1, 2 or 3. The process may be carried out in a solvent, advantageously at a temperature from about 100.degree. to 150.degree. C, at about normal pressure using phenol as a catalyst with about 0.9 to 1.5 moles of thiocarboxylic acid S-ester per mole of dialkylaminomethylphenol.