Process for producing N-(4-fluorophenyl)-N-(1-methylethyl)-2-(5-trifluoromethyl-1,3,4-thiadia zol-2-yl)oxy!acetamide

US5792872A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Vidyanatha A. Prasad · Leawood, US
• Jacqueline M. Applegate · Parkville, US
• Daniel M. Wasleski · Raytown, US
• Klaus Jelich · Wuppertal, DE

Key dates

• Filing date: Dec 12, 1997
• Grant date: Aug 11, 1998
• Expiry date: Dec 12, 2017

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D285/13
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to a process for making N-(4-fluorophenyl)-N-(1-methylethyl)-2-(5-(trifluoromethyl)-1,3,4-thiadia zol-2-yl)oxy!acetamide, which process includes the steps of reacting 2-(methylsulfonyl)-5-(trifluoromethyl)-1,3,4,-thiadiazole with N-(4-fluorophenyl)-2-hydroxy-N(1-methylethyl)acetamide in an aprotic, aromatic solvent with aqueous alkali to form an aqueous phase and an organic phase, separating the aqueous and organic phases and recovering the N-(4-fluorophenyl)-N-(1-methylethyl)-2-(5-(trifluoromethyl)-1,3,4-thi adiazol-2-yl)oxy!acetamide from the organic phase. A preferred solvent and aqueous alkali are toluene and aqueous sodium hydroxide, respectively.