Process for making N-(4-fluorophenyl)-N-(1-methylethyl)-2-(5-trifuloromethyl)-1,3,4-thiadi azol-2-yl)oxy!acetamide using an aprotic, aromatic solvent

US5895818A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

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

Key dates

• Filing date: Dec 12, 1997
• Grant date: Apr 20, 1999
• Expiry date: Dec 12, 2017

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D285/12
• 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-thiadiaz ol-2-yl)oxy!acetamide in an aprotic, aromatic solvent. The process includes the steps of: (a) reacting 2-(methylsulfonyl)-5-(trifluoromethyl)-1,3,4-thiadiazole with N-(4-fluorophenyl)-2-hydroxy-N-(1-methylethyl)acetamide in the presence of an aprotic, aromatic solvent to form an aqueous phase and an organic phase; (b) acidifying the phases, (c) separating the phases; and (d) recovering the N-(4-fluorophenyl)-N-(1-methylethyl)-2-(5-trifluoromethyl)-1,3,4-thiadiaz ol-2-yl)oxy!acetamide from the organic phase.