Tetrahydrofuran → 2-(3,4-Dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]thioacetamide

To a solution of 1.25 g of (3,4-dimethoxyphenyl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile in 120 ml of an ethanol:THF=2:1 mixed solvent there was added 10 ml of a 20% aqueous solution of ammonium sulfide, and the mixture was stirred at room temperature for 60 hours. Next, 500 ml of ethyl acetate and 400 ml of water were added to the reaction solution, and the organic layer was washed twice with 300 ml of water and once with 300 ml of saturated brine, and was then dried over anhydrous magnesium sulfate. The desiccating agent was filtered off, and after concentrating the filtrate under reduced pressure, 10 ml of t-butyl methyl ether was added to the residue prior to filtration. The solid was washed with 10 ml of t-butyl methyl ether to give the title compound (1.34 g) as a white solid.

1. washthe organic layer was washed twice with 300 ml of water and once with 300 ml of saturated brine
2. dry with materialwas then dried over anhydrous magnesium sulfate
3. filtrationThe desiccating agent was filtered off
4. concentrationafter concentrating the filtrate under reduced pressure, 10 ml of t-butyl methyl ether
5. additionwas added to the residue
6. filtrationto filtration
7. washThe solid was washed with 10 ml of t-butyl methyl ether

ORD record

ord-1eb748f0dd78461aa7558518d8758d9f

Source dataset

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07816522B2