Water → HCID 19771904, compound

Into a 250 ml reaction flask is added 2-chloro-3-(2-pyrimidyl)thio-2-propenenitrile (1.5 g, 0.007 moles), tetrahydrofuran (35 ml) and water (35 ml). The mixture is stirred at zero degree Celsius until the solid is completely dissolved and then aqueous sodium hydroxide solution (7.5 ml 1N NaOH, 0.0075 moles, diluted with 50 ml water) is added slowly with stirring at such a rate so as to maintain the reaction pH below 11. The resultant reddish brown solution is stirred at zero degree Celsius for three hours followed by one hour at room temperature and then diluted with 50 ml of saturated aqueous NaCl solution. The product is extracted twice with 100 ml portions of dichloromethane. The combined dichloromethane extract is dried over anhydrous sodium sulfate, filtered and the filtrate is evaporated under vacuum to give 0.5 g of pale yellow solid (yield 40 percent, purity 90 percent by GC/MS) which is characterized by GC/MS and 1H NMR.

1. customInto a 250 ml reaction flask
2. dissolutionis completely dissolved
3. stirringwith stirring at such a rate so as
4. temperatureto maintain
5. customthe reaction pH below 11
6. stirringThe resultant reddish brown solution is stirred at zero degree Celsius for three hours
7. extractionThe product is extracted twice with 100 ml portions of dichloromethane
8. extractionThe combined dichloromethane extract
9. dry with materialis dried over anhydrous sodium sulfate
10. filtrationfiltered
11. customthe filtrate is evaporated under vacuum

ORD record

ord-be1a3dd617584038ac15398e7ee102c4

Source dataset

uspto-grants-1992_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05126349