Diethyl Ether → HCID 18381776, compound

A mixture of ammonium chloride (24.9 g, 465 mmol) and 2-thiophenecarboxaldehyde (21.2 mL, 227 mmol) in 250 mL diethyl ether was treated with an 80 mL aqueous solution of sodium cyanide (16.7 g, 341 mmol) over 20 minutes. The mixture was allowed to stir for 16 hours. The aqueous layer was removed. The ether layer was washed (2×100 mL) with saturation sodium bicarbonate solution, dried over anhydrous magnesium sulfate, and concentrated. The residue was dissolved in 250 mL diethyl ether and cooled in an ice bath. Hydrogen chloride was bubbled through the solution until precipitation was complete. The salt was filtered and dried under reduced pressure to give 9.8 g of 2-(2-thienyl)aminoacetonitrile hydrochloride.

1. customThe aqueous layer was removed
2. washThe ether layer was washed (2×100 mL) with saturation sodium bicarbonate solution
3. dry with materialdried over anhydrous magnesium sulfate
4. concentrationconcentrated
5. dissolutionThe residue was dissolved in 250 mL diethyl ether
6. temperaturecooled in an ice bath
7. customHydrogen chloride was bubbled through the solution until precipitation
8. filtrationThe salt was filtered
9. customdried under reduced pressure

ORD record

ord-95bacc1adf8d472cba991f413abae616

Source dataset

uspto-grants-2002_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06492362B1