Sodium Cyanide → 2-Amino-2-(thiophen-3-yl)acetonitrile hydrochloride

Sodium cyanide (3.77 g, 77 mmol) was dissolved in water (40 ml) followed by ammonium chloride (4.53 g, 84.7 mmol). Thiophene-3-carboxaldehyde (Aldrich, 8.66 g, 77 mmol) was dissolved in MEOH (60 ml) and added via addition funnel to the rapidly stirring solution in a steady stream. The reaction was allowed to proceed at room temperature overnight. The reaction was diluted with saturated NaHCO3 and extracted with diethylether (3×100 ml). Organics were combined and washed with saturated NaCl and dried over Na2SO4. Organics were concentrated and the in a minimum amount of ether and filtered. The filtrate was satured with HCl gat at 0° C. The solids that formed were filtered and washed with ether to give after drying a yellow solid (6) which was used without further purification.

1. additionadded via addition funnel to the rapidly stirring solution in a steady stream
2. extractionextracted with diethylether (3×100 ml)
3. washwashed with saturated NaCl
4. dry with materialdried over Na2SO4
5. concentrationOrganics were concentrated
6. filtrationthe in a minimum amount of ether and filtered
7. customwas satured with HCl gat at 0° C
8. customThe solids that formed
9. filtrationwere filtered
10. washwashed with ether
11. customto give
12. dry with materialafter drying a yellow solid (6) which
13. customwas used without further purification

ORD record

ord-9e4595eb6d6f4796b7fb0501ee4b23bd

Source dataset

uspto-grants-2001_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06228871B1