Hydroxyacetonitrile → N-pyridin-3-ylethane-1,2-diamine

3-aminopyridine(1.88 g) and hydroxyacetonitrile(2.49 g) were refluxed in water(20 ml) with stirring for 1.5 hours and then the reaction mixture was extracted with ethyl acetate. The extract was dried over sodium sulfate anhydride and then concentrated under a vacuum. The solution of the residue in tetrahydrofuran(30ml) was dropped into the suspension of lithium aluminium hydride(1.13 g) in tetrahydrofuran (40ml) while being cooled with ice and the mixture was stirred at room temperature for 30 minutes. A small amount of water was added to the reaction mixture and then the resulting deposit was filtrated out. The filtrate was concentrated under a vacuum, thereby yielding 2.24 g of the aimed compound.

1. extractionthe reaction mixture was extracted with ethyl acetate
2. dry with materialThe extract was dried over sodium sulfate anhydride
3. concentrationconcentrated under a vacuum
4. additionThe solution of the residue in tetrahydrofuran(30ml) was dropped into the suspension of lithium aluminium hydride(1.13 g) in tetrahydrofuran (40ml)
5. temperaturewhile being cooled with ice
6. stirringthe mixture was stirred at room temperature for 30 minutes
7. additionA small amount of water was added to the reaction mixture
8. filtrationthe resulting deposit was filtrated out
9. concentrationThe filtrate was concentrated under a vacuum

ORD record

ord-4665e7de9c6e4c1dbf6a1f8515c97257

Source dataset

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06017937