2-Nitrobenzaldehyde → HCID 59862489, compound

2-aminoacetonitrile hydrochloride salt (3.67 g, 39.7 mmol) was added to a solution of 2-nitrobenzaldehyde (5.00 g, 33.1 mmol) dissolved in anhydrous MeOH (30 mL). The reaction was stirred at room temperature for 5 minutes to achieve solution. NaCNBH3 (2.08 g, 33.1) was added and the reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, then diluted with EtOAc (50 mL). The organics phase was washed with saturated NaHCO3 (30 mL) and brine (30 mL), dried over Na2SO4, and concentrated to give 4.20 g (22.0 mmol, 66% yield) of 2-(2-nitrobenzylamino)acetonitrile (1) as a tan oil 4.20 g (22.0 mmol, 66% yield). The material was used without purification in the next step.

1. stirringthe reaction mixture was stirred at room temperature overnight
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. additiondiluted with EtOAc (50 mL)
4. washThe organics phase was washed with saturated NaHCO3 (30 mL) and brine (30 mL)
5. dry with materialdried over Na2SO4
6. concentrationconcentrated

ORD record

ord-1eb249c71bfc4b05afffd8207fc88a35

Source dataset

uspto-grants-2014_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08673898B2