Reaction #632026

Reaction equation

2-chloroacetamide

pyridine

→

1-(2-amino-2-oxoethyl)pyridinium chloride

Yield 87.5%

Solvents

acetonitrile

Conditions

Workup

1. 1
   Temperaturethe suspension was cooled to 22° C.
2. 2
   Filtrationsuction-filtered
3. 3
   Washwashed with 100 mL of hexanes

Procedure

To a suspension of 2-chloroacetamide (50.00 g, 524.01 mmol) in 100 mL of acetonitrile was added pyridine (41.45 g, 524.01 mmol). After being stirred at 90° C. for 10 h, the suspension was cooled to 22° C., suction-filtered and washed with 100 mL of hexanes. The product, 1-(2-amino-2-oxoethyl)pyridinium chloride (79.10 g, yield: 87%, mp 205.2° C.), was obtained as colorless crystals after being recrystallized from methanol.

Source