Reaction #4020

Reaction equation

3-amino-2-mercaptopyridine

2-chloro-1,1,1-triethoxyethane

→

2-Chloromethylthiazolo[5,4-b]pyridine

Solvents

ethanol

ethanol

Conditions

Workup

1. 1
   Otherprepared by the method of J
2. 2
   Otherwas chromatographed over silica gel
3. 3
   Otherto obtain the product (2.94 g; m.p. 71°-73° C.)

Procedure

A mixture of 3-amino-2-mercaptopyridine (3.6 g) prepared by the method of J. Org. Chem., 29, 2652 (1963), 2-chloro-1,1,1-triethoxyethane (6.5 g) and ethanol (60 ml) was heated at 60° C. for 4 hours. The crude solid resulting from evaporation of ethanol was chromatographed over silica gel to obtain the product (2.94 g; m.p. 71°-73° C.).

Source