Reaction #465985

Reaction equation

methyl 4-amino-3,5-dichloro-6-phenoxypyridine-2-carboxylate

sodium hydroxide

hydrochloric acid

→

4-amino-3,5-dichloro-6-phenoxypyridine-2-carboxylic acid

Yield 90.0%

Solvents

methanol

water

Conditions

Workup

1. 1
   Temperaturethe solution heated
2. 2
   Temperatureunder reflux for 3 hr
3. 3
   TemperatureThe solution was cooled
4. 4
   OtherThe solid was collected

Procedure

To a solution of methyl 4-amino-3,5-dichloro-6-phenoxypyridine-2-carboxylate in methanol (10 mL) and water (100 mL) was added sodium hydroxide (0.5 g excess) and the solution heated under reflux for 3 hr. The solution was cooled and concentrated hydrochloric acid (2 mL) added. The solid was collected to give 4-amino-3,5-dichloro-6-phenoxypyridine-2-carboxylic acid (1.1 g, 90%); mp 158-60° C.

Source