Réaction #84078

Équation de réaction

HCl

3-chloro-4-(6-hydroxyquinolin-2-yl)benzoic acid

Compound 8

3-chloro-4-(6-hydroxyquinolin-2-yl)benzoic acid

SOCl2

NH4OH

→

crude product

3-chloro-4-(6-hydroxyquinolin-2-yl)benzamide

Conditions de réaction

Traitement

1. 1
   Températurewas refluxed for 1 hour
2. 2
   Concentrationconcentrated under reduced pressure
3. 3
   Autreto give crude product (400 mg) as off-white solid
4. 4
   Extractionextracted with EtOAc (50 mL×3)
5. 5
   Séchagedried over Na2SO4
6. 6
   Concentrationconcentrated

Mode opératoire

A mixture of 3-chloro-4-(6-hydroxyquinolin-2-yl)benzoic acid (Compound 8, Example 8) (400 mg, 1.33 mmol) and SOCl2 (10 mL) was refluxed for 1 hour, then concentrated under reduced pressure to give crude product (400 mg) as off-white solid. To this solid was added NH4OH (10 mL) and the reaction mixture was stirred at 30° C. for 1 hour. The resulting mixture was acidified with aqueous HCl (2 M) until pH=6 and extracted with EtOAc (50 mL×3), dried over Na2SO4 and concentrated to give crude product (360 mg) as a solid.

Source