Phosphorus oxychloride → Ethyl 4-chloro-7,8-difluoroquinoline-3-carboxylate

Reaction equation

[F:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([C:6](=O)[CH:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:6]1[C:5]2[C:10](=[C:11]([F:12])[C:2]([F:1])=[CH:3][CH:4]=2)[N:9]=[CH:8][C:7]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 70026123HCID 70026123, compound

Product 1

HCID 18523305Ethyl 4-chloro-7,8-difluoroquinoline-3-carboxylateYield 97.9%

Conditions

Temperature: 95 °C

Procedure

A suspension of 26 g of ethyl 7,8-difluoro-4-oxoquinoline-3-carboxylate in 212 g of phosphorus oxychloride was heated at 95° C. for 4 hours, with stirring. After treatment, 27.3 g of ethyl 4-chloro-7,8-difluoroquinoline-3-carboxylate was obtained in the form of a white solid, which melted at 114° C.