[F:1][C:2]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:3]=1[NH2:4].[C:10](OCC)(=[O:15])[CH2:11][C:12]([CH3:14])=O>>[OH:15][C:10]1[C:5]2[C:3](=[C:2]([F:1])[CH:8]=[CH:7][C:6]=2[F:9])[N:4]=[C:12]([CH3:14])[CH:11]=1A mixture of 2,5-difluoroaniline (10.0 g), ethyl acetoaceate (9.85 ml) and polyphosphoric acid (62 ml) were heated with stirring at 180° C. for 5 h. The mixture was cooled to room temperature and neutralised with dilute NH4OH/ice. The title compound precipitated and was separated by filtration to give compound identical spectroscopically with a sample prepared by the two stage process described above.
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