Hydrochloric Acid → 4-(3-chloro-6-pyridazinyloxy)phenylacetic Acid

반응식

[H-].[Na+].[C:3]1([CH2:9][C:10]([OH:12])=[O:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.N1C=[CH:17][CH:16]=[CH:15][N:14]=1.[ClH:19].C[N:21]([CH:23]=[O:24])C>>[Cl:19][C:15]1[N:14]=[N:21][C:23]([O:24][C:6]2[CH:7]=[CH:8][C:3]([CH2:9][C:10]([OH:12])=[O:11])=[CH:4][CH:5]=2)=[CH:17][CH:16]=1

참가 물질

반응물 5

HCID 313Hydrochloric Acid

HCID 999Phenylacetic Acid

HCID 6228Dimethylformamide2회

HCID 9259Pyridazine

HCID 24758Sodium hydride

생성물 1

HCID 233536214-(3-chloro-6-pyridazinyloxy)phenylacetic Acid

실험 절차

To a mixture of 0.54 g (0.013 mol, 2.0 equiv) of 60% sodium hydride/mineral oil dispersion in 10 m of dry DMF was added dropwise at room temperature a solution 1.02 g (0.0067 mol) of the phenylacetic acid in 2.3 mL of DMF. After 15-20 minutes, a solid existed which was difficult to stir. The pyridazine (1.0 g, 0.0067 mol) was then added and the mixture was heated at 60°-65° C. for about 2 hours and was allowed to cool. The mixture was poured onto ice water and was adjusted to pH 5 with 2.0N HCl, and the precipitate was collected. This material was triturated under heptane to afford 880 mg of the title product. MP 124°-127° C.