Acetoxyacetyl chloride → 2-Acetoxymethyl-1-(tetrahydropyran-4-yl)benzimidazole-5-carboxylic acid
반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[NH:11][CH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)[C:5]([OH:7])=[O:6].[C:18]([O:21][CH2:22][C:23](Cl)=O)(=[O:20])[CH3:19]>O1CCOCC1>[C:18]([O:21][CH2:22][C:23]1[N:11]([CH:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:10]2[CH:9]=[CH:8][C:4]([C:5]([OH:7])=[O:6])=[CH:3][C:2]=2[N:1]=1)(=[O:20])[CH3:19]참가 물질
4
실험 절차
A 4-neck flask (1 L) equipped with a reflux condenser was charged with 3-amino-4-((tetrahydropyran-4-yl)amino)benzoic acid (14.53 g, 45.65 mmol) and anhydrous 1,4-dioxane (226 mL) and this was refluxed. Acetoxyacetyl chloride (12.57 g, 92.07 mmol) in 1,4-dioxane solution (100 mL) was added dropwise to this over approx. 15 minutes. This was stirred under these conditions for 13 hours. This was allowed to cool to room temperature, and after the precipitated crystals were filtered off, they were washed with distilled water, and dried under reduced pressure with heating to yield the title compound (13.46 g, 92.6% yield) as a white solid.