Hydrochloric Acid → Methyl (3-carboxy-propionylamino)-2-hydroxybenzoate

반응식

S(=O)(=O)(O)O.N[C:7]1[CH:8]=[C:9]([OH:17])[C:10](=[CH:15][CH:16]=1)[C:11]([O:13][CH3:14])=[O:12].C(Cl)Cl.[C:21]1(=[O:27])[O:26][C:24](=[O:25])[CH2:23][CH2:22]1.Cl.C([N:31](CC)CC)C>>[C:21]([CH2:22][CH2:23][C:24]([NH:31][C:8]1[C:9]([OH:17])=[C:10]([CH:15]=[CH:16][CH:7]=1)[C:11]([O:13][CH3:14])=[O:12])=[O:25])([OH:26])=[O:27]

참가 물질

반응물 5

HCID 313Hydrochloric Acid

HCID 6344Dichloromethane

HCID 7922Succinic anhydride

HCID 8471Triethylamine

HCID 68720411Methyl 4-aminosalicylate bisulfate

생성물 1

HCID 86616494Methyl (3-carboxy-propionylamino)-2-hydroxybenzoate

실험 절차

Methyl 4-aminosalicylate bisulfate (5 g) is placed in a 50-mL round bottom flask. The flask is charged with 20 mL of methylene chloride and 15 mL of triethylamine. Finally, succinic anhydride (2.75 g) is added. The reaction mixture is then allowed to stir at ambient conditions overnight. Solvents are removed under reduced pressure, yielding a viscous residue, to which 1 N HCl is added. Methyl (3-carboxy-propionylamino)-2-hydroxybenzoate is yielded as tan powder. The powders are collected by filtration, washed with water, and dried.