Reaction equation
[CH3:1][C:2]1[NH:3][C:4]([CH3:25])=[C:5]([C:21]([O:23]C)=[O:22])[CH:6]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:7]=1[C:8]([O:10][CH3:11])=[O:9].[OH-].[Na+]>CO>[CH3:11][O:10][C:8]([C:7]1[CH:6]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:5]([C:21]([OH:23])=[O:22])=[C:4]([CH3:25])[NH:3][C:2]=1[CH3:1])=[O:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3.5 g dimethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (0.01 mol) and 150 mL methanol were mixed. To the mixture was added a saturated aqueous NaOH solution (9 g, 0.225 mol) under stirring. The reaction was conducted at 70° C. under violent stirring for 6 hours, and evaporated under reduced pressure to remove 80 mL methanol. To the residue was added 200 mL water. The unreacted starting materials are removed by filtration. The filtrate was adjusted to a pH of about 2.5 with 1 mol/L hydrochloric acid to separate a yellow solid, which was filtered and dried to produce a khaki powder. The resulting powder was treated with methanol to produce the title product as a yellow solid (1.9 g) in a yield of 57.2%.
Workup
- customwas conducted at 70° C.
- stirringunder violent stirring for 6 hours
- customevaporated under reduced pressure
- customto remove 80 mL methanol
- additionTo the residue was added 200 mL water
- customThe unreacted starting materials are removed by filtration
- customto separate a yellow solid, which
- filtrationwas filtered
- customdried
- customto produce a khaki powder
Sources & evidence
- ORD record
- ord-60c066ce929e440abb6a308e530d6fa5
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09198902B2
Linked notes
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