Ethanol → 4,5-Diamino-2-methyl-benzoic acid methyl ester
Reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]([N+:12]([O-])=O)[C:9]([N+:15]([O-])=O)=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C(O)C>[Pd].O1CCOCC1>[CH3:1][C:2]1[C:3]([C:4]([O:6][CH3:7])=[O:5])=[CH:8][C:9]([NH2:15])=[C:10]([NH2:12])[CH:11]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 5.3 g of methyl 2-methyl-4,5-dinitrobenzoate, 1.06 g of 10% palladium on carbon (50% water wet), 53 mL of ethanol, and 53 mL of 1,4-dioxane was vigorously stirred at room temperature overnight under a hydrogen atmosphere. The insoluble material was filtered and washed with methanol. The filtrate was concentrated, and then dried under reduced pressure to obtain 3.98 g of methyl 4,5-diamino-2-methyl benzoate.
Workup
- filtrationThe insoluble material was filtered
- washwashed with methanol
- concentrationThe filtrate was concentrated
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-3e605ae740d544ae92465aec80589855
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08901126B2
Reaction notes
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