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>[NH2:12][C:10]1[C:9]([NH2:15])=[CH:8][C:3]([C:4]([O:6][CH3:7])=[O:5])=[C:2]([CH3:1])[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% wet), 53 mL of ethanol, and 53 mL of dioxane was thoroughly stirred at room temperature under a hydrogen atmosphere. The insoluble materials were filtered and washed sufficiently with methanol. The filtrates were concentrated together, and then dried under reduced pressure to obtain 3.98 g of methyl 4,5-diamino-2-methylbenzoate.
Workup
- filtrationThe insoluble materials were filtered
- washwashed sufficiently with methanol
- concentrationThe filtrates were concentrated together
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-cb6bd32650d74053b63a6a31bda4becf
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08357688B2
Reaction notes
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