Methanol → HCID 66915488, compound

HRID 574317Notes

Reaction equation

HRID 574317 reaction equation
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([N:10]([CH3:12])[CH3:11])[CH:7]=[CH:6][C:5]=1[N+:13]([O-])=O.[CH3:17]O>[Ni]>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([N:10]([CH3:12])[CH3:11])[CH:7]=[C:6]([CH3:17])[C:5]=1[NH2:13]

Participants

4

Reactant 2

HCID 887MethanolHCID 23144852Methyl 5-(dimethylamino)-2-nitrobenzoate

Product 1

HCID 66915488HCID 66915488, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

Raney Nickel (80 mg) was added to a suspension of 5-dimethylamino-2-nitro-benzoic acid methyl ester (400 mg, 1.78 mmol) in methanol (20 mL) and hydrogenated under atmospheric pressure at room temperature for 2 hr. The reaction mixture was filtered over celite and the filtrate was concentrated in vacuum to afford methyl 2-amino-5-dimethylamino-benzoic acid methyl ester (340 mg, 98%) as greenish brown liquid.

Workup

  1. filtrationThe reaction mixture was filtered over celite
  2. concentrationthe filtrate was concentrated in vacuum

Sources & evidence

ORD record
ord-7f517677b5b04bd197bd60c84ae80e29
Source dataset
uspto-grants-2015_05
Patent number
US09034887B2

Reaction notes

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