Diazomethane → Methyl 2-amino-3-nitrobenzoate

HRID 1470577Notes

Reaction equation

HRID 1470577 reaction equation
[NH2:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[N+](=[CH2:16])=[N-]>CO>[CH3:16][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:2]=1[NH2:1]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 2196332-Amino-3-nitrobenzoic acid

Product 1

HCID 607264Methyl 2-amino-3-nitrobenzoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-amino-3-nitro-benzoic acid (6 g, 33 mmol) in methanol (20 mL), an ethereal solution of diazomethane gas was added until the staring material is completely consumed. The reaction mixture was then evaporated under reduced pressure. The crude solid obtained was purified by flash column chromatography using 5% ethylacetate & hexane as an eluent, to obtain the required product as a yellow coloured solid.

Workup

  1. customis completely consumed
  2. customThe reaction mixture was then evaporated under reduced pressure
  3. customThe crude solid obtained
  4. customwas purified by flash column chromatography

Sources & evidence

ORD record
ord-a0635189b6ff49c6bd0ca2aa7771ebdd
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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