Diazomethane → HCID 58073861, compound

HRID 1470588Notes

Reaction equation

HRID 1470588 reaction equation
[NH2:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:8]([O:14][CH3:15])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[N+](=[CH2:18])=[N-]>CO>[CH3:18][O:5][C:4](=[O:6])[C:3]1[CH:7]=[C:8]([O:14][CH3:15])[CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:2]=1[NH2:1]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 58073809HCID 58073809, compound

Product 1

HCID 58073861HCID 58073861, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-amino-5-methoxy-3-nitro-benzoic acid (2 g, 9.4 mmol) in methanol (100 mL) was added slowly a saturated ethereal solution of diazomethane gas until the starting material was completely consumed (25 mL). Ether was removed under vacuum and the resulting residue was purified by column chromatography using 5% ethyl acetate in hexane to obtain the title compound as a yellow solid which was used directly for the next reaction.

Workup

  1. customwas completely consumed (25 mL)
  2. customEther was removed under vacuum
  3. customthe resulting residue was purified by column chromatography

Sources & evidence

ORD record
ord-ce4f8cb225214764a55b47c6eb3cecfe
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

Loading…