Diazomethane → 2-(3-Nitrobenzoyl)-3-methoxycarbonylpyridine

HRID 861950Notes

Reaction equation

HRID 861950 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:18]=[CH:19][CH:20]=1)[C:7]([C:9]1[C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=[CH:11][N:10]=1)=[O:8])([O-:3])=[O:2].[N+](=[CH2:23])=[N-]>C(Cl)Cl>[N+:1]([C:4]1[CH:5]=[C:6]([CH:18]=[CH:19][CH:20]=1)[C:7]([C:9]1[C:14]([C:15]([O:17][CH3:23])=[O:16])=[CH:13][CH:12]=[CH:11][N:10]=1)=[O:8])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 197007952-(3-Nitrobenzoyl)-3-carboxypyridine

Product 1

HCID 197007162-(3-Nitrobenzoyl)-3-methoxycarbonylpyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(3-Nitrobenzoyl)-3-carboxypyridine was dissolved in 20 ml of methylene chloride and the solution was cooled in an ice/water bath. Diazomethane (25 ml, 0.33M) was added to the solution and stirred for 2 hours. The solvent was removed and the residue chromatographed (methylene chloride) yielding 0.26 g of 2-(3-nitrobenzoyl)-3-methoxycarbonylpyridine.

Workup

  1. temperaturethe solution was cooled in an ice/water bath
  2. customThe solvent was removed
  3. customthe residue chromatographed (methylene chloride)

Sources & evidence

ORD record
ord-667a28e15a2c46cdb454835928c70ac3
Source dataset
uspto-grants-1998_02
Patent number
US05716954

Reaction notes

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