Triethylamine → HCID 22724843, compound

HRID 2086572Notes

Reaction equation

HRID 2086572 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([NH:14][NH2:15])[CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])=[O:4].[C:16]([CH2:19][C:20](=O)[CH3:21])(=O)[CH3:17].C(N(CC)CC)C>CO>[N+:11]([C:10]1[CH:9]=[CH:8][C:7]([N:14]2[C:20]([CH3:21])=[CH:19][C:16]([CH3:17])=[N:15]2)=[CH:6][C:5]=1[C:3]([O:2][CH3:1])=[O:4])([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31261AcetylacetoneHCID 22724855HCID 22724855, compound

Product 1

HCID 22724843HCID 22724843, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2.84 g (10 mmol) of 3-methoxycarbonyl-4-nitro-phenylhydrazine, 1.0 g (10 mmol) of acetylacetone and 3.0 ml of triethylamine in 40 ml of methanol is stirred overnight at ambient temperature. Then it is evaporated to dryness, the residue is dissolved in about 50 ml of dichloromethane, the solution is washed with 5% sodium hydrogen carbonate solution, dried and evaporated down again. The crude product thus obtained is purified by column chromatography over silica gel (eluant: dichloromethane).

Workup

  1. customThen it is evaporated to dryness
  2. dissolutionthe residue is dissolved in about 50 ml of dichloromethane
  3. washthe solution is washed with 5% sodium hydrogen carbonate solution
  4. customdried
  5. customevaporated down again

Sources & evidence

ORD record
ord-b097a19fd14a4d228251efa9c424f129
Source dataset
uspto-grants-2004_04
Patent number
US06727250B2

Reaction notes

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