Formic Acid → HCID 57585861, compound

HRID 547623Notes

Reaction equation

HRID 547623 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18].[CH:20](O)=[O:21]>O1CCCC1>[CH:13]([C:12]1[CH:11]=[CH:10][C:9]([O:8][C:5]2[CH:6]=[CH:7][C:2]([NH:1][CH:20]=[O:21])=[C:3]([N+:17]([O-:19])=[O:18])[CH:4]=2)=[CH:16][CH:15]=1)=[O:14]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 57585897HCID 57585897, compound

Product 1

HCID 57585861HCID 57585861, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-[(4-amino-3-nitrophenyl)oxy]benzaldehyde (1.4 g, 5.4 mmol), 10 mL of 96% formic acid and 25 mL of tetrahydrofuran were heated at reflux for approximately 18 hours. The reaction was concentrated and the residue was heated to reflux in 96% formic acid for six hours. The reaction mixture was concentrated to give {4-[(4-formylphenyl)oxy]-2-nitrophenyl}formamide. (M-1) 285.1, 2.22 min (LC/MS method A)

Workup

  1. temperatureat reflux for approximately 18 hours
  2. concentrationThe reaction was concentrated
  3. temperaturethe residue was heated
  4. temperatureto reflux in 96% formic acid for six hours
  5. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-c02c1f5eee36468e91534acc3e63b795
Source dataset
uspto-grants-2011_05
Patent number
US07939528B2

Reaction notes

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