Formic Acid → 4-(n-(2-Dimethylaminoethyl)-n-formyl-amino)-nitrobenzene

HRID 24944Notes

Reaction equation

HRID 24944 reaction equation
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1.[OH-].[Na+].[CH:18](O)=[O:19]>O>[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][N:5]([C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1)[CH:18]=[O:19]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 14798Sodium HydroxideHCID 22569398HCID 22569398, compound

Product 1

HCID 225694284-(n-(2-Dimethylaminoethyl)-n-formyl-amino)-nitrobenzene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.4 g (6.7 mmol) of 4-(2-dimethylamino-ethylamino)-nitrobenzene (Example 326a) are refluxed for 4 hours in 20 ml of formic acid. Then the solvent is eliminated in vacuo, the residue taken up in water and combined with 2 N sodium hydroxide solution until an alkaline reaction is obtained. The mixture is extracted with ethyl acetate, the combined organic phases are dried over magnesium sulphate and the solvent is eliminated in vacuo. The product is obtained as an oil.

Workup

  1. customis obtained
  2. extractionThe mixture is extracted with ethyl acetate
  3. dry with materialthe combined organic phases are dried over magnesium sulphate
  4. customThe product is obtained as an oil

Sources & evidence

ORD record
ord-14638ac4203a46dda21480f2af6d163b
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Reaction notes

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