Diethyl (4-chloro-2-nitroanilino)methylphosphonate → Diethyl (2-amino-4-chloroanilino)methylphosphonate

HRID 343988

Reaction equation

HRID 343988 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][NH:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[N+:18]([O-])=O)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].[H][H]>C(O)C.[Pt]>[CH2:1]([O:3][P:4]([CH2:9][NH:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[NH2:18])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]

Participants

5

Reactant 2

HCID 603785Diethyl (4-chloro-2-nitroanilino)methylphosphonateHCID 178418361HCID 178418361, compound

Product 1

HCID 592810Diethyl (2-amino-4-chloroanilino)methylphosphonate

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

A solution of [(4-Chloro-2-nitro-phenylamino)-methyl]-phosphonic acid diethyl ester (45g, 0.139 moles) in ethanol (500 mL) was treated under nitrogen at once with 5% Platinum on carbon (1.125 g) and then hydrogenated at 30° C. until the hydrogen uptake ceased. After purging the reaction vessel with nitrogen the reaction mixture was filtered through solka floc. The filter cake was washed with ethanol (100 mL) and the filtrate was used as such for next step without purification.

Workup

  1. customAfter purging the reaction vessel with nitrogen the reaction mixture
  2. filtrationwas filtered through solka floc
  3. washThe filter cake was washed with ethanol (100 mL)
  4. customwithout purification

Sources & evidence

ORD record
ord-31dbc0ac1def464896ff979474a6b51b
Source dataset
uspto-grants-1999_01
Patent number
US05864040

Linked notes

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