2,4-Difluoronitrobenzene → N-(2-nitro-5-fluorophenyl)aminomethanephosphonic acid diethyl ester

HRID 618638Notes

Reaction equation

HRID 618638 reaction equation
F[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH2:12]([O:14][P:15]([CH2:20][NH2:21])(=[O:19])[O:16][CH2:17][CH3:18])[CH3:13]>>[CH2:12]([O:14][P:15]([CH2:20][NH:21][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10])(=[O:19])[O:16][CH2:17][CH3:18])[CH3:13]

Participants

3

Reactant 2

HCID 679672,4-DifluoronitrobenzeneHCID 1596920Diethyl (aminomethyl)phosphonate

Product 1

HCID 17800777N-(2-nitro-5-fluorophenyl)aminomethanephosphonic acid diethyl esterYield 75.6%

Procedure

1.1 g of 2,4-difluoronitrobenzene is heated with 2.8 g of aminomethanephosphonic acid diethyl ester for 2 hours to 40° C. Then, it is chromatographed on silica gel with methylene chloride:ethanol=10:1. 1.6 g of N-(2-nitro-5-fluorophenyl)aminomethanephosphonic acid diethyl ester is obtained.

Workup

  1. customThen, it is chromatographed on silica gel with methylene chloride

Sources & evidence

ORD record
ord-724abf23646947bb8df5a5e55e71e904
Source dataset
uspto-grants-1999_09
Patent number
US05955461

Reaction notes

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