Benzonitrile, 4-chloro-3-nitro- → HCID 86752536, compound

HRID 1289464Notes

Reaction equation

HRID 1289464 reaction equation
Cl[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[CH2:13]([O:15][P:16]([CH:21]([NH2:23])[CH3:22])(=[O:20])[O:17][CH2:18][CH3:19])[CH3:14]>>[CH2:18]([O:17][P:16]([CH:21]([NH:23][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11])[CH3:22])(=[O:20])[O:15][CH2:13][CH3:14])[CH3:19]

Participants

3

Reactant 2

HCID 13655Benzonitrile, 4-chloro-3-nitro-HCID 5149858Phosphonic acid, (1-aminoethyl)-, diethyl ester

Product 1

HCID 86752536HCID 86752536, compoundYield 80%

Procedure

2.77 g (15.24 mmol) of 4-chloro-3-nitrobenzonitrile is stirred with 10.5 g (38 mmol) of 1-aminoethanephosphonic acid diethyl ester for 16 hours at 30° C. The reaction mixture is then chromatographed on silica gel with methylene chloride:ethanol=95:5 as eluant. 3.86 g (80% of theory) of 1-[N-(2-nitro-4-cyanophenyl)amino]ethanephosphonic acid diethyl ester is obtained.

Workup

  1. customThe reaction mixture is then chromatographed on silica gel with methylene chloride

Sources & evidence

ORD record
ord-fc402cc228564f51842c7aec94d93dd7
Source dataset
uspto-grants-1998_05
Patent number
US05750525

Reaction notes

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