Methanamine, 1-(dimethylphosphinyl)- → HCID 70462299, compound

HRID 364609Notes

Reaction equation

HRID 364609 reaction equation
[Cl:1][C:2]1[C:3]([O:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[C:12]([N+:19]([O-])=O)[CH:11]=2)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH3:22][P:23](=[O:27])([CH2:25]N)[CH3:24]>C1(C)C=CC=CC=1>[N+:16]([C:13]1[CH:14]=[CH:15][C:10]([O:9][C:3]2[C:2]([Cl:1])=[CH:7][C:6]([Cl:8])=[CH:5][N:4]=2)=[CH:11][C:12]=1[NH:19][CH2:22][P:23](=[O:27])([CH3:25])[CH3:24])([O-:18])=[O:17]

Participants

4

Reactant 2

HCID 164269Methanamine, 1-(dimethylphosphinyl)-HCID 12774252HCID 12774252, compound

Product 1

HCID 70462299HCID 70462299, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 4.95 g (3,5-Dichloro-2-pyridyloxy)-3,4-dinitrobenzene in 15 ml of toluene is refluxed, and 3.21 g of melted P,P-dimethyl-aminomethylphosphine oxide are added. After the initial evolution of nitrous gases has finished, the mixture is refluxed for a further 2 hours. The brown solution is subsequently concentrated by evaporation, and the residue is recrystallised from 20 ml of ethyl acetate and 100 ml of ether. There are obtained, in the form of yellow crystals, 4.9 g (84% of theory) of N-[2-nitro-5-(3,5-dichloro-2-pyridyloxy)-phenyl]-P,P-dimethyl-aminomethylphosphine oxide, m.p. 153°-155° C.

Workup

  1. temperaturethe mixture is refluxed for a further 2 hours
  2. concentrationThe brown solution is subsequently concentrated by evaporation
  3. customthe residue is recrystallised from 20 ml of ethyl acetate and 100 ml of ether

Sources & evidence

ORD record
ord-86ab7aaa175048cc9e31788596c1fdad
Source dataset
uspto-grants-1986_08
Patent number
US04605434

Reaction notes

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