Methanamine, 1-(dimethylphosphinyl)- → HCID 70461647, compound

HRID 364608Notes

Reaction equation

HRID 364608 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:4]=[CH:5][C:6]([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:7][CH:8]=1.[CH3:24][P:25](=[O:29])([CH2:27]N)[CH3:26]>C1(C)C=CC=CC=1>[N+:16]([C:13]1[CH:14]=[CH:15][C:10]([O:9][C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:23])([F:22])[F:1])=[CH:8][N:7]=2)=[CH:11][C:12]=1[NH:19][CH2:24][P:25](=[O:29])([CH3:27])[CH3:26])([O-:18])=[O:17]

Participants

4

Reactant 2

HCID 164269Methanamine, 1-(dimethylphosphinyl)-HCID 202299032-(3,4-Dinitrophenoxy)-5-(trifluoromethyl)pyridine

Product 1

HCID 70461647HCID 70461647, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 4.97 g of (5-trifluoromethyl-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 dropwise. The mixture is refluxed for a further 2 hours, nitrous gases being evolved at the start. The brown solution is subsequently concentrated by evaporation, and the residue is recrystallised from 50 ml of ethyl acetate to thus obtain 4.10 g (70% of theory) of N-[2-nitro-5-(5-trifluoromethyl-2-pyridyloxy)-phenyl]-P,P-dimethyl-aminomethylphosphine oxide in the form of yellow crystals, m.p. 158°-160° 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 50 ml of ethyl acetate to thus obtain 4.10 g (70% of theory) of N-[2-nitro-5-(5-trifluoromethyl-2-pyridyloxy)-phenyl]-P,P-dimethyl-aminomethylphosphine oxide in the form of yellow crystals, m.p. 158°-160° C.

Sources & evidence

ORD record
ord-33f22be55f1f4313983cd6123b5ad69c
Source dataset
uspto-grants-1986_08
Patent number
US04605434

Reaction notes

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