Propylamine → HCID 54012410, compound

HRID 2198669Notes

Reaction equation

HRID 2198669 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]([N:5]([CH2:12][P:13]([O:17]Cl)([O:15]Cl)=[O:14])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:4].[CH2:21]([NH2:24])[CH2:22][CH3:23]>CCOCC>[F:1][C:2]([F:20])([F:19])[C:3]([N:5]([CH2:12][P:13]([O:17][NH:24][CH2:21][CH2:22][CH3:23])([O:15][NH:24][CH2:21][CH2:22][CH3:23])=[O:14])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:4]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 23345669Ethyl N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycinate

Product 1

HCID 54012410HCID 54012410, compoundYield 62.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of ethyl N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycinate (6.6 g, 0.02 mole) in 200 ml. of ether was added propylamine (4.7 g, 0.08 mole) in 50 ml. of ether. The reaction was stirred at room temperature for several hours, then the reaction mixture was filtered and the filtrate concentrated in vacuo. The residue was dissolved in 100 ml. ether, washed with water, dried over MgSO4, and concentrated in vacuo to yield ethyl N-trifluoroacetyl-N-(bis(propylamino)phosphonomethyl)glycinate (5.1 g), ND =1.4546.

Workup

  1. filtrationthe reaction mixture was filtered
  2. concentrationthe filtrate concentrated in vacuo
  3. dissolutionThe residue was dissolved in 100 ml
  4. washether, washed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2746e6c7beda4d5cbd6891e8860f36a5
Source dataset
uspto-grants-1982_11
Patent number
US04359332

Reaction notes

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