Diethylamine → [(Diethylcarbamoyl)methyl]phosphonic acid

HRID 371702Notes

Reaction equation

HRID 371702 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[C:6]([CH2:9][P:10](=[O:15])([O:13]C)[O:11]C)(O)=[O:7].C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[CH2:1]([N:3]([CH2:4][CH3:5])[C:6]([CH2:9][P:10](=[O:15])([OH:13])[OH:11])=[O:7])[CH3:2]

Participants

5

Reactant 3

HCID 8021DiethylamineHCID 10868DicyclohexylcarbodiimideHCID 1899642-(Dimethoxyphosphoryl)acetic acid

Product 1

HCID 18756985[(Diethylcarbamoyl)methyl]phosphonic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Diethylamine (0.045 mole) and dimethyl (carboxymethyl)phosphonate (0.04 mole) were dissolved in 100 ml. of methylene chloride. As the solution was stirred, dicyclohexylcarbodiimide was added portionwise. The solution was stirred overnight and the mixture was filtered. The filtrate was concentrated to a solid. It was recrystallized from an appropriate solvent such as methanol.

Workup

  1. stirringThe solution was stirred overnight
  2. filtrationthe mixture was filtered
  3. concentrationThe filtrate was concentrated to a solid
  4. customIt was recrystallized from an appropriate solvent such as methanol

Sources & evidence

ORD record
ord-9643680f67894807ab01548cbca04a9a
Source dataset
uspto-grants-1978_05
Patent number
US04087522

Reaction notes

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