Isopropylamine → 2-chloroethanephosphonic acid isopropyl ester N-monoisopropylamide

HRID 462009Notes

Reaction equation

HRID 462009 reaction equation
[Cl-].[CH:2]([NH:5][P:6]([CH2:9][CH2:10][Cl:11])(=[O:8])[OH:7])([CH3:4])[CH3:3].ClCCP(Cl)(Cl)=[O:16].[CH:19](N)([CH3:21])[CH3:20]>C1(C)C=CC=CC=1>[CH:2]([NH-:5])([CH3:4])[CH3:3].[CH:19]([O:16][P:6]([CH2:9][CH2:10][Cl:11])(=[O:8])[OH:7])([CH3:21])[CH3:20]

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 69645(2-Chloroethyl)phosphonic dichlorideHCID 867353082-chloroethanephosphonic acid N-monoisopropylamide chloride

Product 1

HCID 867353092-chloroethanephosphonic acid isopropyl ester N-monoisopropylamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The 2-chloroethane-phosphonic acid N-mono-isopropylamide chloride used as starting product was prepared from 2-chloroethane-phosphonic acid dichloride and iso-propylamine in toluene at 0° C. Yield: 91% of the theory, nD28 = 1.4854.

Sources & evidence

ORD record
ord-6d8821fac516425287dcfb50e1433db5
Source dataset
uspto-grants-1977_12
Patent number
US04065288

Reaction notes

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