Hydrochloric Acid → HCID 50878170, compound

HRID 225041Notes

Reaction equation

HRID 225041 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[CH2:10]([NH2:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[P:18]([OH:21])([OH:20])[OH:19].Cl>C(=O)([O-])[O-].[Na+].[Na+]>[CH2:10]([NH:17][CH:6]([P:18](=[O:19])([OH:21])[OH:20])[C:5]1[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7504BenzylamineHCID 77264-ChlorobenzaldehydeHCID 107909Phosphorous acid

Product 1

HCID 50878170HCID 50878170, compound

Reagents, catalysts & solvents 1

HCID 10340Sodium CarbonateSolvent

Procedure

A mixture of the imine of ρ-chlorobenzaldehyde and benzylamine (44 g) and phosphorous acid (15.7 g) was heated with stirring. The mixture became liquid and homogeneous at 75°-80° and at 100°-115° reaction commenced raising the temperature to 140°-150°. Upon cooling the reaction mass set to a glass which was dissolved in aqueous sodium carbonate solution. Addition of hydrochloric acid precipitated a white solid which upon drying yielded N-benzyl α-amino ρ-chlorobenzylphosphonic acid, mp 226°-30°, 52 g. ##STR30##

Workup

  1. temperaturewas heated
  2. customhomogeneous at 75°-80° and at 100°-115° reaction
  3. temperaturecommenced raising the temperature to 140°-150°
  4. temperatureUpon cooling the reaction mass
  5. customprecipitated a white solid which
  6. customupon drying

Sources & evidence

ORD record
ord-64854c45cfdc4c1fb7bdbc96a3e5dab6
Source dataset
uspto-grants-1980_11
Patent number
US04235809

Reaction notes

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