Formic Acid → HCID 20283629, compound

HRID 462647Notes

Reaction equation

HRID 462647 reaction equation
[Cl:1][CH:2]([Cl:6])[C:3]([NH2:5])=[O:4].[P:7]([Cl:12])(Cl)(Cl)(Cl)[Cl:8].C(O)=[O:14]>C(Cl)(Cl)(Cl)Cl>[Cl:8][P:7]([Cl:12])([NH:5][C:3](=[O:4])[CH:2]([Cl:6])[Cl:1])=[O:14]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 126942,2-DichloroacetamideHCID 24819Phosphorus pentachloride

Product 1

HCID 20283629HCID 20283629, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A reaction mixture consisting of 2,2-dichloroacetamide (6.4 g, 50 mmol), phosphorus pentachloride (10.4 g, 50 mmol), and carbon tetrachloride (50 mL) was stirred under nitrogen while heated at reflux for 30 minutes. A clear solution resulted, which was cooled to room temperature. Formic acid (1.9 mL, 50 mmol) was added dropwise with stirring, and formation of a white precipitate was observed. The stirring was continued for 1 hour at ambient temperature. The white solid was separated by filtration, rinsed with carbon tetrachloride, and dried in vacuum over phosphorus pentoxide at ambient temperature. A yield of 10 g (82%) of N-(dichlorophosphinyl)-2,2-dichloroacetamide was obtained.

Workup

  1. temperaturewhile heated
  2. temperatureat reflux for 30 minutes
  3. customA clear solution resulted
  4. stirringwith stirring
  5. customThe white solid was separated by filtration
  6. washrinsed with carbon tetrachloride
  7. dry with materialdried in vacuum over phosphorus pentoxide at ambient temperature

Sources & evidence

ORD record
ord-829e607fdc6d4cdf9a2fffde99dfb037
Source dataset
uspto-grants-1985_05
Patent number
US04517003

Reaction notes

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