Formic Acid → Phosphoramidic dichloride, (2,4-dimethylbenzoyl)-

HRID 2052147Notes

Reaction equation

HRID 2052147 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[P:12]([Cl:17])(Cl)(Cl)(Cl)[Cl:13].C(O)=[O:19]>C(Cl)(Cl)(Cl)Cl>[Cl:13][P:12]([Cl:17])([NH:6][C:4](=[O:5])[C:3]1[CH:7]=[CH:8][C:9]([CH3:11])=[CH:10][C:2]=1[CH3:1])=[O:19]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 24819Phosphorus pentachlorideHCID 128623922,4-Dimethylbenzamide

Product 1

HCID 20378778Phosphoramidic dichloride, (2,4-dimethylbenzoyl)-

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A suspension of 29 g (0.19 mole) of 2,4-dimethylbenzamide, 40.5 g (0.19 mole) of phosphorus pentachloride and 300 ml of AR carbon tetrachloride was heated at 70° for 30 min. The solution was cooled to 30° and 9.2 g (0.19 mole) of 97% formic acid added dropwise. Stirring was continued for another 20 min., then the product was collected by filtration, washed with AR carbon tetrachloride and air-dried to give 30.5 g, m.p. decomposes upon standing.

Workup

  1. temperaturewas heated at 70° for 30 min
  2. temperatureThe solution was cooled to 30°
  3. filtrationthe product was collected by filtration
  4. washwashed with AR carbon tetrachloride
  5. customair-dried
  6. customto give 30.5 g

Sources & evidence

ORD record
ord-45faefd2ac33440580bf65e96fdab2d7
Source dataset
uspto-grants-1980_01
Patent number
US04182881

Reaction notes

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