Phosphorus pentachloride → HCID 13172332, compound

HRID 1863491Notes

Reaction equation

HRID 1863491 reaction equation
[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([Cl:14])[C:8]([N+:15]([O-:17])=[O:16])=[CH:7][C:3]=1[C:4](O)=[O:5].P(Cl)(Cl)(Cl)(Cl)[Cl:19]>>[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([Cl:14])[C:8]([N+:15]([O-:17])=[O:16])=[CH:7][C:3]=1[C:4]([Cl:19])=[O:5]

Participants

3

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 964972,4-Dichloro-3,5-dinitrobenzoic acid

Product 1

HCID 13172332HCID 13172332, compound

Procedure

A mixture of 75.0 g. (0.2669 mole) of 2,4-dichloro-3,5-dinitrobenzoic acid and 55.59 g. (0.2669 mole) of phosphorus pentachloride is heated at reflux for ninety minutes and cooled to room temperature. The phosphorus oxychloride is distilled off in vacuo. The residue is recrystallized from cyclohexane to yield 75.9 gm. (95%) of yellow needles melting at 99°-101°.

Workup

  1. additionA mixture of 75.0 g
  2. temperatureat reflux for ninety minutes
  3. distillationThe phosphorus oxychloride is distilled off in vacuo
  4. customThe residue is recrystallized from cyclohexane
  5. customto yield 75.9 gm

Sources & evidence

ORD record
ord-52ebf5a208fc41fc9422f8573d45242f
Source dataset
uspto-grants-1979_09
Patent number
US04169153

Reaction notes

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