Phosphorus pentachloride → 4-Chloro-3-nitropyridine

HRID 324683

Reaction equation

HRID 324683 reaction equation
O[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].P(Cl)(Cl)(Cl)(Cl)[Cl:12]>C(Cl)(Cl)Cl.C(O)C>[Cl:12][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 178526806HCID 178526806, compound

Product 1

HCID 27357814-Chloro-3-nitropyridine

Reagents, catalysts & solvents 1

HCID 21889567Chloroform ethanolSolvent

Procedure

4-Chloro-3-nitropyridine was prepared from 4-hydroxy-3-nitropyridine(25 g, 0.179M), phosphorus pentachloride(40 g, 0.192M) and 1 mL of phosphorous oxytrichloride. The mixture was heated at 120° for 1 hour. The reaction mixture was diluted with chlorform/ethanol mixture(9/1) and the precipitate was filtered to afford desired. (mp. 153-154° C.)

Workup

  1. temperatureThe mixture was heated at 120° for 1 hour
  2. filtrationwas filtered
  3. customto afford

Sources & evidence

ORD record
ord-6e835364453d44a4bcae929f8f059cf4
Source dataset
uspto-grants-2001_04
Patent number
US06218539B1

Linked notes

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