Formic Acid → HCID 20378788, compound

HRID 2052123Notes

Reaction equation

HRID 2052123 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH2:10])=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[P:13]([Cl:18])(Cl)(Cl)(Cl)[Cl:14].C(O)=[O:20].Cl>C(Cl)(Cl)(Cl)Cl>[Cl:14][P:13]([Cl:18])([NH:10][C:8](=[O:9])[C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=1)=[O:20]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 120914-NitrobenzamideHCID 24819Phosphorus pentachloride

Product 1

HCID 20378788HCID 20378788, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a suspension of 68 g (0.41 mole) of 4-nitrobenzamide in 400 ml of AR carbon tetrachloride at 48° was added portionwise 85.2 g (0.41 mole) of phosphorus pentachloride. The reaction was heated at 65°-70° for 50 min., then cooled to 25°-30°. Added dropwise while maintaining a temperature of 30°, 19.4 g (0.41 mole) of 97% formic acid. After the evolution of gas (CO and HCl) had ceased the reaction was filtered, washed with AR carbon tetrachloride and air-dried to give 103.2 g, m.p. 134°-135.5°.

Workup

  1. temperatureThe reaction was heated at 65°-70° for 50 min.
  2. temperaturecooled to 25°-30°
  3. additionAdded dropwise
  4. filtrationwas filtered
  5. washwashed with AR carbon tetrachloride
  6. customair-dried
  7. customto give 103.2 g, m.p. 134°-135.5°

Sources & evidence

ORD record
ord-5984fc2a4dfb49d9a938052526091fbc
Source dataset
uspto-grants-1980_01
Patent number
US04182881

Reaction notes

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