Formic Acid → HCID 20378776, compound

HRID 2052130Notes

Reaction equation

HRID 2052130 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[CH:5][CH:4]=1)#[N:2].[P:12]([Cl:17])(Cl)(Cl)(Cl)[Cl:13].Cl.C(O)=[O:20]>C(Cl)(Cl)(Cl)Cl>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH:9][P:12]([Cl:17])([Cl:13])=[O:20])=[O:8])=[CH:5][CH:4]=1)#[N:2]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 24819Phosphorus pentachlorideHCID 76427p-Cyanobenzamide

Product 1

HCID 20378776HCID 20378776, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A suspension of 18.1 g (0.12 mole) of 4-cyanobenzamide, 25.8 g (0.12 mole) of phosphorus pentachloride and 250 ml of AR carbon tetrachloride was stirred and heated at 70° until the HCl gas evolution had subsided; ca. 25 min. The solution was cooled to 30° and 5.9 g (0.12 mole) of 97% formic acid was added while maintaining a temperature of 30°. After stirring for 30 min., the product was collected, washed with AR carbon tetrachloride and dried to give 52 g, m.p. shrinks 162°-165°, darkens 218°, decomposes >300°.

Workup

  1. customca. 25 min
  2. temperatureThe solution was cooled to 30°
  3. temperaturewhile maintaining a temperature of 30°
  4. stirringAfter stirring for 30 min.
  5. customthe product was collected
  6. washwashed with AR carbon tetrachloride
  7. customdried
  8. customto give 52 g
  9. customshrinks 162°-165°
  10. customdarkens 218°
  11. customdecomposes >300°

Sources & evidence

ORD record
ord-d718bb69953e4c0da6fbf93498be1588
Source dataset
uspto-grants-1980_01
Patent number
US04182881

Reaction notes

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