Formic Acid → HCID 20378762, compound

HRID 2052132Notes

Reaction equation

HRID 2052132 reaction equation
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([NH2:11])=[O:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[P:14]([Cl:19])(Cl)(Cl)(Cl)[Cl:15].Cl.C(O)=[O:22]>C(Cl)(Cl)(Cl)Cl>[Cl:15][P:14]([Cl:19])([NH:11][C:9](=[O:10])[C:8]1[CH:7]=[CH:6][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:13][CH:12]=1)=[O:22]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 24819Phosphorus pentachlorideHCID 92014p-(tert-Butyl)benzamide

Product 1

HCID 20378762HCID 20378762, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 75 g (0.42 mole) of 4-tert-butylbenzamide, 88.1 g (0.42 mole) of phosphorus pentachloride and 750 ml of AR carbon tetrachloride was heated at 70° until the evolution of HCl had nearly ceased. The reaction was cooled to 30° and 19.5 g (0.42 mole) of 97% formic acid, added dropwise. After the 20 min. addition, it was chilled to 0°, filtered, washed with AR carbon tetrachloride and air-dired to give 82 g, m.p. 110°-111°.

Workup

  1. temperatureThe reaction was cooled to 30°
  2. additionAfter the 20 min. addition, it
  3. temperaturewas chilled to 0°
  4. filtrationfiltered
  5. washwashed with AR carbon tetrachloride
  6. customair-dired to give 82 g, m.p. 110°-111°

Sources & evidence

ORD record
ord-330b43781c28486e86da18418eaf882f
Source dataset
uspto-grants-1980_01
Patent number
US04182881

Reaction notes

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