Formic Acid → HCID 20399680, compound

HRID 1283968Notes

Reaction equation

HRID 1283968 reaction equation
C(O[C:5](=[O:7])C)(=O)C.C(O)=O.[N+:11]([C:14]1[CH:15]=[C:16]([CH:18]=[C:19]([N+:21]([O-:23])=[O:22])[CH:20]=1)[NH2:17])([O-:13])=[O:12]>O>[N+:11]([C:14]1[CH:15]=[C:16]([CH:18]=[C:19]([N+:21]([O-:23])=[O:22])[CH:20]=1)[NH:17][CH:5]=[O:7])([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 120683,5-Dinitroaniline

Product 1

HCID 20399680HCID 20399680, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Acetic anhydride (6.0 ml.) was added to formic acid (98- 100% w/v; 24.0 ml.) with swirling and cooling and the mixture was allowed to stand at room temperature for 30 minutes. 3,5-Dinitroaniline (6.0 g.) was then added. The reaction mixture was warmed for 5 minutes on the steam bath and allowed to stand for 40 minutes, allowing it to cool to room temperature. Water (100 ml.) was added, and the precipitate was filtered off and dried. Crystallisation from a mixture of petroleum ether (b.p. 60°-80°C.) and ethyl acetate (2:1 by volume) gave 3',5'-dinitroformanilide (4.1 g.), m.p. 121°-123°C.

Workup

  1. temperaturecooling
  2. temperatureThe reaction mixture was warmed for 5 minutes on the steam bath
  3. waitto stand for 40 minutes
  4. filtrationthe precipitate was filtered off
  5. customdried
  6. customCrystallisation
  7. additionfrom a mixture of petroleum ether (b.p. 60°-80°C.) and ethyl acetate (2:1 by volume)

Sources & evidence

ORD record
ord-0e0dfa8f92fe460bbd1865bf78a3005f
Source dataset
uspto-grants-1976_08
Patent number
US03976786

Reaction notes

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