Formic Acid → HCID 53810500, compound

HRID 1415625Notes

Reaction equation

HRID 1415625 reaction equation
[CH2:1]([C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)[CH2:2][CH2:3][CH3:4].[CH:15](O)=[O:16]>O>[CH2:1]([C:5]1[CH:11]=[CH:10][C:8]([NH:9][CH:15]=[O:16])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 77229Benzenamine, 4-butyl-2-nitro-

Product 1

HCID 53810500HCID 53810500, compoundYield 69.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-n-Butyl-2-nitroaniline (25-g; 0.13 mole) and formic acid (25 g; 0.54 mole) were mixed together at laboratory temperature and the mixture was then refluxed for forty minutes. After cooling to laboratory temperature the clear solution was poured into water (500 ml) and the orange solid which separated was filtered off, washed with water, dried and crystallised from light petroleum (b.p. 60°-80° C.) to give 5-n-butyl-2-formamido-1-nitrobenzene (20 g), m.p. 72°-73° C.

Workup

  1. temperaturethe mixture was then refluxed for forty minutes
  2. temperatureAfter cooling to laboratory temperature the clear solution
  3. customthe orange solid which separated
  4. filtrationwas filtered off
  5. washwashed with water
  6. customdried
  7. customcrystallised from light petroleum (b.p. 60°-80° C.)

Sources & evidence

ORD record
ord-c0bcac7ecf774de381b085240ff70529
Source dataset
uspto-grants-1977_01
Patent number
US04005217

Reaction notes

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