Formic Acid → Formamide, N-(3,4-dichlorophenyl)- (9CI)

HRID 2308084Notes

Reaction equation

HRID 2308084 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH2:5].[CH:10](O)=[O:11]>O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH:5][CH:10]=[O:11]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 72573,4-Dichloroaniline

Product 1

HCID 79612Formamide, N-(3,4-dichlorophenyl)- (9CI)Yield 99%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

3,4-Dichloroaniline (1000.0 g, 6.172 mol) and formic acid (585 g, 12.7 mol) were charged, and the mixture was stirred at 90° C. for 1 hr. Water (1.5 L) was dropwise added with heating, and then the mixture was gradually cooled to allow precipitation of the crystals. The mixture was stirred at room temperature for 30 min., and the crystals were collected by filtration. The crystals were washed with water (1.2 L) and dried in vacuo at 40° C. for 8 hrs. to give the title compound (1160.8 g, yield 99.0%) as pale-brown crystals.

Workup

  1. temperaturewith heating
  2. temperaturethe mixture was gradually cooled
  3. customprecipitation of the crystals
  4. stirringThe mixture was stirred at room temperature for 30 min.
  5. filtrationthe crystals were collected by filtration
  6. washThe crystals were washed with water (1.2 L)
  7. customdried in vacuo at 40° C. for 8 hrs

Sources & evidence

ORD record
ord-9f422d81b8a247a69b436a3aa2234dfa
Source dataset
uspto-grants-2004_12
Patent number
US06833457B1

Reaction notes

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