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

HRID 1826236Notes

Reaction equation

HRID 1826236 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-5ede5ded8e8e4f41bcc5b7b132d2f6c8
Source dataset
uspto-grants-2006_05
Patent number
US07049441B2

Reaction notes

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