Formic Acid → N-(4-chlorophenyl)formamide

HRID 1514357Notes

Reaction equation

HRID 1514357 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH:9](O)=[O:10]>>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][CH:9]=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 78124-Chloroaniline

Product 1

HCID 17475N-(4-chlorophenyl)formamideYield 88%

Procedure

4-Chloroaniline (10 g, 78.4 mmol) and formic acid were heated to reflux for 30 minutes. The reaction mixture was concentrated in vacuo. Water was added and basified with sodium carbonate and extracted with ethyl acetate. The combined organic phases were dried over magnesium sulphate, filtrated and evaporated to give N-(4-chloro-phenyl)-formamide (10.7 g, 88%).

Workup

  1. temperatureto reflux for 30 minutes
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additionWater was added
  4. extractionextracted with ethyl acetate
  5. dry with materialThe combined organic phases were dried over magnesium sulphate
  6. filtrationfiltrated
  7. customevaporated

Sources & evidence

ORD record
ord-2c1aabcd1275451db6168ebd9989e894
Source dataset
uspto-grants-2012_07
Patent number
US08222262B2

Reaction notes

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