Formic Acid → Formanilide

HRID 1448748Notes

Reaction equation

HRID 1448748 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:8](O)=[O:9]>>[CH:8]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:9]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 6115Aniline

Product 1

HCID 7671Formanilide

Procedure

There are gradually added 58.8 parts by weight of formic acid (97%) to 113.0 parts by weight of aniline while maintaining a temperature of 90°±5° C. After completion of the addition, the mixture is heated at refluxing temperatures for about 25±5 minutes and finally heated to a pot temperature of 170°±5° C. The distillate collected consists of 27.0 parts by weight of water and a very small amount of formic acid (maximum 0.3 parts by weight). To the product in the pot, comprising 142.7 parts by weight of formanilide and 2.2±0.3 parts by weight of aniline, 75.0 parts by weight of xylene is added.

Workup

  1. temperaturewhile maintaining a temperature of 90°±5° C
  2. additionAfter completion of the addition
  3. temperaturethe mixture is heated
  4. temperatureat refluxing temperatures for about 25±5 minutes
  5. temperaturefinally heated to a pot temperature of 170°±5° C
  6. distillationThe distillate collected
  7. additionis added

Sources & evidence

ORD record
ord-0fe06b55afcd46418abfc67caa3e06bc
Source dataset
uspto-grants-1980_02
Patent number
US04187248

Reaction notes

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