Hydrochloric Acid → N-Methylformanilide

HRID 1390856Notes

Reaction equation

HRID 1390856 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:9](NC1C=CC=CC=1)=[O:10].[Na].Cl>CO>[CH3:1][N:2]([CH:9]=[O:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7515N-MethylanilineHCID 86736350HCID 86736350, compound

Product 1

HCID 66737N-Methylformanilide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

To the reactor described in Example 1 is charged 107 grams (1.0 mole) of N-methyl aniline, 14 grams (0.1 mole) of sodium formanilide and 150 milliliters of methanol. The autoclave is closed, purged with carbon monoxide and the temperature raised to 100° C. with atmospheric steam. Carbon monoxide is then introduced at 28 kg/cm2 pressure for about 30 minutes. The basic reaction mixture is neutralized with hydrochloric acid and extracted with xylene. Gas liquid chromatographic analysis shows that a high conversion to N-methyl formanilide is obtained.

Workup

  1. customThe autoclave is closed
  2. custompurged with carbon monoxide
  3. additionCarbon monoxide is then introduced at 28 kg/cm2 pressure for about 30 minutes
  4. customThe basic reaction mixture
  5. extractionextracted with xylene
  6. customis obtained

Sources & evidence

ORD record
ord-d262158082704a289cdfb604fdffea36
Source dataset
uspto-grants-1979_02
Patent number
US04140716

Reaction notes

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