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Formic Acid → N-(2,6-Dimethylphenyl)formamide

HRID 26015
Notes
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Reaction equation

HRID 26015 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[NH2:4].[CH:10](O)=[O:11]>>[CH:10]([NH:4][C:3]1[C:5]([CH3:9])=[CH:6][CH:7]=[CH:8][C:2]=1[CH3:1])=[O:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 284Formic AcidHCID 68962,6-Dimethylaniline

Product 1

HCID 345859N-(2,6-Dimethylphenyl)formamide

Procedure

125 g. of 2,6 dimethyl aniline and 375 ml. of 88% formic acid are mixed in a 1 liter bomb with magnetic stirrer. The temperature (oil bath) is brought to 120° C. The bomb is kept at this temperature for 24 hours. The bomb is then allowed to cool to room temperature and stirring continued for 48 hours. The pressure is released and the mixture is poured into an 800 ml. ice with stirring. The mixture is filtered and the solid washed extensively with water and sucked dry and then dried in vacuo at 90°-95° to give N-formyl-2,6-dimethylaniline (m.p. 163°-164.5° C.).

Workup

  1. customis brought to 120° C
  2. waitcontinued for 48 hours
  3. additionthe mixture is poured into an 800 ml
  4. stirringice with stirring
  5. filtrationThe mixture is filtered
  6. washthe solid washed extensively with water
  7. customsucked dry
  8. customdried in vacuo at 90°-95°

Sources & evidence

ORD record
ord-564ca0035b2b4a059e0434a65463c5bf
Source dataset
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04147804

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes