Acetic Anhydride → HCID 12797183, compound

HRID 581931Notes

Reaction equation

HRID 581931 reaction equation
[CH3:1][C:2]1[N:3]([C:7]2[CH:8]=[C:9]([CH:11]=[CH:12][CH:13]=2)[NH2:10])[CH:4]=[CH:5][N:6]=1.[C:14](OC(=O)C)(=[O:16])[CH3:15].[OH-].[Na+]>O>[C:14]([NH:10][C:9]1[CH:11]=[CH:12][CH:13]=[C:7]([N:3]2[CH:4]=[CH:5][N:6]=[C:2]2[CH3:1])[CH:8]=1)(=[O:16])[CH3:15]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 127971393-(2-Methyl-1H-imidazol-1-yl)aniline

Product 1

HCID 12797183HCID 12797183, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(2-Methylimidazol-1-yl)aniline (11 g, 63.6 mmol) is added in portions to acetic anhydride (100 ml) at ambient temperature. After stirring for 1 hour the mixture is poured into water (300 ml). The resulting solution is cooled in an ice-bath and rendered alkaline with aqueous sodium hydroxide (12M). The product is filtered off, washed thoroughly with water and dried to yield 2j (12.3 g, 97%). Mp 238-240° C.

Workup

  1. temperatureThe resulting solution is cooled in an ice-bath
  2. filtrationThe product is filtered off
  3. washwashed thoroughly with water
  4. customdried

Sources & evidence

ORD record
ord-ca98cf5ea6cd43c695501570284bf073
Source dataset
uspto-grants-1999_07
Patent number
US05922724

Reaction notes

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