Acetyl chloride → HCID 13058841, compound

HRID 280753Notes

Reaction equation

HRID 280753 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([CH3:7])[N:6]=1.[C:8](Cl)(=[O:10])[CH3:9]>C(Cl)(Cl)Cl.C1(C)C=CC=CC=1>[C:8]([N:3]1[CH:4]=[C:5]([CH3:7])[N:6]=[C:2]1[CH3:1])(=[O:10])[CH3:9]

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 178430880HCID 178430880, compound

Product 1

HCID 13058841HCID 13058841, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6212ChloroformSolvent

Procedure

A solution of 9.6 g (0.10 M) of 2,4-dimethylimidazole in 50 ml of chloroform and 50 ml of toluene was stirred at room temperature and 3.6 ml (0.05 M) of acetyl chloride was added via syringe over 1 minute. The mixture was stirred at room temperature for 2 hours, then the mixture was filtered to remove insoluble solids, and the filtrate concentrated leaving 6.9 g (100%) of 1-acetyl-2,4-dimethylimidazole as a white crystalline solid: nmr (CDC3) (δ): 7.00 (s, 1H); 2.68 (s, 3H); 2.57 (s, 3H); 2.21 (s, 3H).

Workup

  1. filtrationthe mixture was filtered
  2. customto remove insoluble solids
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-6e71fa3d8ad541b3917b3a6de9361c7f
Source dataset
uspto-grants-1986_05
Patent number
US04590299

Reaction notes

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