Imidazole → (1H-Imidazol-1-yl)(1-methylcyclopropyl)methanone

HRID 266516Notes

Reaction equation

HRID 266516 reaction equation
[CH3:1][C:2]1([C:5](Cl)=[O:6])[CH2:4][CH2:3]1.[NH:8]1[CH:12]=[CH:11][N:10]=[CH:9]1>C1(C)C=CC=CC=1.O1CCCC1>[CH3:1][C:2]1([C:5]([N:8]2[CH:12]=[CH:11][N:10]=[CH:9]2)=[O:6])[CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 795ImidazoleHCID 127899391-Methylcyclopropane-1-carbonyl chloride

Product 1

HCID 45084280(1H-Imidazol-1-yl)(1-methylcyclopropyl)methanoneYield 91%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-methylcyclopropylcarbonyl chloride (11.8 g) in toluene (15 ml) was added dropwise to a solution of imidazole (13.6 g) in tetrahydrofuran (100 ml) whilst maintaining the temperature below 25° C. The mixture was stirred for 3 hours and filtered. The filtrate was evaporated to dryness to give 1-(1-methylcyclopropylcarbonyl)-imidazole (13.6 g) as a white solid, mp 34°-35° C.

Workup

  1. temperaturewhilst maintaining the temperature below 25° C
  2. filtrationfiltered
  3. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-c0917e93d476446a8a6fd34baee2a500
Source dataset
uspto-grants-1997_07
Patent number
US05650533

Reaction notes

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