Benzoyl chloride → HCID 22126020, compound
Reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.[C:7](Cl)(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>O1CCCC1>[C:7]([N:3]1[CH:4]=[CH:5][N:6]=[C:2]1[CH3:1])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 40 °C
Procedure
8.2 g (0.1 mol) of 2-methylimidazole (a pale yellow solid, 99% pure, m.p. 143°-144° C.) and 50 ml of tetrahydrofuran are placed in a flask. Over a 20 minute period, there is added gradually, with stirring, a solution of 7.0 g (0.05 mol) of benzoyl chloride in 25 ml of tetrahydrofuran. During this period the temperature of the contents of the flask, initially room temperature, rises owing to the exothermic reaction; the temperature of the contents of the flask is maintained at 40° C. by cooling. Stirring is continued, at 40° C., for 10 minutes. Then the mixture is refluxed (at 70° C.) for one hour. An oily layer separates. The mixture is cooled to solidify the oily material and the resulting precipitate is removed by filtration. After removal of tetrahydrofuran by evaporation under vacuum there remains 7.7 g of paste-like crude N-benzoyl 2-methylimidazole.
Workup
- additionOver a 20 minute period, there is added gradually
- waitDuring this period the temperature of the contents of the flask, initially room temperature
- customrises owing to the exothermic reaction
- temperatureby cooling
- stirringStirring
- temperatureThen the mixture is refluxed (at 70° C.) for one hour
- temperatureThe mixture is cooled
- customthe resulting precipitate is removed by filtration
- customAfter removal of tetrahydrofuran
- customby evaporation under vacuum there remains 7.7 g of paste-like crude N-benzoyl 2-methylimidazole
Sources & evidence
- ORD record
- ord-26c118242061418cb236a419e32c22c4
- Source dataset
- uspto-grants-1979_09
- Patent number
- US04167487
Reaction notes
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