Acetonitrile → 1-(1-Chlorocyclopropyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one

Reaction equation

Cl[CH2:2][C:3]([C:5]1([Cl:8])[CH2:7][CH2:6]1)=[O:4].C(=O)([O-])[O-].[K+].[K+].N1C=[CH:18][N:17]=[N:16]1.[C:20](#[N:22])C>>[Cl:8][C:5]1([C:3](=[O:4])[CH2:2][N:17]2[CH:18]=[N:22][CH:20]=[N:16]2)[CH2:7][CH2:6]1

Participants

Reactant 4

HCID 6342Acetonitrile2×

HCID 11430Potassium Carbonate

HCID 11062580Ethanone, 2-chloro-1-(1-chlorocyclopropyl)-

HCID 178418936HCID 178418936, compound

Product 1

HCID 143483801-(1-Chlorocyclopropyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-oneYield 51%

Procedure

100 g (0.66 mol) of 1-chloro-cyclopropyl chloromethyl ketone in 80 ml of acetonitrile are added dropwise to a refluxing suspension of 83 g (0.6 mol) of potassium carbonate and 58 g (0.84 mol) of triazole in 330 ml of acetonitrile. The mixture is refluxed for 8 hours and then filtered off with suction and concentrated. The residue is taken up in ethyl acetate/toluene, and the mixture is washed with water, dried over sodium sulphate and concentrated. The subsequent purification by column chromatography in which dichloromethane was used as the mobile phase gave 62 g (51% of theory) of 1-(1-chlorocyclopropyl)-2-(1,2,4-triazol-1-yl)-ethan-1-one.