Imidazole → HCID 23445066, 화합물

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[H-].[Na+].[NH:3]1[CH:7]=[CH:6][N:5]=[CH:4]1.ClC[C:10]1[CH:11]=[N:12][N:13]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=2)[CH:14]=1.[CH3:23]N(C=O)C>>[Cl:22][C:17]1[CH:16]=[C:15]([N:13]2[CH:14]=[C:10]([N:3]3[CH:7]=[CH:6][N:5]=[CH:4]3)[C:11]([CH3:23])=[N:12]2)[CH:20]=[CH:19][C:18]=1[Cl:21]

참가 물질

반응물 4

HCID 795Imidazole

HCID 6228Dimethylformamide

HCID 24758Sodium hydride

HCID 234450154-chloromethyl-1-(3,4-dichloro-phenyl)-1H-pyrazole

생성물 1

HCID 23445066HCID 23445066, 화합물수율 41%

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온도: 60 °C

실험 절차

Sodium hydride (0.24 g of a 55% dispersion in mineral oil, 5.5 mmol) was slowly added to a solution of imidazole (0.19 g, 2.8 mmol) in DMF (15 ml). After 30 min at 60° C. the mixture was cooled in an ice bath and 4-chloromethyl-1-(3,4-dichloro-phenyl)-1H-pyrazole (0.50 g, 1.9 mmol) was added in one portion. The resulting mixture was stirred for 1 h at 20° C. After evaporation of the solvent the residue was dissolved in AcOEt, washed with H2O, dried (Na2SO4) and chromatographed [silica, elution with gradient CH2Cl2 to 30% (CH2Cl2/MeOH/aq. NH4OH=90:10:1)] to obtain 0.23 g (41%) of the title compound. Mp. 103-104° C. (iPr2O), MS: m/e=293(M+H+)