HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (2,6-Dichlorophenyl)(2-methyl-1H-imidazol-1-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methylimidazole | HCID 12749 | — |
| Reactant | 2,6-Dichlorobenzoyl chloride | HCID 78392 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2,6-Dichlorophenyl)(2-methyl-1H-imidazol-1-yl)methanone | HCID 13398629 | — |
Reaction Steps
20.5 g of 2-methylimidazole and 25.3 g of triethylamine are dissolved in 200 ml of tetrahydrofuran. To this solution are added dropwise, within 15 minutes at reflux temperature, 52.4 g of 2,6-dichlorobenzoyl chloride (dissolved in 100 ml of tetrahydrofuran). The mixture is refluxed for 30 minutes, and subsequently freed from triethylamine hydrochloride by filtration in vacuo. The filtrate is concentrated to dryness in a rotary evaporator and the residue is recrystallised from 130 ml of acetonitrile. The crystals are filtered off with suction, washed with acetonitrile, and dried at 60° C. in vacuo to thus obtain 46.0 g (72.2% of theory) of the product, m.p. 116°-119° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04436892 |
| Source dataset | uspto-grants-1984_03 |
| ORD ID | ord-6fc4512154f5445b870e4cc707886839 |
| Source note | uspto-grants-1984_03 |