HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (3-methoxyphenyl)-(2-methylsulfanyl-4,5-dihydroimidazol-1-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | m-Anisoyl chloride | HCID 74374 | — |
| Reactant | 1H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1) | HCID 12221228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3-methoxyphenyl)-(2-methylsulfanyl-4,5-dihydroimidazol-1-yl)methanone | HCID 3413160 | — |
Reaction Steps
To a solution of 2-methylsulfanyl-4,5-dihydro-1H-imidazole hydroiodide (1.22 g, 1.0 equiv) in CH2Cl2 (25 mL) under an atmosphere of argon at 0° C. was added triethylamine (1.5 mL, 2.2 equiv) and then 3-methoxybenzoyl chloride (0.78 mL, 1.1 equiv) dropwise. Thereaction mixture was allowed to warm to room temperature and stir for 24 hr. After concentration, the resulting residue was diluted with EtOAc (50 mL) and hexane (50 mL). The mixture was filtered and then the filtrate concentrated and dried under vacuum to give a quantitative yield of (3-methoxyphenyl)-(2-methylsulfanyl-4,5-dihydroimidazol-1-yl)-methanone which was used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375125B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-31cd2216a90643b8bc3a3fbee37cace5 |
| Source note | uspto-grants-2008_05 |