HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(4-Iodo-1H-pyrazol-1-yl)ethan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Iodopyrazole | HCID 77022 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-Iodo-1H-pyrazol-1-yl)ethan-1-one | HCID 15366525 | 91% |
Reaction Steps
Acetyl chloride (38.2 mL, 1.07 equiv) and triethylamine (86 mL, 1.2 equiv) were added at 0° C. to a solution of 4-iodo-1H-pyrazole (100 g, 0.515 mol) in dichloromethane (1 L). The mixture was stirred overnight at room temperature. The reaction mixture was poured into water. The aqueous layer was extracted with dichloromethane. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate (Na2SO4), and filtered. The residue obtained by concentration was purified by silica gel column chromatography (Hexane/EtOAc 20:1 to 1:1) to give N-acetyl 4-iodo-1H-pyrazole as a solid (110 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957066B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-ddddfcb7cfc44c269a57bd11b8bc8511 |
| Source note | uspto-grants-2015_02 |