HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylphenylhydrazine monohydrochloride → 1-(4-Methylphenyl)pyrazolidin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylphenylhydrazine monohydrochloride | HCID 12504 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Propanoyl chloride, 3-bromo- | HCID 84944 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-Methylphenyl)pyrazolidin-3-one | HCID 1913485 | 19,455.801% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
10 g of p-tolylhydrazine hydrochloride are dissolved in 100 ml of anhydrous CH2Cl2. The solution is cooled to 0° C. and 19 ml of DBU and then 6.5 mg of 3-bromopropionyl chloride are added. The mixture is stirred at ambient temperature for one hour. The reaction medium is poured onto water, extraction is carried out with CH2Cl2 and then purification is carried out by chromatography on a silica column eluted with an AcOEt/petroleum ether (v/v; 50/50) mixture. 1.3 g of crystals are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07390818B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-e0d1fe6a07a74c78a3121edd965e5815 |
| Source note | uspto-grants-2008_06 |