HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propargyl alcohol → Pirquinozol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | (3Z)-3-diazo-1H-indol-2-one | HCID 136455454 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Pirquinozol | HCID 135449340 | 55.3% |
Reaction Steps
2.0 g (0.0126 mole) of 3-diazooxindole is dissolved in 22 ml of propargyl alcohol (0.378 mole) and refluxed under nitrogen for 3 hours. The reaction mixture is cooled to room temperature and diluted with 10 volumes of ethyl ether. The solid is filtered, washed with ethyl ether and dried to give 2.0 of product (75% direct yield). Recrystallization from methanol gives 1.5 g of title compound, m.p. 286°-288° (sl. dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04076818 |
| Source dataset | uspto-grants-1978_02 |
| ORD ID | ord-897bc27b97114e3b8275c541eba0b850 |
| Source note | uspto-grants-1978_02 |