HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosgene → 5-(1-Methylcyclopropyl)-1,3,4-oxadiazol-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | 1-Methylcyclopropanecarbohydrazide | HCID 10749157 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(1-Methylcyclopropyl)-1,3,4-oxadiazol-2(3H)-one | HCID 12787077 | 103.8% |
Reaction Steps
A solution containing 54.0 g (0.385 mol) of 1-methylcyclopropanecarboxylic acid hydrazide (m.p. 72°-74°) and 90 g (0.9 mol) of phosgene in 1000 ml of ethyl acetate was refluxed for 2 hours. The reaction mixture was concentrated on a rotary evaporator. The residual solid crystallized from ether-hexane (1:5) to give 56.0 g (85%) of product as a white crystalline solid; m.p. 77°-78°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04174958 |
| Source dataset | uspto-grants-1979_11 |
| ORD ID | ord-118fff3a23b24e8192858689a85cfc78 |
| Source note | uspto-grants-1979_11 |