HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 5-Hydroxy-1H-pyrazole-3-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | (E)-2-Hydrazino-but-2-enedioic acid dimethyl ester | HCID 55298578 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 5-Hydroxy-1H-pyrazole-3-carboxylic acid methyl ester | HCID 178498602 | 69.4% |
Reaction Steps
To a solution of (E)-2-hydrazino-but-2-enedioic acid dimethyl ester (500 mg, 2.87 mmol) in xylene (10 mL) was added para-toluenesulfonic acid (45 mg, 0.24 mmol) and the resulting mixture heated at reflux for 4 h. After cooling to room temperature the mixture was stirred overnight and the resulting solid was filtered off and dried to afford the title compound (283 mg, 69%) as a white solid after trituration with dichloromethane. MS: m/e=141.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163728B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-d53b57aa740841bf8a551917fb077ad4 |
| Source note | uspto-grants-2012_04 |