HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methane → HCID 178437855, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | 4-Nitrobenzaldehyde | HCID 541 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | 5-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamide | HCID 22449352 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178437855 | HCID 178437855 | 17% |
Reaction Steps
A mixture of 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (2.0 g, 9 mmol) , 4-nitrobenzaldehyde (2.04 g, 13.5 mmol), methanesulfonic acid (0.25 ml) and xylenes (50 ml) was heated at reflux overnight, followed by an additional 6 hours. Ethanol (200 ml) was added to the reaction mixture, which was then refluxed and then treated with DARCO®. The reaction mixture was filtered, concentrated to 100 ml and then cooled. Yellow needles formed, which were collected by filtration and washed with ether to afford 0.53 g (17%) of 1-cyclopentyl-3-ethyl-6-(4-nitrophenyl)pyrazolo [3,4-d]pyrimidin-4-one, m.p. 321°-323° C. (dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05736548 |
| Source dataset | uspto-grants-1998_04 |
| ORD ID | ord-3c71b29a38ad43ada94ebc535c03592d |
| Source note | uspto-grants-1998_04 |