HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 69328147, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Pyrazole-4-carboxylic acid | HCID 3015937 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69328147 | HCID 69328147 | 70% |
Reaction Steps
To a suspension of 1H-pyrazole-4-carboxylic acid (50 g, 446 mmol) in 500 mL of DMF are added para-toluenesulfonic acid (8.48 g, 44 mmol) and DHP (132 mL, 1561 mmol). The reaction medium turns yellow and then black after stirring at room temperature for 20 hours. The reaction mixture is poured into saturated aqueous NaHCO3 solution and extracted with EtOAc. The aqueous phase is acidified to pH 3 by adding 6M hydrochloric acid solution. The precipitate formed is filtered off and washed with water and then dried under vacuum at 50° C. to give 61.2 g of a white powder (yield: 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169246B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-0e1c9c45acb743c7a4cb1c5c3580f81d |
| Source note | uspto-grants-2015_10 |