Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | HCID 22605448 | HCID 22605448 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Pd barium sulfate | HCID 16218511 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 79382-71-1 | HCID 20514100 | 92% |
Reaction Steps
Using the method of Rosenmund, 88 g of the above 3-methyl-1-(4-chloroformylphenyl)pyrazole are hydrogenated with hydrogen at 140° C. in 900 ml of xylene with the addition of 0.23 g of thiourea and 9 g of Pd/BaSO4 (5%). After cooling to 80° C. and removing the catalyst by filtration, the xylene solution is evaporated to dryness and the precipitated product is recrystallised from a mixture of hexane and toluene, affording 68.3 g of 3-methyl-1-(4-formylphenyl)pyrazole in the form of pale yellow crystals with a melting point of 96°-98° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04366189 |
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| Source dataset | uspto-grants-1982_12 |
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| ORD ID | ord-21a605f30a4340f9ac905c4f5f2c5dc2 |
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| Source note | uspto-grants-1982_12 |
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