HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-cyclopropyl-5-(difluoromethyl)-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 23237111 | HCID 23237111 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-cyclopropyl-5-(difluoromethyl)-1H-pyrazole | HCID 7147403 | 76.4% |
Reaction Steps
Intermediate 62 (390 mg, 2.4 mmol) dissolved in ethanol (2 ml), added hydrazine hydrate (0.13 ml, 2.65 mmol) and HCl (0.18 ml). This mixture was refluxed for 3 h. After 3 h, ethanol was removed on rotavapour and work up (H2O/AcOEt) afforded the title compound (290 mg) which was used in the next step without further purification. 1H-NMR (δ ppm, CDCl3, 400 MHz): 12.96 (s, 1H), 6.84 (t, J 54.8, 1H), 6.15 (s, 1H), 1.95-1.87 (m, 1H), 0.99-0.91 (m, 2H), 0.74-0.66 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921364B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-6aa66397e2684a95b363c4ce6e33387f |
| Source note | uspto-grants-2014_12 |