HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 528959Generated: October 27, 2026
Ethyl Acetate → 4-chloro-N,N-dipropyl-5-(trifluoromethyl)-1H-pyrazol-3-amine
https://huagongshe.com/reaction/528959
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | N,N-dipropyl-5-(trifluoromethyl)-1H-pyrazol-3-amine | HCID 71062423 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-chloro-N,N-dipropyl-5-(trifluoromethyl)-1H-pyrazol-3-amine | HCID 71062226 | 100.4% |
Reaction Steps
To N,N-dipropyl-5-(trifluoromethyl)-1H-pyrazol-3-amine (250 mg, 1.06 mmol) in DMF (5.3 mL) was added NCS (142 mg, 1.06 mmol). The resulting reaction mixture was stirred at 100° C. for 1 h and then poured into sat. aq. NH4Cl solution and EtOAc (1:1). The organic layer was washed sat. aq. NH4Cl solution (3×), and the combined aqueous layer was extracted with EtOAc (3×). The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo to give the title compound (287 mg, 100%). 1H NMR (CDCl3) δ 3.23-3.14 (m, 4H), 1.59-1.44 (m, 4H), 0.88 (t, J=7.4 Hz, 6H); MS(ESI+) m/z 270.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09346795B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-bca843eab8224bf283ca8175f85c0746 |
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| Source note | uspto-grants-2016_05 |
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