HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl isothiocyanate → HCID 86677608, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl isothiocyanate | HCID 10966 | — |
| Reactant | 1H-Pyrazole, 3-ethyl-4,5-dihydro- | HCID 558149 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86677608 | HCID 86677608 | 65% |
Reaction Steps
1.25 g (1 mol equiv.) 3-Ethyl-4,5-dihydro-1H-pyrazole (synthesized as described in WO 2008/034863) and 1.45 ml (1.3 mol equiv.) ethyl isothiocyanate were added to 10 mL ethanol. The reaction mixture was refluxed for 5 hours, silica gel was added and volatiles were removed in vacuo. Purification by flash chromatography on silica gel (Et2O:PA=1:1) afforded 1.54 g (65%) 3-ethyl-4,5-dihydro-pyrazole-1-carbothioic acid ethylamide. 1H NMR (400 MHz, CDCl3) δ 1.18 (t, J=7.5 Hz, 3H), 1.25 (t, J=7.2 Hz, 3H), 2.38 (q, J=7.5 Hz, 2H), 2.83 (t, J=9.9 Hz, 2H), 3.63-3.72 (m, 2H), 4.19 (t, J=9.9 Hz, 2H), 7.06 (br.s., 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422244B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-4623c21889f245c490c8bc00bb6bc209 |
| Source note | uspto-grants-2016_08 |