Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | HCID 86677608 | HCID 86677608 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67360227 | HCID 67360227 | 89% |
Reaction Steps
1.51 g (1 mol equiv.) 3-Ethyl-4,5-dihydro-pyrazole-1-carbothioic acid ethylamide was dissolved in 30 mL methanol, 5.1 mL (10 mol equiv.) iodomethane was added and the reaction mixture was heated at 50° C. for 1 hour. Volatiles were removed in vacuo. The residue was taken up in DCM and extracted with 5% aqueous NaHCO3. The organic layer was washed twice with water, dried over Na2SO4, filtered and evaporated to dryness to give 1.44 g (89%) 3,N-diethyl-4,5-dihydro-pyrazole-1-carboximidothioic acid methyl ester. 1H NMR (400 MHz, CDCl3) δ 1.12-1.21 (m, 6H), 2.39 (q, J=7.4 Hz, 2H), 2.48 (s, 3H), 2.70 (t, J=9.7 Hz, 2H), 3.52 (q, J=7.2 Hz, 2H), 3.75 (t, J=9.7 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422244B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-743ea9c5b3284cc98dcc3a5c65b71a27 |
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| Source note | uspto-grants-2016_08 |
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