Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | HCID 53840358 | HCID 53840358 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 44295520 | HCID 44295520 | 29.9% |
Reaction Steps
A mixture of 2-[3-(4-fluorophenyl)-thioureido]-acetamide (9.1 g) and ethyl iodide (12.5 g) was heated at reflux in ethanol (200 mL) for 4 hours. The solvent was evaporated. The residue was dissolved in ethyl acetate (500 mL) then washed with water. The organic phase was extracted with 2N HCl (2×400 mL). The acid extract was made basic with 5% sodium bicarbonate solution. The precipitate was collected by filtration and dried. Crystallization from diethyl ether afforded the title compound (2.85 g) as an off-white solid, m.p. 114°-115° C. Anal. Calcd. for. C11H11F N2O S: C, 55.45; H, 4.65; N, 11.76. Found: C, 55.17; H, 4.54; N, 11.81. Mass spectrum (EI, M.+) m/z 238. 1H-NMR (DMSO-d6 ; 400 MHz) δ7.32-7.39 (m, 4H), 4.30 (s, 2H), 3.07 (q, 2H), and 1.28 ppm (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05599829 |
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| Source dataset | uspto-grants-1997_02 |
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| ORD ID | ord-0deb947b20bd4ccf99bb7d2dd29b67e6 |
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| Source note | uspto-grants-1997_02 |
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