Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Dimethyl N-cyanodithioiminocarbonate | HCID 66289 | — |
| Reactant | HCID 22941422 | HCID 22941422 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178503890 | HCID 178503890 | 54.1% |
Reaction Steps
To a solution of 4-[1-(R)-(3,4 bis(difluoromethoxy)phenyl)-2-(4-pyridinyl)ethyl]aniline (1.8 g, 4.4 mmol) in ethanol (20 ml) at room temperature was added dimethylcyanodithioimidocarbonate (1.3 g, 8.9 mmol). The mixture was heated at 70° for 72 h, cooled and the solvent removed in vacuo to give a yellow foam. The foam was subjected to flash chromatography (SiO2 ; eluant ethyl acetate) to give the title compound as a yellow foam (1.2 g). 1Hnmr (300 MHz, CDCl3) δ 2.46 (3H, s), 3.30 (2H, d, J 7.98 Hz), 4.23 (1H, t, J 7.84 Hz), 6.46 (1H, t, J 73.58 Hz), 6.48 (1H, t, J 73.51 Hz), 6.90 (2H, d, J 6.0 Hz), 7.02 (1H, d, J 8.38 Hz), 7.06 (1H, br), 7.16 (1H, d, J 3.0 Hz), 7.16 (1H, d, J 3.0 z), 7.18-7.25 (3H, c), 8.10 (1H, br) and 8.40 (2H, d, J 6.03 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05859034 |
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| Source dataset | uspto-grants-1999_01 |
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| ORD ID | ord-2318036704c447deb01ed7f60fbeab96 |
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| Source note | uspto-grants-1999_01 |
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