HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetyl isothiocyanate → 1-(4-(2-(Methylsulfinyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorophenyl)-3-(2-phenylacetyl)thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetyl isothiocyanate | HCID 12454157 | — |
| Reactant | 4-(2-(Methylsulfinyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine | HCID 59424528 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-(2-(Methylsulfinyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorophenyl)-3-(2-phenylacetyl)thiourea | HCID 59424574 | 53% |
Reaction Steps
To a suspension of 234 (280 mg, 0.868 mmol) in THF (8 mL) was added 2-phenyl acetyl isothiocyanate (185 mg, 1.04 mmol). The reaction mixture was stirred for 3 hours, concentrated; the solid residue washed with Et2O and dried, to afford title compound 235 (229 mg, 53% yield) as a white-rose solid. 1HNMR: (DMSO-d6) δ (ppm): 12.41(s, 1H), 11.75(s, 1H), 8.54(d, J=5.3 Hz, 1H), 7.98 (s, 1H), 7.96(d, J=13.5 Hz, 1H), 7.48(d, J=5.0 Hz, 2H), 7.30-7.26(m, 2H), 7.26-7.18(m, 3H), 6.69(d, J=5.5 Hz, 1H), 3.25(s, 2H), 2.98(s, 3H). MS (m/z): 500.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470850B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-9cbd8eb6497d476e91503465f7ec3375 |
| Source note | uspto-grants-2013_06 |