HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-[4-(Trifluoromethyl)phenyl]prop-2-enoyl chloride → N-[2-(Isopropyl-methyl-amino)-benzothiazol-6-yl]-3-(4-trifluoromethyl-phenyl)-acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-[4-(Trifluoromethyl)phenyl]prop-2-enoyl chloride | HCID 54269186 | — |
| Reactant | N2-Isopropyl-N2-methyl-benzothiazole-2,6-diamine | HCID 57771707 | — |
| Product | N-[2-(Isopropyl-methyl-amino)-benzothiazol-6-yl]-3-(4-trifluoromethyl-phenyl)-acrylamide | HCID 68771374 | 26% |
Reaction Steps
Prepare according to Method D (Example 17), using 4-trifluoromethylcinnamoyl chloride (526 mg, 2.24 mmol) (Example 17) and N2-isopropyl-N2-methyl-benzothiazole-2,6-diamine (332 mg, 1.50 mmol), to afford the title compound (163 mg, 26%). mass spectrum (m/e): 420.2 [M+H], 418.2 [M−H]. 1H NMR (400 MHz, DMSO-d6): δ 10.30 (s, 1H), 8.25 (d, 1H, J=1.8 Hz), 7.87-7.78 (m, 4H), 7.64 (d, 1H, J=15.8 Hz), 7.43 (dd, 1H, J=8.6, 1.9 Hz), 7.39 (d, 1H, J=8.4 Hz), 6.96 (d, 1H, J=15.4 Hz), 4.32 (m, 1H), 2.97 (s, 3H), 1.22 (d, 6H, J=7.0 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07838543B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-5ead580d5e354b3cbda779bd01bf4a4a |
| Source note | uspto-grants-2010_11 |