HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → 5-(3-Chlorophenyl)-3,3-diethyl-1,3-dihydro-2H-indole-2-thione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 5-(3-Chloro-phenyl)-3,3-diethyl-1,3-dihydro-indol-2-one | HCID 9948246 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-(3-Chlorophenyl)-3,3-diethyl-1,3-dihydro-2H-indole-2-thione | HCID 9926926 | — |
Reaction Steps
The title compound was prepared from 5-(3-chloro-phenyl)-3,3-diethyl-1,3-dihydro-indol-2-one compound (100 mg) and Lawesson's reagent (100 mg) in toluene (10 ml) at reflux, according to General Procedure A, to afford the product (0.023 g) as a yellow solid: 1H NMR (DMSO-d6) δ 12.73 (br s, 1H), 7.77 (t, 1H, J=1.8 Hz), 7.75 (d, 1H, J=1.6 Hz), 7.68–7.62 (m, 2H), 7.48 (t, 1H, J=7.9 Hz), 7.40 (d, 1H, J=8.3 Hz), 7.09 (d, 1H, J=8.1 Hz), 2.07–2.00 (m, 2H), 1.86–1.79 (m, 2H) and 0.37 (t, 6H, J=7.3 Hz): MS ((−)-APCI) m/z 314/316 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07091234B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-b2ba3a136dae496caa6ed5d95948979f |
| Source note | uspto-grants-2006_08 |