HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521652Generated: October 30, 2026
Lawesson's reagent → 6-Bromo-2-thioxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile
https://huagongshe.com/reaction/1521652
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 6-Bromo-2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile | HCID 70977455 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-Bromo-2-thioxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile | HCID 89156054 | — |
Reaction Steps
To a stirred solution of 6-bromo-2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile (145-2; 1.3 g, 0.0052 mol) in toluene (20 mL) was added Lawesson's reagent (2.1 g, 0.0052 mol). Reaction mass was refluxed at 100° C. for 12 h. The reaction mixture was concentrated and directly purified by silica gel column chromatography to obtain title compound. 1H NMR (400 MHz, CDCl3) δ 1H NMR (400 MHz, DMSO-d6) δ 7.612-7.561 (m, 1H), 6.980-6.959 (t, J=8.4 Hz, 1H), 3.779-3.769 (d, J=4 Hz, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09073929B2 |
|---|
| Source dataset | uspto-grants-2015_07 |
|---|
| ORD ID | ord-6c33252167a24270b9f9a223af999235 |
|---|
| Source note | uspto-grants-2015_07 |
|---|