HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl Mercaptan → 4-Allylsulfanylmethyl-6-(2-nitrophenyl)-2,2-dimethyl-1,2-dihydroquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl Mercaptan | HCID 13367 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | (2-Nitrophenyl)boronic acid | HCID 2773548 | — |
| Reactant | 6-Bromo-2,2,4-trimethyl-1,2-dihydroquinoline | HCID 10729464 | — |
| Reactant | Trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester | HCID 20760320 | — |
| Product | 4-Allylsulfanylmethyl-6-(2-nitrophenyl)-2,2-dimethyl-1,2-dihydroquinoline | HCID 10021826 | — |
Reaction Steps
6-Bromo-2,2,4-trimethyl-1,2-dihydroquinoline was coupled with 2-nitrophenylboronic acid using the procedure described in Example 7 for trifluoromethanesulfonic acid 2,2,4-trimethyl-1,2-dihydroquinolin-6-yl ester. The resulting intermediate was brominated with NBS, followed by the coupling reaction with allyl mercaptan as described in Example 7, to provide 15 mg of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06858627B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-620b59c3289f49d2a64264d11b6dd951 |
| Source note | uspto-grants-2005_02 |