HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 3-chloro-1H-quinoxalin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2,3-Dihydroxyquinoxaline | HCID 27491 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-chloro-1H-quinoxalin-2-one | HCID 302705 | — |
Reaction Steps
The quinoxalin-2-one of the present example is prepared with phenyl-1,2-diamine and oxalic acid via the method described in Example 12 to afford the 1,4-Dihydro quinoxaline-2,3-dione. The 1,4-Dihydro quinoxaline-2,3-dione is then treated with SOCl2 in 2.5% DMF:toluene, heated to 130° C., stirred for 2 h, filtered and concentrated to afford the 3-chloro-1H-quinoxalin-2-one in crude form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368452B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-cdea05287180450fb274402783548562 |
| Source note | uspto-grants-2008_05 |