HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2,6-Dichloro-4-nitro-phenylsulfanyl)-5-trifluoromethyl-benzothiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3,4,5-Trichloronitrobenzene | HCID 88365 | — |
| Reactant | 5-(trifluoromethyl)-1,3-benzothiazole-2-thiol | HCID 178419087 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2,6-Dichloro-4-nitro-phenylsulfanyl)-5-trifluoromethyl-benzothiazole | HCID 22148831 | 99% |
Reaction Steps
To a solution of 2-mercapto-5-trifluoromethyl-benzothiazole (239) (470 mg, 2.0 mmol) in DMF (20 mL) was added NaH (Aldrich, 60% suspension in hexanes, 80 mg, 2.0 mmol). After the resulting mixture was stirred at ambient temperature for 20 minutes, was added 1,2,3-trichloro-5-nitrobenzene (Acros, 452 mg, 2.0 mmol). The mixture was then heated at 60° C. for 4 hours. After cooled to room temperature, the mixture was poured to water and stirred for 1 hour. The solid product was collected by vacuum filtration to give 258 as a pale yellow solid (840 mg, 99%) which was used in the next reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07626033B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-612508194db0437c8cd099b5e8c22662 |
| Source note | uspto-grants-2009_12 |