HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-chloro-2-methyl-N-[4-methyl-5-(2,2,2-trichloroethyl)-1,3-thiazol-2-yl]benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Chloro-2-methylbenzenesulfonyl chloride | HCID 522734 | — |
| Reactant | 4-Methyl-5-(2,2,2-trichloroethyl)-1,3-thiazol-2-ylamine | HCID 15648825 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-chloro-2-methyl-N-[4-methyl-5-(2,2,2-trichloroethyl)-1,3-thiazol-2-yl]benzenesulfonamide | HCID 11154760 | 76% |
Reaction Steps
The title compound was prepared similar to EXAMPLE 6 according to METHOD A from 4-methyl-5-(2,2,2-trichloroethyl)-1,3-thiazol-2-ylamine (123 mg, 0.5 mmol) and 3-chloro-2-methylbenzenesulfonyl chloride (112.5 mg, 0.5 mmol). The solution was allowed to stand at r.t. overnight. Water (5 mL) was added and the resulted solution was made acidic with conc. HCl. The precipitate was filtered, washed with water and dried. Flash column chromatography of the precipitate on silica gel, eluted with a mixed solvents of ethyl ether and hexane (2:1) gave the title compound as a solid (165 mg, 76% yield). The product can be recrystallized from ethyl acetate and hexane: MS m/e: 439, 437, 435, 433.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07125900B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-25ad22687a594644be217657c9a94091 |
| Source note | uspto-grants-2006_10 |