HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-fluoro-2-cyclopropylmethyl-1,2-benzisothiazol-3(2H)-imine 1,1-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Cyclopropanemethanamine | HCID 75646 | — |
| Reactant | 2-Cyano-3-fluorobenzene-1-sulfonyl chloride | HCID 20505212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-fluoro-2-cyclopropylmethyl-1,2-benzisothiazol-3(2H)-imine 1,1-dioxide | HCID 67414830 | — |
Reaction Steps
100 mg of 2-cyano-3-fluoro-benzenesulfonyl chloride (EP33984 A1 19810819) is added to a solution of 0.85 ml of cyclopropylmethylamin in 3.5 ml of THF. After stirring for 3 hours at room temperature the reaction mixture is poured into water. The mixture is acidified with hydrochloric acid (˜pH3) and extracted three times with methylenchloride. The combined organic phases are dried (Na2SO4), filtered and concentrated. Preparative HPLC affords 16 mg of 4-fluoro-2-cyclopropylmethyl-1,2-benzisothiazol-3(2H)-imine 1,1-dioxide as an orange solid (m.p. 90-93° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629284B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-91856d5efe8742f6a0eaefc88d6b8d33 |
| Source note | uspto-grants-2014_01 |