HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanesulfonylchloride, 2-chloro- → 9-[4-(Cyclohexyloxy)phenyl]-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanesulfonylchloride, 2-chloro- | HCID 15385 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(4-(Cyclohexyloxy)phenyl)pyridin-2-amine | HCID 66748762 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 9-[4-(Cyclohexyloxy)phenyl]-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide | HCID 56655834 | — |
Reaction Steps
To a suspension of NaH (60%, 127 mg) in THF (dry) (5 mL) was added 2-chloroethanesulfonyl chloride (0.200 mL) at 0° C. and the mixture was stirred for 5 min at the same temperature. A solution of 3-[4-(cyclohexyloxy)phenyl]pyridin-2-amine (170 mg) in THF (dry) (5 mL) was added at 0° C. and the mixture was stirred at room temperature under nitrogen overnight. The mixture was quenched with water at 0° C. carefully. Water was added to form precipitates which were washed with water and hexane, collected and dried in vacuo to give the title compound (148 mg) as a white powder. A part of this product was crystallized from MeCN-THF/IPE to give a colorless crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778934B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-cb05614276434bf2a48e0af75806d546 |
| Source note | uspto-grants-2014_07 |