HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86687747, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,3-Dichloro-5,5-dimethylhydantoin | HCID 8360 | — |
| Reactant | Acetic acid--water (1/1) | HCID 21899381 | — |
| Reactant | HCID 86687748 | HCID 86687748 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86687747 | HCID 86687747 | 69.5% |
Reaction Steps
A solution of 7-(benzylthio)-4-(4-(difluoromethyl)-5-fluoro-2-methoxyphenyl)quinazoline (0.966 g, 2.265 mmol) in 22 mL DCM and 0.44 mL (3:2 HOAc/water) solution was cooled to 0° C. and was treated with 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione (0.893 g, 4.53 mmol). After stirring for 15 minutes, LC/MS showed mostly product, so the reaction mixture was diluted with water. The layers were separated, and the organics were dried over MgSO4 and concentrated. Purification of the crude residue by silica gel column chromatography gave 4-(4-(difluoromethyl)-5-fluoro-2-methoxyphenyl)quinazoline-7-sulfonyl chloride (0.634 g, 1.574 mmol, 69.5% yield) as a white solid. (M+H)+=402.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012443B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-571043fc451e45118832651cb16db2f5 |
| Source note | uspto-grants-2015_04 |