HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86687756, 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 86687757 | HCID 86687757 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86687756 | HCID 86687756 | 50.2% |
Reaction Steps
A solution of 7-(benzylthio)-4-(4-(difluoromethyl)-2-methoxyphenyl)-2-methylquinazoline (0.380 g, 0.899 mmol) in 11 mL DCM and 0.22 mL (3:2 HOAc/water) solution was cooled to 0° C. and was treated with 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione (0.354 g, 1.799 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)-2-methoxyphenyl)-2-methylquinazoline-7-sulfonyl chloride (0.180 g, 0.451 mmol, 50.2% yield) as a white solid. (M+H)+=399.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012443B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-0876cc1d45134f18947c46a28b34dd28 |
| Source note | uspto-grants-2015_04 |