HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphosgene → 3-(3-bromo-2-methylphenyl)-8-methoxyquinazoline-2,4(1H,3H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-amino-N-(3-bromo-2-methylphenyl)-3-methoxybenzamide | HCID 107623964 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3-bromo-2-methylphenyl)-8-methoxyquinazoline-2,4(1H,3H)-dione | HCID 117760671 | 104.2% |
Reaction Steps
A solution of 2-amino-N-(3-bromo-2-methylphenyl)-3-methoxybenzamide (302 mg, 0.901 mmol) and triphosgene (321 mg, 1.081 mmol) in THF (20 mL) was stirred at room temperature for 2 h. The mixture was treated carefully with saturated aqueous NaHCO3 and stirred until gas evolution ceased. The mixture was extracted twice with DCM, and the combined organic phases were washed with water, dried and concentrated to provide 3-(3-bromo-2-methylphenyl)-8-methoxyquinazoline-2,4(1H,3H)-dione (339 mg) which was used without further purification. Mass spectrum m/z 361, 363 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334290B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-160b753a4a7f4402930a3f00d03658f8 |
| Source note | uspto-grants-2016_05 |