HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → Methyl 2-(4-methoxy-6-trifluoromethoxy-2-pyrimidinylaminocarbonylaminosulfonyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester | HCID 156281 | — |
| Reactant | 4-Methoxy-6-(trifluoromethoxy)pyrimidin-2-amine | HCID 15022720 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 2-(4-methoxy-6-trifluoromethoxy-2-pyrimidinylaminocarbonylaminosulfonyl)benzoate | HCID 15022726 | 47.7% |
Reaction Steps
4.8 g (0.02 mol) of 2-methoxycarbonylbenzenesulfonyl isocyanate in 10 ml of acetonitrile were added over the course of 15 minutes to a stirred mixture of 4.1 g (0.02 mol) of 2-amino-4-methoxy-6-trifluoromethoxypyrimidine and 100 ml of acetonitrile at 25° C., and the mixture was then stirred for 12 hours. The precipitate was removed (2.4 g of melting point 141-143° C.) and then the filtrate was concentrated under reduced pressure and stirred with ether/petroleum ether, and the solid was filtered off with suction and dried. A further 4.3 g of the title compound of melting point 141-143° C. were obtained. The total yield was 6.7 g (74.4% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06235904B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-44e2c66b3cb1441ea8a7ee0033eb7373 |
| Source note | uspto-grants-2001_05 |