HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3,4-Dihydro-N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]-1-oxo-1H-pyrrolo[2,1-c][1,4]-oxazine-8-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Carbamic acid, (4-methoxy-6-methyl-1,3,5-triazin-2-yl)-, phenyl ester | HCID 11448329 | — |
| Reactant | 3,4-dihydro-1-oxo-1H-pyrrolo[2,1-c][1,4]oxazine-8-sulfonamide | HCID 18960413 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3,4-Dihydro-N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]-1-oxo-1H-pyrrolo[2,1-c][1,4]-oxazine-8-sulfonamide | HCID 18960402 | 56.5% |
Reaction Steps
A solution of 40 mg (0.185 mmol) of 3,4-dihydro-1-oxo-1H-pyrrolo[2,1-c][1,4]oxazine-8-sulfonamide and 53 mg (0.204 mmol) of phenyl (4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamate in 0.8 mL acetonitrile was treated with 0.03 mL 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and then stirred 40 minutes at ambient temperature. Water (5 mL) plus 0.5 mL 1N HCl was added with stirring followed by ca. 1 mL of ethyl ether. The product crystallized from the two phase mixture and was collected by filtration to afford 40 mg of the title compound, m.p. 204°-207° C. dec.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05356862 |
| Source dataset | uspto-grants-1994_10 |
| ORD ID | ord-3b7f1bfa32c94f0893791965d8a29a1b |
| Source note | uspto-grants-1994_10 |