HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → N-(2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 3-Methyl-8-sulfamoyl-2,2-dioxo-1,2-benzoxathiine | HCID 13592074 | — |
| Reactant | 4-Methoxy-6-methyl-1,3,5-triazin-2-ylphenylcarbamate | HCID 19995269 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea | HCID 13592078 | 97.1% |
Reaction Steps
A mixture of 3.3 g of 2,2-dioxo-3-methyl-1,2-benzoxathiin-8-yl sulfonamide, 1.90 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene, 3.28 g of N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)phenylcarbamate in a mixture of 25 ml of dioxan and 10 ml of acetonitrile is stirred at 20° C. to 25° C. for 1 hour. The solvents are evaporated and the residue is triturated with a mixture of 7 ml of 2N hydrochloric acid and 10 ml of water and then with 20 ml of ether. The precipitate is isolated by filtration and dried, affording 5.14 g of N-(2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea of m.p. 203°-205° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04560771 |
| Source dataset | uspto-grants-1985_12 |
| ORD ID | ord-05b22efc5a464e0aae2eda0e77ab04b2 |
| Source note | uspto-grants-1985_12 |