HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → N-(6-bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8ylsulfonyl)-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 | 6-Bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide | HCID 13592073 | — |
| Reactant | 4-Methoxy-6-methyl-1,3,5-triazin-2-ylphenylcarbamate | HCID 19995269 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(6-bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8ylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea | HCID 13592077 | 93.1% |
Reaction Steps
A reaction mixture of 3.54 g of 6-bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide, 1.61 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene, 2.73 g of N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)phenylcarbamate and 35 ml of absolute dioxan is stirred for 11/2 hours at room temperature. The solvent is evaporated and the oily residue is triturated with 10 ml of 1N hydrochloric acid and 5 ml of water. The precipitate is isolated by filtration, washed with ether and dried, affording 4.84 g of N-(6-bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8ylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea of m.p. 196°-198° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04560771 |
| Source dataset | uspto-grants-1985_12 |
| ORD ID | ord-56b392490558405baac305a02e0b3630 |
| Source note | uspto-grants-1985_12 |