HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-[2-(3,3,3-trifluoro-1propen-1yl)phenylsulfonyl]-N'-(4-methoxy-6methyl-1,3,5-triazin-2-yl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Methoxy-6-methyl-1,3,5-triazin-2-ylphenylcarbamate | HCID 19995269 | — |
| Reactant | Benzenesulfonamide, 2-(3,3,3-trifluoro-1-propenyl)- | HCID 53741182 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-[2-(3,3,3-trifluoro-1propen-1yl)phenylsulfonyl]-N'-(4-methoxy-6methyl-1,3,5-triazin-2-yl)urea | HCID 53872735 | 86.7% |
Reaction Steps
5.2 g of N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-phenylcarbamate are added to a solution of 5 g of 2-(3,3,3-trifluoro-1-propen-1-yl)-phenylsulfonamide and 3.3 g of 1,5-diazabicyclo[5,4,0]undec-5-one in 80 ml of dioxan, and the mixture is stirred for 3 hours at 20°-25° C. The clear reaction solution is then taken up in 300 ml of water and the aqueous solution is acidified with 2N hydrochloric acid to pH 4-5. The resinous precipitate is extracted from the aqueous phase with ethyl acetate and the organic extract is dried and concentrated. The oily residue is crystallised from a 1:10 mixture of acetone/ether, affording 7.2 g of the title compound with a melting point of 159°-160° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05041603 |
| Source dataset | uspto-grants-1991_08 |
| ORD ID | ord-82f3c59e852841b9b35ae9cadb0d4596 |
| Source note | uspto-grants-1991_08 |