HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-t-Butoxycarbonylbenzyl)-3-(2,2,2-trifluoroethyl)thiourea → 2-(2,2,2-Trifluoroethylimino)-3-(4-t-butoxycarbonylbenzyl)-5-(4-methylphenyl)-tetrahydro-1,3,5-thiadiazin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-t-Butoxycarbonylbenzyl)-3-(2,2,2-trifluoroethyl)thiourea | HCID 14774208 | — |
| Reactant | N-chloromethyl-N-(4-methylphenyl)carbamoyl chloride | HCID 14801049 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 2-(2,2,2-Trifluoroethylimino)-3-(4-t-butoxycarbonylbenzyl)-5-(4-methylphenyl)-tetrahydro-1,3,5-thiadiazin-4-one | HCID 14774250 | 49% |
Reaction Steps
0.31 g of N-chloromethyl-N-(4-methylphenyl)carbamoyl chloride and 0.49 g of 1-(4-t-butoxycarbonylbenzyl)-3-(2,2,2-trifluoroethyl)thiourea were dissolved in 30 ml of benzene, and the solution was heated under reflux for 5 hours. After the reaction, benzene was evaporated under reduced pressure. The resulting oily product was purified by column chromatography [silica gel; developing solvent hexane/ethyl acetate (9:1)) to obtain 0.34 g of the captioned compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05021412 |
| Source dataset | uspto-grants-1991_06 |
| ORD ID | ord-f33484f52b694ffd835f4f04eccbac1a |
| Source note | uspto-grants-1991_06 |