HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl isocyanate → N-(phenylcarbamyloxy)-2-methyl-2-phenyl-4-trichloromethyl-5,5-dichloro-6-oxotetrahydro-1,3-oxazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | N-hydroxy-2-methyl-2-phenyl-4-trichloromethyl-5,5-dichloro-6-oxotetrahydro-1,3-oxazine | HCID 21322128 | — |
| Catalyst | Triethylamine | HCID 8471 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(phenylcarbamyloxy)-2-methyl-2-phenyl-4-trichloromethyl-5,5-dichloro-6-oxotetrahydro-1,3-oxazine | HCID 21322127 | 39% |
Reaction Steps
A solution of 8 g (0.02 mol) N-hydroxy-2-methyl-2-phenyl-4-trichloromethyl-5,5-dichloro-6-oxotetrahydro-1,3-oxazine, 2.4 g (0.02 mol) phenylisocyanate and several drops triethylamine in 90 ml dichloromethane was stirred at about 10° C. for about 2 days. The reaction mixture was filtered and the filtrate was evaporated under reduced pressure to give a yellow oil. The oil crystallized from ethanol/hexane to give 4 g of product, m.p. 154°-157° C. The product is tabulated in Table I as Compound No. 8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04151279 |
| Source dataset | uspto-grants-1979_04 |
| ORD ID | ord-e99868daabbf4ff2a4cdcb3104c95ef8 |
| Source note | uspto-grants-1979_04 |