Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Thiophosgene | HCID 10040 | — |
| Reactant | HCID 67461461 | HCID 67461461 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 86638033 | HCID 86638033 | 88.8% |
Reaction Steps
2,2-Dimethyl-3-(2-nitrobenzylamino)-1-propanol (1.07 g, 4.50 mmol) was dissolved in chloroform (20 ml) and the reaction solution was cooled to 0° C. Then triethylamine (1.82 g, 18.0 mmol), thiophosgene (0.52 g, 4.50 mmol) was added thereto and stirred at a temperature as is for two hours and at room temperature for one hour. The reaction mixture was added with water, stirred at room temperature for one hour and then extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 5,5-dimethyl-3-(2-nitrobenzyl)-[1,3]-oxazinan-2-thione (1.12 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08048825B2 |
|---|
| Source dataset | uspto-grants-2011_11 |
|---|
| ORD ID | ord-a884f5dc890a4740bf34e54d2f5ea035 |
|---|
| Source note | uspto-grants-2011_11 |
|---|