HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553389Generated: October 26, 2026
Water → 3-(2-Nitrobenzyl)-[1,3]-oxazinan-2-one
https://huagongshe.com/reaction/553389
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 3-((2-Nitrobenzyl)amino)propan-1-ol | HCID 28715654 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 3-(2-Nitrobenzyl)-[1,3]-oxazinan-2-one | HCID 67461464 | 63% |
Reaction Steps
3-(2-Nitrobenzylamino)-1-propanol (1.03 g, 4.90 mmol) was dissolved in chloroform (20 ml) and the reaction solution was cooled to 0° C. Then triethylamine (1.98 g, 19.6 mmol), triphosgene (0.58 g, 1.95 mmol) were added thereto and the mixture was stirred at the same temperature for 1.5 hours. The reaction mixture was added with water and extracted with ethyl acetate and after the organic layer was washed with a saturated brine, it was 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=1:4) and 3-(2-nitrobenzyl)-[1,3]-oxazinan-2-one (0.29 g) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08048825B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-6026ad72fdd640108e0a54a990fa2e25 |
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| Source note | uspto-grants-2011_11 |
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