HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl nitroacetate → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl nitroacetate | HCID 69379 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | Ammonia | HCID 222 | — |
| Product | Ethyl 1,2-oxazole-3-carboxylate | HCID 10034712 | — |
Reaction Steps
The starting acetylene was obtained as described in Example 118. The 3-carboethoxy isoxazole intermediate was obtained by cycloaddition of the nitrile oxide generated in situ from ethyl nitroacetate, di-t-butyldicarbonate and 4-dimethylaminopyridine. The amide was obtained from the 3-carboethoxy isoxazole intermediate by hydrolysis to the acid, conversion to the acyl chloride and reaction with ammonia. LRMS (ESI+) m/z: 358.0 (M−H+ C15H14F3N3O4 requires 358.0)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07041670B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-6503b2b600a943b6a56fad95b2f473eb |
| Source note | uspto-grants-2006_05 |