Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Nitrobenzamide | HCID 12091 | — |
| Reactant | 2-Bromo-3'-chloroacetophenone | HCID 38738 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 57465380 | HCID 57465380 | 43.4% |
Reaction Steps
under an N2 atmosphere, 4-nitrobenzamide (5.3 g, 32 mmol) and 3-chlorophenacyl bromide (4.9 g, 21 mmol) were combined in NMP (3.0 mL) and heated to 135° C. After 2.5 hours at 135° C., the reaction was diluted with 20 mL of toluene and allowed to cool to room temperature. The solid was removed by filtration and the filtrate was concentrated in vacuo. The resulting solid from concentration of the filtrate was triturated with ethyl acetate. The solid was collected by filtration and afforded 4-(3-chlorophenyl)-2-(4-nitrophenyl)oxazole (2.74 g, 43% yield). ESI m/z=301.0 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08404722B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-c6b6d897ac3f43cbada7df6f9f66c9ff |
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| Source note | uspto-grants-2013_03 |
|---|