Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Nitrobenzamide | HCID 12091 | — |
| Reactant | 2-Bromopropiophenone | HCID 16452 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 57465372 | HCID 57465372 | 22% |
Reaction Steps
a mixture of 4-nitrobenzamide (6.1 g, 37 mmol) and 2-bromopropiophenone (5.233 g, 25 mmol) in 3 mL NMP was heated to 135° C. After 2 hours at 135° C., the reaction was removed from the oil bath and ca. 30 mL of toluene was added. The resulting mixture was equilibrated to room temperature. After 15 minutes the precipitate was removed by filtration, rinsing with toluene, and discarded. The filtrate was concentrated under reduced pressure and the concentrate taken up in 50 mL ethyl acetate. A precipitate developed and was collected by filtration, rinsing the solid with ethyl acetate and drying under vacuum to afford yellow crystals (1.5 g, 22%). ESI+ m/z=281.0 [MH]+.
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-40964d5df8204d5fa438098ffcbe64d4 |
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| Source note | uspto-grants-2013_03 |
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