HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819529Generated: November 2, 2026
Cesium carbonate → 2-Nitro-5-(3-oxo-morpholin-4-yl)-benzonitrile
https://huagongshe.com/reaction/1819529
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Morpholinone | HCID 66953 | — |
| Reactant | 5-Chloro-2-nitrobenzonitrile | HCID 100506 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-Nitro-5-(3-oxo-morpholin-4-yl)-benzonitrile | HCID 58826466 | 54.2% |
Reaction Steps
A suspension of 5-chloro-2-nitrobenzonitrile (2.41 g), morpholin-3-one (2 g), cesium carbonate (6.45 g), tris(dibenzylideneacetone)dipalladium (120 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (230 mg) in 30 ml dioxane was heated for 24 h at 120° C. The reaction mixture was cooled to 25° C., diluted with CH2Cl2 and filtered through decalite. The organic layer was washed with water and brine and purified by chromatography (silica gel, AcOEt) to yield 2-nitro-5-(3-oxo-morpholin-4-yl)-benzonitrile as a yellow solid (1.77 g). MH+=248.3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601752B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-3b1a6f10f0c04c6d9afe283b5c7b5af1 |
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| Source note | uspto-grants-2009_10 |
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