Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Reactant | 2,6-Dimethylmorpholine, cis- | HCID 641500 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9899728 | HCID 9899728 | 68.2% |
Reaction Steps
A mixture of 5-chloro-2-nitrophenylamine (1.3 g, 7.0 mmol), cis-2,6-dimethylmorpholine (2.5 g, 20 mmol), and K2CO3 (3.0 g, 22 mmol) in DMF (20 mL) was stirred at 110° C. for 48 h. The reaction mixture was cooled to room temperature, poured into water (300 mL). The resulting crude yellow solid was collected by vacuum filtration, air dried, and purified by flash chromatography (silica gel, 4×7.5 cm, eluted with 95/5 CHCl3/ether) to yield the product as a yellow solid (1.2 g, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07179912B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-afbc72bc8c914f7c872a8f0edff479f0 |
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| Source note | uspto-grants-2007_02 |
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