Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Reactant | 2-Morpholinoethylamine | HCID 408285 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9813958 | HCID 9813958 | 20.9% |
Reaction Steps
A mixture of 5-chloro-2-nitrophenylamine (1.3 g, 7.0 mmol), 2-(4-morpholinyl)-ethylamine (2.8 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 (200 mL) and extracted with dichloromethane (CH2Cl2) (250 mL). The combined organic extracts were washed with water (200 mL) and brine (200 mL), dried over Na2SO4, concentrated in vacuo, and purified by flash chromatography (silica gel, 4×15 cm, eluted with 90:10 EtOAc/MeOH) to yield the product as an orange solid (0.39 g, 20%).
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-31ee1f482fdb43628dc5da0015778346 |
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| Source note | uspto-grants-2007_02 |
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