HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853518Generated: October 30, 2026
Ethanol → N-(6-(4-Aminophenoxy)pyrimidin-4-yl)phenylamine
https://huagongshe.com/reaction/853518
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | N-(6-(4-Nitrophenoxy)pyrimidin-4-yl)phenylamine | HCID 22936302 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(6-(4-Aminophenoxy)pyrimidin-4-yl)phenylamine | HCID 22936405 | 84.2% |
Reaction Steps
After suspending N-(6-(4-nitrophenoxy)pyrimidin-4-yl)phenylamine (508 mg, 1.65 mmol), iron powder (461 mg, 8.25 mmol) and ammonium chloride (882 mg, 16.5 mmol) in an ethanol (16 ml)-water (4 ml) mixed solvent, the suspension was heated and stirred at 80° C. for 20 minutes. Upon completion of the reaction, the reaction mixture was filtered with celite and washed in ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was suspended in ethyl acetate, the suspension was diluted with hexane, and the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (387 mg, 1.39 mmol, 84%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253286B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-0a9b0df7b60447e1944f4a405caefea4 |
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| Source note | uspto-grants-2007_08 |
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