HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202913Generated: October 28, 2026
Ammonia → 4-(4-Chlorobenzyloxy)-1-(3-(methylamino)-4-nitrophenyl)pyridin-2(1h)-one
https://huagongshe.com/reaction/2202913
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonia | HCID 222 | — |
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-bromo-N-methyl-2-nitroaniline | HCID 10609530 | — |
| Reactant | 4-[(4-Chlorophenyl)methoxy]pyridin-2(1H)-one | HCID 57497864 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-(4-Chlorobenzyloxy)-1-(3-(methylamino)-4-nitrophenyl)pyridin-2(1h)-one | HCID 89691168 | 73.3% |
Reaction Steps
A mixture of 4-((4-chlorobenzyl)oxy)pyridin-2(1H)-one (10 g), 5-bromo-N-methyl-2-nitroaniline (9.80 g), N,N′-dimethylethylenediamine (4.76 ml), copper iodide (8.08 g), potassium carbonate (17.59 g) and DMSO (200 ml) was heated at 150° C. for 2 h. The mixture was poured into 28% NH3 solution. The resulting precipitate was collected and washed with IPA. The solid was dissolved in DMSO (100 ml) at 80° C., and allowed to cool to room temperature to give a precipitate. After filtration, the precipitate was washed with IPA and dried to give the title compound (12 g) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365540B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-982af0a26e344a98bac3ee14ed7821f9 |
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| Source note | uspto-grants-2016_06 |
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