HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56224Generated: October 27, 2026
But-1-ene-1,3-dione → N-(3-chloro-4-((2-methyl-1-(naphthalen-2-yl)propan-2-yl)amino)phenyl)-3-oxobutanamide
https://huagongshe.com/reaction/56224
Participants
| Role | Name | HCID | Charge |
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| Reactant | But-1-ene-1,3-dione | HCID 12642904 | — |
| Reactant | 2-chloro-N1-(2-methyl-1-(naphthalen-2-yl)propan-2-yl)benzene-1,4-diamine | HCID 90031767 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(3-chloro-4-((2-methyl-1-(naphthalen-2-yl)propan-2-yl)amino)phenyl)-3-oxobutanamide | HCID 90023565 | 265.8% |
Reaction Steps
To a solution of 2-chloro-N1-(2-methyl-1-(naphthalen-2-yl)propan-2-yl)benzene-1,4-diamine (2.0 g, 6.16 mmol) in EtOAc (30 mL) was added acetyl ketene (1.55 g, 1.84 mmol) and the mixture was stirred at 90° C. overnight. The mixture was cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a white solid (2.00 g, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434695B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-174d1e57cf63495fbcda1a3b04d8a5a9 |
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| Source note | uspto-grants-2016_09 |
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