HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2454Generated: October 25, 2026
Dimethylamine → N-(2-Methoxyphenyl)-4-dimethylaminomethylbenzamide
https://huagongshe.com/reaction/2454
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | 4-Chloromethyl-N-(2-methoxyphenyl)benzamide | HCID 19689968 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(2-Methoxyphenyl)-4-dimethylaminomethylbenzamide | HCID 19690030 | 100% |
Reaction Steps
In an atmosphere of argon, 4-chloromethyl-N-(2-methoxyphenyl)benzamide (276 mg, 1.0 mmol) was put into a 25 ml capacity eggplant type flask equipped with a cold finger and dissolved in dioxane (3 ml), followed by the addition of 50% dimethylamine aqueous solution (3 ml) at room temperature. After 2.5 hours of stirring at 80° C. and subsequent removal of dioxane by evaporation, the resulting residue was diluted with ethyl acetate (30 ml). The thus diluted solution was dried on anhydrous sodium carbonate, and the resulting residue was purified by subjecting it to a silica gel column chromatography (ether-ethyl acetate-ethyl acetate:methanol=10:1) to obtain 284 mg (100%) of the title compound in the form of colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05728835 |
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| Source dataset | uspto-grants-1998_03 |
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| ORD ID | ord-e6f09e6358c645c8a45e3f4af446ce3d |
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| Source note | uspto-grants-1998_03 |
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