HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173863Generated: October 27, 2026
Hydrochloric Acid → 2-{4-[(4-Dipropylaminobutyl amino)-methyl]benzyl}isoindole-1,3-dione
https://huagongshe.com/reaction/1173863
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | N,N-dipropylbutane-1,4-diamine | HCID 7138396 | — |
| Reactant | 4-(1,3-Dioxo-1,3-dihydroisoindol-2-ylmethyl)benzaldehyde | HCID 23155547 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-{4-[(4-Dipropylaminobutyl amino)-methyl]benzyl}isoindole-1,3-dione | HCID 23155430 | — |
Reaction Steps
The compound (103 mg) obtained in Example 25-1 was dissolved in anhydrous methanol (10 ml) and then added with the hydrochloride (114 mg) of the compound obtained in Example 1-2. Then, the solution was added with triethylamine (0.108 ml) and anhydrous magnesium sulfate (3 g), followed by stirring at room temperature for 1 hour. Anhydrous magnesium sulfate was removed from the solution by Celite filtration. Then, methanol was distilled off and the residue was dried using a vacuum pump. The residue was dissolved in anhydrous methanol (10 ml) and sodium borohydride (22.0 mg) was then gradually added under ice-cooling. The solution was warmed to room temperature and then stirred for 1 hour. After completion of the reaction, methanol was distilled off and the residue was then added with water and chloroform to extract the organic layer. After the organic layer had been dried with anhydrous sodium sulfate, the solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/methanol/water), thereby obtaining the subject compound (60.3 mg) as a pale-yellow viscous liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07833991B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-ed10a393456b424384124558fbc3f08a |
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| Source note | uspto-grants-2010_11 |
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