HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-{4-[(4-Dipropylaminomethylphenylamino)methyl]benzyl}isoindole-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4-Dipropylaminomethyl-aniline | HCID 16777011 | — |
| Reactant | 4-(1,3-Dioxo-1,3-dihydroisoindol-2-ylmethyl)benzaldehyde | HCID 23155547 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-{4-[(4-Dipropylaminomethylphenylamino)methyl]benzyl}isoindole-1,3-dione | HCID 21084376 | 250.1% |
Reaction Steps
The compound (17.6 mg) obtained in Example 25-1, the compound (13.2 mg) obtained in Example 19-2, and sodium cyanoborohydride (8.7 mg) were dissolved in anhydrous methanol (1.0 ml). The solution was then adjusted to pH 5 with the addition of acetic acid, followed by stirring at room temperature for 4 hours. The reaction solution was added with distilled water and then subjected to extraction with chloroform. After that, the organic layer was washed with saturated saline solution and dried with anhydrous sodium sulfate. The solvent was distilled off and the residue was then purified through silica gel preparative thin-layer chromatography (chloroform/methanol), thereby obtaining the subject compound (72.9 mg) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07833991B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-b707b18300b640c9a6709d8d62fd68b7 |
| Source note | uspto-grants-2010_11 |