Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | HCID 10976231 | HCID 10976231 | — |
| Product | HCID 23084733 | HCID 23084733 | — |
Reaction Steps
While heating a mixture of dimethylamine hydrochloride (2.45 g) and 37% aqueous formalin solution (2.43 g) to 50° C., acetic anhydride (9.4 mL) was added dropwise thereto slowly. After the completion of the dropwise addition, the mixture was heated at 60° C. for 30 min. 3-Isopropyl-2H-isoquinolin-1-one (1.87 g) was added, and the mixture was stirred with heating at 80-100° C. for 1 day. After the completion of the reaction, the solvent was evaporated. The obtained residue was dissolved in 1N hydrochloric acid, and the mixture was washed with chloroform. Aqueous potassium carbonate solution was added to alkalify the aqueous layer, and the mixture was extracted with chloroform, and the organic layer was dried over magnesium sulfate. The solvent was evaporated, and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=30:1) to give 4-dimethylaminomethyl-3-isopropyl-2H-isoquinolin-1-one (0.39 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07501412B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-208a136c94274b2092f67b3ffbd33b59 |
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| Source note | uspto-grants-2009_03 |
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