Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Methyl-2-imidazolecarboxaldehyde | HCID 139575 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | HCID 10722756 | HCID 10722756 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 10812631 | HCID 10812631 | 82.6% |
Reaction Steps
[6,7-Dimethoxy-4-(3,4-dimethoxyphenyl)quinazolin-2- yl]methyltriphenylphosphonium chloride (9.1 g) was added at room temperature to a solution of sodium ethoxide in ethanol (prepared from Na (0.394 g) and ethanol (100 ml)). Then a solution of 2-formyl-l-methylimidazole (1.7 g) in ethanol (10 ml) was added dropwise. The mixture was stirred at room temperature for 3 hours, poured into water and extracted with chloroform. The chloroform layer was washed with water and dried (MgSO4), and the solvent was distilled off. The residue was subjected to column chromatography on silica gel. From the fraction eluted with chloroform/methanol (20:1, v/v), (E)-6,7-dimethoxy-4-(3,4-dimethoxy- phenyl)-2-[2-(1-methylimidazol-2-yl)vinyl]quinazoline (5.1 g, 82%) was obtained and recrystallized from ethanol/chloroform.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05948782 |
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| Source dataset | uspto-grants-1999_09 |
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| ORD ID | ord-526241fff5bb488e862fb8eb3a808bd4 |
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| Source note | uspto-grants-1999_09 |
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