Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Diallylamine | HCID 31279 | — |
| Reactant | 2,5-Di(thiophen-2-yl)-1H-pyrrole | HCID 4175110 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 19940142 | HCID 19940142 | 65.6% |
Reaction Steps
Paraformaldehyde (9.1 mg, 0.3 mmol) was added to a solution of acetic acid (0.33 mL, 0.71 mmol) and diallylamine (0.32 mmol) in 1 mL of ethanol. After stirring at room temperature for a few minutes, 2.5-dithienylpyrrole (0.3 mmol) was then added all at once. The reaction mixture was then allowed to stir at 60° for 19 hours. The reaction solvent was evaporated under reduced pressure, and the crude product was taken up with ethyl acetate. The organic layer was then washed with water (10 mL) and brine (10 mL). The aqueous layer was extracted with chloroform (10 mL). The combined organic layers were then dried over anhydrous magnesium sulfate, filtered and the solvent was removed under pressure. The crude product was purified on 50 g of silica gel. Elution with hexane-ethyl acetate (5:1), gave 67 mg (65%) of title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05021586 |
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| Source dataset | uspto-grants-1991_06 |
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| ORD ID | ord-08d9929bce2f4aa89c9ff063b907382c |
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| Source note | uspto-grants-1991_06 |
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