Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 57845548 | HCID 57845548 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 57845531 | HCID 57845531 | 83.8% |
Reaction Steps
0.022 g (0.336 mmol) of malononitrile is added at a temperature in the region of 20° C., under an argon atmosphere, to 0.050 g (0.224 mmol) of N-[2-(6-nitropyridin-3-yl)-2-oxoethyl]acetamide in solution in 5 cm3 of methanol. The reaction medium is cooled to a temperature in the region of 0° C. and then 0.1 cm3 of a 50% aqueous potassium hydroxide solution is added. After stirring for 15 minutes at a temperature in the region of 20° C. and then for 1.15 hours at a temperature in the region of 65° C., the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) and then diluted in 50 cm3 of ethyl acetate. The organic phase is washed with 10 cm3 of water and 10 cm3 of a saturated aqueous sodium chloride solution and then dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 0.043 g of 2-amino-4-(6-nitropyridin-3-yl)-1H-pyrrole-3-carbonitrile in the form of a brown solid. ES+: m/z=230 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07592365B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-3a5bfd55b94f492d975a13ea1b2a69af |
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| Source note | uspto-grants-2009_09 |
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