Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 18790711 | HCID 18790711 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18790693 | HCID 18790693 | 88.3% |
Reaction Steps
A mixture of 850 mg of ethyl 8-(N-ethylaminocarbonylmethyl)-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-2-carboxylate, 10 ml of dioxane, 40 ml of distilled water and 5.8 ml of 1N sodium hydroxide solution is stirred under a stream of argon at a temperature in the region of 20° C overnight. The reaction mixture is cooled to a temperature in the region of 0° C. and neutralized with 5.8 ml of 1N hydrochloric acid. The precipitate obtained is filtered, washed with distilled water a number of times and dried in an oven. 695 mg of 8-(N-ethylaminocarbonylmethyl)-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-2-carboxylic acid are obtained in the form of a brown solid melting above 300° C. (1H NMR spectrum in d6-DMSO, T=300 K, δ in ppm (300 MHz): 1.05 (3H, t, J=6 Hz, CH3), 3.10 (2H, m, NCH2), 3.47 (2H, s, CH2CO), 4.02 (2H, s, CH2), 7.30 (1H, d, J=8 Hz, arom. CH), 7.48 (1H, 8, arom. CH), 7.82 (1H, d, J=8 Hz, arom. CH), 8.08 (1H, t, J=5 Hz, NH), 8.52 (1H, s, imidazole H)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06057454 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-8a3bdf46ccfe4c93ade1ca03a93e7274 |
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| Source note | uspto-grants-2000_05 |
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