HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290748Generated: October 29, 2026
Dimethylformamide → 10-benzyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one
https://huagongshe.com/reaction/1290748
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 10-benzylidene-5H,10H-imidazo[1,2-a]indeno-[1,2-e]pyrazin-4-one | HCID 70343884 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 10-benzyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one | HCID 15291366 | 37.3% |
Reaction Steps
A mixture of 0.4 g of 10-benzylidene-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one, 90 ml of dimethylformamide and 10 ml of methanol is hydrogenated at a temperature in the region of 20° C. at a pressure of 1.9 bar of hydrogen for 3 hours in the presence of 10% palladium on charcoal. The catalyst is then filtered off under inert atmosphere and the solvents are evaporated off. The brown solid obtained (0.37 g) is purified by chromatography on a column of silica (35 g) with a mixture of dichloromethane and methanol (90/10 by volume). After trituration with 5 ml of dichloromethane, filtration and drying at 100° C., 0.15 g of 10-benzyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one is obtained, in the form of a beige solid melting above 260° C. (Analysis % calculated C: 76.66, H: 4.82, N: 13.41, O: 5.11, % found C: 76.3, H: 4.6, N: 13.4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05753657 |
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| Source dataset | uspto-grants-1998_05 |
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| ORD ID | ord-4ad5fbcde76c41448dbf87b2f804b08f |
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| Source note | uspto-grants-1998_05 |
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