HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(1,2-dicarboxyethyl)-3-(3-oxobutyl)-imidazo[1,2-a]pyridin-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methyl vinyl ketone | HCID 6570 | — |
| Reactant | 2-(2-Oxo-2,3-dihydroimidazo[1,2-a]pyridin-3-yl)butanedioic acid | HCID 20399517 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(1,2-dicarboxyethyl)-3-(3-oxobutyl)-imidazo[1,2-a]pyridin-2(3H)-one | HCID 20399515 | — |
Reaction Steps
A mixture of 18.9 g (0.066 mole) of the hydrochloride of 3-(1,2-dicarboxyethyl)-imidazo[1,2-a]pyridin-2(3H)-one, 7 g (0.1 mole) of methyl vinyl ketone, 50 ml of methanol and 50 ml of water is stirred at room temperature for 36 hours. The product is then precipitated by the dropwise addition of approximately 15 ml of 4N aqueous sodium hydroxide solution. The precipitate is filtered with suction, washed with water, methanol and acetone and dried in vacuo at 50° C. 8 g (38% of the theoretical yield) of 3-(1,2-dicarboxyethyl)-3-(3-oxobutyl)-imidazo[1,2-a]pyridin-2(3H)-one having a melting point of 195° C. (decomposition) are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04514415 |
| Source dataset | uspto-grants-1985_04 |
| ORD ID | ord-3d1ea877d32141ec9a008ad2e6cc2424 |
| Source note | uspto-grants-1985_04 |