HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-Bromo-3-(but-2-ynyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | ethyl 2-bromo-3-(but-2-ynyl)-5-formyl-3H-imidazole-4-carboxylate | HCID 11522264 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Bromo-3-(but-2-ynyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one | HCID 21947658 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
6.31 ml (0.126 mol) hydrazine hydrate were added drop-wise at ambient temperature to a solution of 35.0 g (0.117 mol) ethyl 2-bromo-3-(but-2-ynyl)-5-formyl-3H-imidazole-4-carboxylate in 400 ml of ethanol. After 30 min stirring 27 ml (0.472 mol) concentrated acetic acid were added and the solution was then stirred for 1 h at 100° C. After cooling the precipitated solid was suction filtered, washed with ethanol and diethyl ether and dried. The solid was further purified by re-crystallization from EtOH.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07667035B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-f1a5f6a26b764f65aeb52e17a3c783fa |
| Source note | uspto-grants-2010_02 |