HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 6-Isopropyl-2-methylimidazo[1,2-b]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Bromoacetone | HCID 11715 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 6-Isopropylpyridazin-3-amine | HCID 23028109 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-Isopropyl-2-methylimidazo[1,2-b]pyridazine | HCID 23028139 | — |
Reaction Steps
3-Amino-6-isopropylpyridazine (0.41 g, 2.99 mmol) and bromoacetone (0.53 g, 3.10 mmol) were mixed with acetonitrile (5.0 ml) and heated for 6 hours under reflux. After the reaction was completed, water (20.0 ml) was poured into the reaction solution and adjusted to pH 9 with 20% aqueous sodium hydroxide solution. The reaction solution was extracted twice with ethyl acetate, and the extracts were combined, dried over anhydrous sodium sulfate and concentrated. The residues were purified by silica gel column chromatography (ethyl acetate:chloroform=1:1) to give the title compound as brown oil. The yield was 0.30 g (57.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399381B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-2355043a2e7c4b6984281c8ea170aea4 |
| Source note | uspto-grants-2013_03 |