HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium methanethiolate → 4,5-Dimethyl-6-(methylthio)pyridazin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | 3-Amino-6-chloro-4,5-dimethylpyridazine | HCID 6991943 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4,5-Dimethyl-6-(methylthio)pyridazin-3-amine | HCID 71742686 | 42.3% |
Reaction Steps
6-Chloro-4,5-dimethylpyridazin-3-amine (CAS-Nr. 76593-36-7, 400 mg, 2.54 mmol, 1.0 eq) and sodium methanethiolate (196 mg, 2.79 mmol, 1.1 eq) in 10.4 mL ethanol were heated for 1 h to 130° C. in a single mode microwave oven. The reaction mixture was partitioned between DCM and water. The organic phase was washed with brine and dried with sodium sulfate. The resulting mixture was filtered through a Whatman filter and the volatile components were removed in vacuo. The crude mixture was purified via MPLC (Biotage Isolera; 50 g SNAP cartridge: DCM/ethanol 95/5→DCM/ethanol 4/1) to give 182 mg (21% yield) of the title compound in 50% purity (UPLC, area-%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206185B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-6a9d5310699e40b09e87b81b59e507e5 |
| Source note | uspto-grants-2015_12 |