HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Ethyl 7-formyl-6-methyl-2-(methylthio)pyrazolo[5,1-b]thiazole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | ethyl 2-(5-chloro-4-formyl-3-methyl-1H-pyrazol-1-yl)acetate | HCID 737985 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Ethyl 7-formyl-6-methyl-2-(methylthio)pyrazolo[5,1-b]thiazole-3-carboxylate | HCID 3507588 | — |
Reaction Steps
To a mixture of ethyl(5-chloro-4-formyl-3-methyl-1H-pyrazol-1-yl)acetate (560 mg, 2.43 mmol), potassium hydroxide (495 mg, 7.5 mmol) and DMSO (9.72 mL) was added carbon disulfide (194 μL, 3.21 mmol), and the mixture was stirred at room temperature for 18 hours. To the reaction mixture, methyl iodide (182 μL, 2.92 mmol) was added, and the mixture was further stirred at room temperature for 8 hours. This reaction mixture was poured into ice water to yield a solid, and the obtained solid was filtered, and then washed with water and dried to obtain the title compound (346.1 mg, 1.22
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530504B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-4fc206117a124bfe8a8d7c0a53feda75 |
| Source note | uspto-grants-2013_09 |