HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Tributylstannyl)-1,3-thiazole → HCID 68754553, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Tributylstannyl)-1,3-thiazole | HCID 2763259 | — |
| Reactant | 4-Bromo-5-nitrothiophene-3-carbonitrile | HCID 59168810 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68754553 | HCID 68754553 | 36.1% |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
A mixture of 4-bromo-5-nitrothiophene-3-carbonitrile (0.5 g, 2.1 mmol), 2-(tributylstannyl)thiazole (1.2 g, 3.2 mmol), dioxane (3.5 mL), and tetrakis(triphenylphosphine)palladium(0) (0.23 g, 0.21 mmol) was heated by microwave to 130° C. for 30 min under nitrogen. The reaction mix was concentrated under reduced pressure, and the resulting dark oil was purified by column chromatography using a mobile phase of 20% EtOAc/hexanes to give 5-nitro-4-(thiazol-2-yl)thiophene-3-carbonitrile (180 mg) as an oil. LCMS of this material revealed an m/z of 238.0 with a retention time of 1.807 min method [1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450363B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-0a8d96f753514fecb14b295b320d0760 |
| Source note | uspto-grants-2013_05 |