Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,4-Dibromo-1,3-thiazole | HCID 2763297 | — |
| Reactant | HCID 18761618 | HCID 18761618 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18761606 | HCID 18761606 | 84% |
Reaction Steps
Synthesis of 2-Thiophenyl-4-(trimethylstannyl)thiazole 381 as illustrated in FIG. 53. 2,4-Dibromothiazole (358; 1.0 equiv) was dissolved in ethanol (0.1 M) and treated with thiophenol (3.0 equiv) and solid sodium hydroxide (3.0 equiv). The reaction mixture was heated at 45° C. for 4 h, upon which completion of the reaction was indicated by TLC. The mixture was poured into water and extracted with ether (2×). Drying (MgSO4) and evaporation of the solvents gave 2-thiophenyl-4-bromothiazole 380, which was isolated after flash column chromatography (silica gel, 5% EtOAc in hexanes) in 84% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07173137B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-ec534c56b0cf45b1882132ee80151397 |
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| Source note | uspto-grants-2007_02 |
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