Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Chlorophenol | HCID 4684 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 2-bromothiazole-5-carboxylate | HCID 3614103 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 15310189 | HCID 15310189 | — |
Reaction Steps
To a solution of 4-chlorophenol (4.24 g, 33 mmol) in DMSO (100 mL) was added sodium hydride (857 mg of a 97% dry sample, 34.65 mmol) and the mixture was stirred for 20 mins. Ethyl 2-bromo-5-thiazolecarboxylate (7.79 g, 33 mmol) was then added as a solution in DMSO (10 mL) and the reaction was heated at 150° C. for 18 hrs. It was then cooled to r.t., diluted with brine (150 mL) and extracted with ethylacetate (3×150 mL). The organics were combined, dried with MgSO4 and concentrated to afford ethyl 2-(4-chlorophenoxy)-5-thiazolecarboxylate which was used as is.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05120752 |
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| Source dataset | uspto-grants-1992_06 |
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| ORD ID | ord-3afe546b2d4245919c2611b574ee18df |
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| Source note | uspto-grants-1992_06 |
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