Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Sulfide | HCID 402 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Glycine, N-benzoyl-, methyl ester | HCID 14566 | — |
| Product | HCID 22066151 | HCID 22066151 | — |
Reaction Steps
1.0 g (5.2 mmol) of benzoylglycin methyl ester and 1.4 g (6.4 mmol) of diphosphorous pentasulfide was added quickly into a reaction vessel. After that, anhydrous chloroform (15 ml) was also added and heated to around 80° C. When decrease in hydrogen sulfide generation and white precipitate formation in the reaction solution were observed, an argon balloon was attached and the solution was refluxed for 24 hours. After completion of reaction, the precipitate was dissolved by adding an aqueous solution of strong alkali to the solution, and the organic phase was extracted with dichloromethane, followed by drying with addition of magnesium sulfate and removal of solvent. The product was developed with ethyl acetate:hexane=5:5 solvent on a silica column to give 5-methoxy-2-phenylthiazole (Rf=0.40). The yield was 566 mg in weight and 57% in percentage.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07057054B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-fc3b09b721c949fa93cd050859934321 |
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| Source note | uspto-grants-2006_06 |
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