Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | HCID 15665807 | HCID 15665807 | — |
| Reactant | Acetone cardice | HCID 18522661 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23707837 | HCID 23707837 | — |
Reaction Steps
2,4-Dichlorothiazole-5-carbaldehyde ethylene acetal (J. Chem. Soc. Perkin Trans. 1, p. 973 (1992)) (2.26 g) was dissolved in tetrahydrofuran (15 mL), and n-butyllithium (as 1.5N hexane solution, 6.8 mL) was added thereto while being cooled with dry ice-acetone. After the reaction mixture was stirred for 20 minutes, carbon dioxide gas was introduced into the mixture at the same temperature. The reaction mixture was gradually heated to room temperature over 1.5 hours, and the mixture was concentrated under reduced pressure. Hexane was added to the residue, and the resultant powder was collected by filtration. The powder was suspended in ethyl acetate, and the powder was collected by filtration again, to thereby give the title compound (1.65 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07576135B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-8bc3f401a6c74307807f8e486b85dc75 |
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| Source note | uspto-grants-2009_08 |
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