Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thioacetamide | HCID 2723949 | — |
| Reactant | 5-(2-Bromoacetyl)pyrazole-3-carboxylic acid ethyl ester | HCID 178469076 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178468666 | HCID 178468666 | 71.8% |
Reaction Steps
A mixture of 5-(2-bromoacetyl)pyrazole-3-carboxylic acid ethyl ester (5.30 g), thioacetamide (1.60 g), and ethanol (100 ml) was stirred at 60° C. for 30 minutes and concentrated. The residue was dissolved in 50 ml of 2N HCl solution, and washed with ethyl ether (2×50 ml). The aqueous solution was separated and neutralized with solid NaHCO3. The mixture was then extracted with ethyl acetate (233 100 ml). The ethyl acetate solution was dried over sodium sulfate and concentrated to afford 3.46 g of 5-(2-methylthiazol-4-yl)pyrazole-3-carboxylic acid ethyl ester as pale yellow solids, mp 141-142° C. NMR: 1.41 (t, 3H), 2.78 (s, 3H, thiazolyl methyl), 4.42 (q, 2H), 7.15 (s, 1H, thiazolyl H), 7.47 (s, 1H, 4-pyrazolyl H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05470862 |
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| Source dataset | uspto-grants-1995_11 |
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| ORD ID | ord-f53de928ac4d4bb09fafc71500646b32 |
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| Source note | uspto-grants-1995_11 |
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