HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517552Generated: October 25, 2026
Ethyl thiooxamate → Ethyl 4-(3-bromobenzyl)-5-methylthiazole-2-carboxylate
https://huagongshe.com/reaction/517552
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl thiooxamate | HCID 2733398 | — |
| Reactant | 3-Bromo-1-(3-bromophenyl)butan-2-one | HCID 86711492 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 4-(3-bromobenzyl)-5-methylthiazole-2-carboxylate | HCID 86711493 | — |
Reaction Steps
A mixture of ethyl 2-amino-2-thioxoacetate (50.9 mg, 0.38 mmol) and 3-bromo-1-(3-bromophenyl)butan-2-one (0.38 mmol, crude from previous step) in DMF (2 mL) was stirred at 70° C. for 12 h. The mixture was diluted with EtOAc and washed with H2O. The organic layer was concentrated, and purified by silica gel column chromatography(0-50% EtOAc/Hexane) to yield a yellowish solid (71 mg, 55% over 2 steps). MS (ES+) C14H14BrNO2S requires: 339, 341 found: 340, 342 [M+H]+(1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09115120B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-5e08d89a8e144122b3b56f9f5521f41a |
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| Source note | uspto-grants-2015_08 |
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