HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1062673Generated: October 26, 2026
Diethyl Ether → 2-Amino-4-(3-cyanophenyl)-5-carboethoxythiazole
https://huagongshe.com/reaction/1062673
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | Ethyl 2-bromo-3-(3-cyanophenyl)-3-oxopropionate | HCID 22282470 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Amino-4-(3-cyanophenyl)-5-carboethoxythiazole | HCID 22282485 | 102.7% |
Reaction Steps
To a solution of ethyl 2-bromo-3-(3-cyanophenyl)-3-oxopropionate (4.0 g, 13.5 mmol) in 100 mL of tetrahydrofuran was added thiourea (1.03 g, 13.5 mmol). The resulting mixture was stirred at 65° C. for 16 h. The reaction was allowed to cool and the solvent was evaporated in vacuo. The residue was triturated with ether, taken up in ethyl acetate, washed with saturated aq Na2CO3 and brine, dried (MgSO4) and concentrated in vacuo to yield a solid. Trituration with ethyl ether left the title compound as an off-white solid (3.79 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06962935B2 |
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| Source dataset | uspto-grants-2005_11 |
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| ORD ID | ord-d19b10cfcc5e4f20aba60ec8af47cc49 |
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| Source note | uspto-grants-2005_11 |
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