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Ethyl Acetate → Ethyl 2-amino-4-phenyl-1,3-thiazole-5-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Thiourea | HCID 2723790 | — |
| 反応物 | Ethyl 2-chloro-3-oxo-3-phenylpropanoate | HCID 9855991 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | Ethyl 2-amino-4-phenyl-1,3-thiazole-5-carboxylate | HCID 73239 | 89% |
反応手順
A solution of ethyl 2-chloro-3-oxo-3-phenylpropanoate (9.73 mmol) and thiourea (9.73 mmol) in EtOH (25 mL) was heated at reflux overnight. The resulting mixture was concentrated in vacuo, neutralized with 18M-NH4OH, and extracted with CH2Cl2. The organic phase was washed with brine, dried over anhydrous sodium sulfate, and concentrated to afford a yellow solid that was washed with MeOH (3 mL) and dried to afford the product in 89% yield as a pale yellow solid. MH+=249.1, Rf=0.29 (Hexanes:EtOAc=1:1). MH+=249.1, retention time (LC-MS)=2.37 min.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06699860B2 |
| 出典データセット | uspto-grants-2004_03 |
| ORD ID | ord-9b649c6b66cb49de8ed772aff219a18b |
| 出典メモ | uspto-grants-2004_03 |