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Ethyl 2-chloroacetoacetate → 4-Methyl-2-(methyl-phenyl-amino)-thiazole-5-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl 2-chloroacetoacetate | HCID 11858 | — |
| 反応物 | 1-Methyl-1-phenylthiourea | HCID 723631 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 4-Methyl-2-(methyl-phenyl-amino)-thiazole-5-carboxylic acid ethyl ester | HCID 13048351 | 88.3% |
反応手順
A mixture of 1-methyl-1-phenyl-thiourea (5.03 g, 30.3 mmol) and 2-chloro-3-oxo-butyric acid ethyl ester (4.4 mL, 31.8 mmol) in ethanol (18 mL) was refluxed for 20 h before it was cooled to room temperature and concentrated in vacuo. It was partitioned between ethyl acetate and saturated sodium bicarbonate, the organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound as a brown solid (7.39 g): MS: (+) m/z 277.0 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07696223B2 |
| 出典データセット | uspto-grants-2010_04 |
| ORD ID | ord-1f86698936034ec39ec323144c124c42 |
| 出典メモ | uspto-grants-2010_04 |