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Pentanenitrile, 4,4-dimethyl-3-oxo- → 3-tert-Butyl-1-(3,4-dimethylphenyl)-1H-pyrazol-5-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pentanenitrile, 4,4-dimethyl-3-oxo- | HCID 108871 | — |
| 反応物 | 1-(3,4-Dimethylphenyl)hydrazine hydrochloride | HCID 173740 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 3-tert-Butyl-1-(3,4-dimethylphenyl)-1H-pyrazol-5-amine | HCID 10868500 | 90% |
反応手順
A black solution of 3,4-dimethylphenyl hydrazine hydrochloride (Apollo, 1.73 g, 10.0 mmol) and 4,4-dimethyl-3-oxopentanenitrile (1.38 g, 11.0 mmol) in EtOH (20 mL) was stirred at reflux for 5 h. The cooled solution was concentrated in vacuo, redissolved in diethyl ether (20 mL) and washed with aqueous NaOH solution (1M, 20 mL). The aqueous was extracted with diethyl ether (2×20 mL), then the combined organics washed with brine (20 mL), dried (Na2SO4), filtered and concentrated in vacuo to leave the title compound (2.18 g, 90%). LCMS (Method 3): Rt 2.75 min, m/z 244 [MH+].
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09181242B2 |
| 出典データセット | uspto-grants-2015_11 |
| ORD ID | ord-e63ab602d1a242a1b19278d90862f38c |
| 出典メモ | uspto-grants-2015_11 |