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Formaldehyde → [2-[[3-(Dimethylamino)propyl](3-nitro-2-pyridinyl)amino]phenyl]phenylmethanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Formaldehyde | HCID 712 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 3-(Dimethylamino)propyl chloride hydrochloride | HCID 94308 | — |
| 反応物 | {2-[(3-Nitropyridin-2-yl)amino]phenyl}(phenyl)methanone | HCID 13388384 | — |
| 触媒 | Tricaprylylmethyl ammonium chloride | HCID 77620884 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | [2-[[3-(Dimethylamino)propyl](3-nitro-2-pyridinyl)amino]phenyl]phenylmethanone | HCID 54525496 | — |
反応手順
A mixture 2 g (0.006 mole) of [2-[(3-nitro-2-pyridinyl)amino]phenyl]phenylmethanone, 3 g (0.019 mole) of 3-dimethylaminopropyl chloride hydrochloride, 10 ml of 50% aqueous sodium hydroxide, 5 drops tricaprylylmethyl ammonium chloride (phase transfer catalyst) and 15 ml methylene chloride was stirred and maintained at reflux for 18 hrs. Chemical ionization mass spectral analysis indicated only a trace of the starting methanone was present with good conversion to the title compound. The reaction mixture was partially neutralized with 10% hydrochloric acid. The diluted but still basic mixture was extracted with methylene chloride and the methylene chloride layer evaporated to give 1.1 g brown residue predominantly the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04518603 |
| 出典データセット | uspto-grants-1985_05 |
| ORD ID | ord-2fa674b05ad344a5aebc1360cd166856 |
| 出典メモ | uspto-grants-1985_05 |