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2-Methyl-4-nitroaniline → N-(2-Methyl-4-nitrophenyl)-3,4-dihydro-2H-pyrrol-5-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Methyl-4-nitroaniline | HCID 7441 | — |
| 反応物 | 2-Chloro-1-pyrroline | HCID 13520141 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | N-(2-Methyl-4-nitrophenyl)-3,4-dihydro-2H-pyrrol-5-amine | HCID 13520142 | 51.5% |
反応手順
A mixture of 2-chloro-1-pyrroline (1.2 mole), prepared as in Example 1, and 91.3 g (0.6 mole) of 2-methyl-4-nitroaniline were heated at reflux in 900 ml of acetonitrile for two hours. The solid obtained by cooling and filtering was combined with that obtained by concentrating the filtrate to dryness, then dissolved in hot water and filtered. The solution was cooled and washed with ethyl acetate, and the aqueous phase was made basic with 4 N sodium hydroxide. The crude product was extracted into dichloromethane, which was then removed in vacuo. The resultant solid was washed repeatedly with diethyl ether to give 67.7 g of pure title compound. Structure assignment was supported by the nmr spectrum and by elemental analysis.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04533739 |
| 出典データセット | uspto-grants-1985_08 |
| ORD ID | ord-51e1a3db10db46469f4db076b15c57ae |
| 出典メモ | uspto-grants-1985_08 |