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Cyanoacetamide → Piperidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cyanoacetamide | HCID 7898 | — |
| 反応物 | Ethyl formate | HCID 8025 | — |
| 反応物 | 4-Dimethylaminoacetophenone | HCID 75037 | — |
| 反応物 | Sodium | HCID 5360545 | — |
| 反応物 | Sodium Methoxide | HCID 10942334 | — |
| 反応物 | 4-(Dimethylamino)-beta-oxobenzenepropanal | HCID 12654798 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Piperidine | HCID 8082 | — |
| 生成物 | 6-[p-(Dimethylamino)phenyl]-1,2-dihydro-2-oxonicotinonitrile | HCID 21404559 | — |
反応手順
From a solution of the sodium salt of p-(dimethylamino)benzoylacetaldehyde in 400 ml. of water (prepared from 11.4 g. of sodium methoxide in 100 ml. of tetrahydrofuran, and a solution of 29.3 g. of p-(dimethylamino)acetophenone [J.A.C.S. 73, 864 (1951)]and 13.3 g. of ethyl formate in 130 ml. of tetrahydrofuran), 18.5 g. of 2-cyanoacetamide and a solution consisting of 2.3 ml. of acetic acid, 5.2 ml. of water and 4.0 ml. of piperidine, there is obtained 6-[p-(dimethylamino)phenyl]-1,2-dihydro-2-oxonicotinonitrile; m.p. 280°-292° (dec.) after crystallization from aqueous dimethyl sulfoxide.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US03954734 |
| 出典データセット | uspto-grants-1976_05 |
| ORD ID | ord-60e8c696dc5f4421b33eb14ab0483060 |
| 出典メモ | uspto-grants-1976_05 |