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Ammonia → 2,3-Anthracenedicarbonitrile, 1,4-diamino-9,10-dihydro-9,10-dioxo-
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ammonia | HCID 222 | — |
| 反応物 | 3-Nitrobenzenesulfonic acid | HCID 7387 | — |
| 反応物 | Sodium Cyanide | HCID 8929 | — |
| 反応物 | 2-Pyrrolidone | HCID 12025 | — |
| 反応物 | Ammonium Bicarbonate | HCID 14013 | — |
| 反応物 | 1,4-Diamino-9,10-dihydro-9,10-dioxoanthracene-2-sulphonic acid | HCID 77725 | — |
| 反応物 | Sodium | HCID 5360545 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2,3-Anthracenedicarbonitrile, 1,4-diamino-9,10-dihydro-9,10-dioxo- | HCID 66477 | 95.5% |
反応手順
22.8 parts of 1,4-diaminoanthraquinone-2-sulfonic acid (78.1%) are added at room temperature to a mixture of 53 parts of 2-pyrrolidone and 52 parts of water. The pH of the solution is adjusted to 7.5-8 with 5 parts of 24% aqueous ammonia solution. Then 2 parts of ammonium bicarbonate, 6.4 parts of 3-nitrobenzene-1-sulfonic acid, sodium salt, and 9 parts of sodium cyanide are added in succession. The reaction mixture is then heated for 4 hours to 88° C., with stirring. The precipitate is filtered warm with suction, washed with warm 25% aqueous 2-pyrrolidone and then with hot water, and dried at 50° C. in vacuo, affording 14.9 parts of 95.5% 1,4-diamino-2,3-dicyanoanthraquinone, corresponding to a yield of 88.3% of theory. Rf =0.54.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04661292 |
| 出典データセット | uspto-grants-1987_04 |
| ORD ID | ord-f9ca78f70feb4132b27fa63b88168f1f |
| 出典メモ | uspto-grants-1987_04 |