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Diaminostilbenedisulfonic acid → 2,2'-[(E)-1,2-Ethenediyl]bis(5-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}benzenesulfonic Acid)
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diaminostilbenedisulfonic acid | HCID 6668 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 9-Fluorenylmethyl chloroformate | HCID 34367 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 2,2'-[(E)-1,2-Ethenediyl]bis(5-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}benzenesulfonic Acid) | HCID 9853953 | 72% |
反応手順
To a solution of commercially available 4,4′-diaminostilbene-2,2′-disulfonic acid (10 g, 27.0 mmol) in a mixture of 270 mL water and 30 mL dioxane was added 14.3 g (135 mmol) of sodium carbonate and the solution stirred until homogeneous. At this time 9-fluorenylmethyl chloroformate was added and the mixture allowed to stir overnight. The solution was filtered and the solids washed with water (200 mL). The collected solids were then suspended in 600 mL of water and 50 mL conc hydrochloric acid added. After 30 minutes the solution was filtered and the solids dried in a vacuum oven overnight at 50° C. to provide the title compound 21.8 g (72%) as a orange-brown solid. MS (ES-NEG): [M−H] 813.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06355633B1 |
| 出典データセット | uspto-grants-2002_03 |
| ORD ID | ord-d40d32ac680c4870a1bdaa82af14a527 |
| 出典メモ | uspto-grants-2002_03 |