Diaminostilbenedisulfonic acid → 2,2'-[(E)-1,2-Ethenediyl]bis(5-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}benzenesulfonic Acid)

HRID 277579

反応式

HRID 277579 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([S:21]([OH:24])(=[O:23])=[O:22])[C:5]([CH:8]=[CH:9][C:10]2[C:11]([S:17]([OH:20])(=[O:19])=[O:18])=[CH:12][C:13]([NH2:16])=[CH:14][CH:15]=2)=[CH:6][CH:7]=1.[C:25](=[O:28])([O-:27])[O-].[Na+].[Na+].Cl[C:32]([O:34][CH2:35][CH:36]1[C:48]2[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=2[C:42]2[C:37]1=[CH:38][CH:39]=[CH:40][CH:41]=2)=[O:33]>O.O1CCOCC1>[CH:8](/[C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:32]([O:34][CH2:35][CH:36]2[C:48]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[C:42]3[C:37]2=[CH:38][CH:39]=[CH:40][CH:41]=3)=[O:33])=[CH:3][C:4]=1[S:21]([OH:24])(=[O:23])=[O:22])=[CH:9]\[C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:25]([O:27][CH2:35][CH:36]2[C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][C:42]=3[C:43]3[C:48]2=[CH:47][CH:46]=[CH:45][CH:44]=3)=[O:28])=[CH:12][C:11]=1[S:17]([OH:20])(=[O:19])=[O:18]

参加物

6

反応物 3

HCID 6668Diaminostilbenedisulfonic acidHCID 10340Sodium CarbonateHCID 343679-Fluorenylmethyl chloroformate

生成物 1

HCID 98539532,2'-[(E)-1,2-Ethenediyl]bis(5-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}benzenesulfonic Acid)収率 72%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  1. stirringto stir overnight
  2. filtrationThe solution was filtered
  3. washthe solids washed with water (200 mL)
  4. addition50 mL conc hydrochloric acid added
  5. filtrationAfter 30 minutes the solution was filtered
  6. customthe solids dried in a vacuum oven overnight at 50° C.

出典と根拠

ORDレコード
ord-d40d32ac680c4870a1bdaa82af14a527
出典データセット
uspto-grants-2002_03
特許番号
US06355633B1

関連ノート

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