Ammonium 1-anilinonaphthalene-8-sulfonate → 5,5'-Bis(8-(phenylamino)-1-naphthalenesulfonate)

HRID 370619

反応式

HRID 370619 の反応式
[NH4+:1].[NH:2]([C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:18]=1[C:17]([S:19]([O-:22])(=[O:21])=[O:20])=[CH:16][CH:15]=[CH:14]2)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>Cl([O-])(=O)(=O)=O.[Na+]>[CH:8]1[CH:3]=[CH:4][C:5]([NH:1][C:9]2[CH:10]=[CH:11][C:12]([C:12]3[CH:11]=[CH:10][C:9]([NH:2][C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=4)=[C:18]4[C:13]=3[CH:14]=[CH:15][CH:16]=[C:17]4[S:19]([OH:22])(=[O:20])=[O:21])=[C:13]3[CH:14]=[CH:15][CH:16]=[C:17]([S:19]([OH:22])(=[O:20])=[O:21])[C:18]=23)=[CH:6][CH:7]=1

参加物

3

反応物 1

HCID 120066Ammonium 1-anilinonaphthalene-8-sulfonate

生成物 1

HCID 1238085,5'-Bis(8-(phenylamino)-1-naphthalenesulfonate)収率 30.1%

試薬・触媒・溶媒 1

HCID 522606Sodium Perchlorate溶媒

実験手順

A process for the production of bis-(5,5')-8- Anilino -1-naphthalene Sulfonate using an electrochemical cell, consisting of a container (a beaker), a carbon cloth anode, and a metal cathode. The electrochemical cell is charged with ingredients in accord with the following proportions--2.136 g (6.71 mmol) of 8- anilino - 1- naphthalene sulfonic acid ammonium salt dissolved in 100 mL of 0.1 M aqueous sodium perchlorate. As the solution is stirred (A stirring mechanism is used such as a magnetic stirring bar with the container (beaker) supported on a combination heat plate and magnetic drive stirrer), the D.C. power supply voltage is increased until current begins to flow between the electrodes. This solution is electrolyzed for approximately two hours through which time periodic samples are removed and monitored by Hplc (high performance liquid chromatography) until the amount of product reaches a maximum. Thereafter, the solvent is removed and the residue dissolved in a minimal amount of methanol and chromatographed on a short column of neutral alumina using methanol as the eluent. The solvent is removed and the residue dissolved in a minimum amount of water. Excess barium acetate is added to precipitate bis-Ans as barium salt that is collected and dissolved in water. An excess of potassium sulfate is added to convert the barium salt to dipotassium salt. This salt is recrystallized to give 0.686 g (1.01 mmol) of bis - (5,5') - 8 - anilino - 1 - naphthalene sulfonic acid dipotassium salt corresponding to substantially a thirty percent product yield.

後処理

  1. customis used such as a magnetic stirring bar with the container (beaker)
  2. temperatureheat plate and magnetic drive stirrer), the D.C
  3. temperaturepower supply voltage is increased
  4. customare removed
  5. customThereafter, the solvent is removed
  6. dissolutionthe residue dissolved in a minimal amount of methanol
  7. customchromatographed on a short column of neutral alumina
  8. customThe solvent is removed
  9. dissolutionthe residue dissolved in a minimum amount of water
  10. additionExcess barium acetate is added
  11. customto precipitate bis-Ans as barium salt that
  12. customis collected
  13. dissolutiondissolved in water
  14. additionAn excess of potassium sulfate is added
  15. customThis salt is recrystallized

出典と根拠

ORDレコード
ord-3981b49e168f4f4d83920022ac3473a7
出典データセット
uspto-grants-1985_07
特許番号
US04528076

関連ノート

読み込み中…