N-Acetylsulfanilyl chloride → HCID 86746051、化合物

HRID 1721547ノート

反応式

HRID 1721547 の反応式
C([NH:4][C:5]1C=CC=[CH:7][C:6]=1S(Cl)(=O)=O)(=O)C.[OH-].[Na+].S(Cl)(Cl)(=O)=O.C([NH:25][C:26]1[CH:31]=[CH:30][C:29]([S:32](Cl)(=[O:34])=[O:33])=[CH:28][CH:27]=1)(=O)C>O.O1CCCC1>[S:32]([NH2:4])(=[O:34])([C:29]1[CH:30]=[CH:31][C:26]([NH2:25])=[CH:27][CH:28]=1)=[O:33].[CH2:5]([NH2:4])[CH:6]=[CH2:7]

参加物

7

反応物 4

HCID 8481N-Acetylsulfanilyl chloride2 回HCID 14798Sodium Hydroxide2 回HCID 24648Sulfuryl chlorideHCID 125069442-Acetamidobenzene-1-sulfonyl chloride

生成物 1

HCID 86746051HCID 86746051、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Poly(allylamine sulfanilamide) is synthesized from poly(allylamine) and acetamidobenzenesulfonyl chloride by a variation of a method developed by Dawson, Gless & Wingard, Jr. 98 JACS 5996 (1970)! for the synthesis of polysulfanilamide. 1.66 g of poly(allylamine) which contained 17.6 mmol of amine groups were dissolved in 14 ml of water. 1.5 ml of 8 N NaOH were added to bring the pH to 10. 7 ml of tetrahydrofuran (THF) were added to promote co-solubility of the polymer and sulfonyl chloride during reaction. 1.51 g of p-acetamidobenzenesulfonyl chloride was added to the stirred solution, and 8N NaOH was added as required to maintain the pH between 9 and 10. After 5 min. a further 1.51 g of the p-acetamidobenzenesulfonyl chloride was added, along with 7 ml of THF. This procedure was repeated a third time. The solution separated into two phases, a lower water-rich phase, and an upper THF-rich phase containing poly(p-acetamido-N-propylbenzene-sulfonamide). The polymer was precipitated from the THF with ethanol, washed with ethanol, and dried. Recovery was 73% of the theoretical weight of the polymer. The polymer was dissolved in 30 ml of 1N HCl and heated at reflux for 6 h. to produce the poly(allylamine sulfanilamide).

後処理

  1. customfor the synthesis of polysulfanilamide
  2. customduring reaction
  3. additionwas added
  4. temperatureto maintain the pH between 9 and 10
  5. customThe solution separated into two phases
  6. additiona lower water-rich phase, and an upper THF-rich phase containing poly(p-acetamido-N-propylbenzene-sulfonamide)
  7. customThe polymer was precipitated from the THF with ethanol
  8. washwashed with ethanol
  9. customdried
  10. dissolutionThe polymer was dissolved in 30 ml of 1N HCl
  11. temperatureheated
  12. temperatureat reflux for 6 h.

出典と根拠

ORDレコード
ord-5621a7139b2840f8aaec490ed5b884c8
出典データセット
uspto-grants-1996_04
特許番号
US05512246

反応ノート

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