Triethylamine → HCID 86621786、化合物

HRID 604700ノート

反応式

HRID 604700 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[F:18][C:19]([F:37])([S:33]([NH2:36])(=[O:35])=[O:34])[C:20]([F:32])([F:31])[C:21]([F:30])([F:29])[C:22]([F:28])([F:27])[S:23]([NH2:26])(=[O:25])=[O:24].C(N([CH2:43][CH3:44])CC)C.[OH-:45].[Na+].[Na][Na]>O.C(#N)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([NH:36][S:33]([C:19]([F:18])([F:37])[C:20]([F:32])([F:31])[C:21]([F:29])([F:30])[C:22]([F:27])([F:28])[S:23]([NH:26][S:14]([C:11]3[CH:12]=[CH:13][C:8]([C:44]4[CH:43]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=4)=[CH:9][CH:10]=3)(=[O:15])=[O:45])(=[O:24])=[O:25])(=[O:35])=[O:34])(=[O:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

参加物

8

反応物 5

HCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 141233DisodiumHCID 27568454'-Bromobiphenyl-4-sulfonyl chlorideHCID 11631855octafluorobutane-1,4-disulfonamide

生成物 1

HCID 86621786HCID 86621786、化合物収率 93.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

Inside the glove box, a 200 mL round-bottom flask equipped with a reflux condenser, stirring bar, and septum was charged with 4′-bromo-biphenyl-4-sulfonyl chloride (8.36 g, 25.3 mmol), octafluorobutane-1,4-disulfonamide (4.550 g, 12.6 mmol), and acetonitrile (80 mL). Triethylamine (7.6 mL, 54.3 mmol) was added slowly by syringe to give a mild exotherm. The solution was heated to a reflux overnight. The solution was cooled to room temperature and poured into an aqueous solution of sodium hydroxide (4 g, 0.1 mol) in water (200 mL) in a 1 L round-bottom flask. The solvents were evaporated on a rotary evaporator and the solids were dried under vacuum. The solids were recrystallized by dissolving in water (300 mL) at a reflux, filtering the solution, and concentrating the solution at a reflux to induce crystallization. The white crystals were collected by vacuum filtration, washed with water, and dried overnight in a vacuum oven at 150° C. under a nitrogen purge to give 11.24 g (89% yield) of N,N′-bis(4′-bromo-biphenyl-4-sulfonyl)-octafluorobutane-1,4-disulfonamide, disodium salt.

後処理

  1. customInside the glove box, a 200 mL round-bottom flask equipped with a reflux condenser
  2. customto give a mild exotherm
  3. temperatureThe solution was heated to a reflux overnight
  4. customThe solvents were evaporated on a rotary evaporator
  5. customthe solids were dried under vacuum
  6. customThe solids were recrystallized
  7. dissolutionby dissolving in water (300 mL) at a reflux
  8. filtrationfiltering the solution
  9. concentrationconcentrating the solution at
  10. temperaturea reflux
  11. customcrystallization
  12. filtrationThe white crystals were collected by vacuum filtration
  13. washwashed with water
  14. customdried overnight in a vacuum oven at 150° C. under a nitrogen
  15. custompurge

出典と根拠

ORDレコード
ord-ad32920c529747558d8bf0c1672982aa
出典データセット
uspto-grants-2011_03
特許番号
US07910653B2

反応ノート

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