Triethylamine → HCID 86621786, 화합물

HRID 604699노트

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HRID 604699 반응식
[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]>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

참가 물질

7

반응물 5

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

생성물 1

HCID 86621786HCID 86621786, 화합물수율 89%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Inside the glove box, a 100 mL round-bottom flask equipped with a reflux condenser, stirring bar, and septum was charged with 4′-bromo-biphenyl-4-sulfonyl chloride (6.63 g, 20 mmol), octafluorobutane-1,4-disulfonamide (3.60 g, 10 mmol), and acetonitrile (40 mL). Triethylamine (6 mL, 40 mmol) was added slowly by syringe. The solution was heated to a reflux overnight. The solution was cooled to room temperature, poured into an aqueous solution (150 mL) of 20% sodium hydroxide, and chilled in an ice bath to induce precipitation. The precipitate was collected by vacuum filtration dried under vacuum to give 9.86 g (99% yield). The solids were recrystallized by dissolving in water at a reflux, treating with decolorizing carbon, filtering the solution, and concentrating the solution at a reflux to 200 mL to induce crystallization. The white crystals were collected by vacuum filtration, washed with water, and dried overnight in a vacuum oven at 100° C. followed by 170° C. under a nitrogen purge to give 8.80 g (89% yield) of N,N′-bis(4′-bromo-biphenyl-4-sulfonyl)-octafluorobutane-1,4-disulfonamide, disodium salt, shown below. 1H NMR (DMSO-d6): 7.67 (bm, 4H), 7.78 (d, J=8 Hz, 2H), 7.84 (d, J=8 Hz, 2H). 19F NMR (DMSO-d6): −120.36 (m, —CF2—CF2—), −113.06 (m, 2 —CF2—SO2—).

후처리

  1. customInside the glove box, a 100 mL round-bottom flask equipped with a reflux condenser
  2. temperatureThe solution was heated to a reflux overnight
  3. temperaturechilled in an ice bath
  4. customprecipitation
  5. filtrationThe precipitate was collected by vacuum filtration
  6. customdried under vacuum
  7. customto give 9.86 g (99% yield)
  8. customThe solids were recrystallized
  9. dissolutionby dissolving in water at a reflux
  10. additiontreating with decolorizing carbon
  11. filtrationfiltering the solution
  12. concentrationconcentrating the solution at
  13. temperaturea reflux to 200 mL
  14. customcrystallization
  15. filtrationThe white crystals were collected by vacuum filtration
  16. washwashed with water
  17. customdried overnight in a vacuum oven at 100° C.
  18. customfollowed by 170° C. under a nitrogen
  19. custompurge

출처 및 근거

ORD 기록
ord-9983dd6897b64711b1c55c491fced540
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910653B2

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