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Sodium hydride → 6-[(2,2-Dimethyl-3-sulfamoylpropyl)oxy]imidazo[1,2-b]pyridazine

HRID 465942
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HRID 465942 반응식
[OH:1][CH2:2][C:3]([CH3:10])([CH3:9])[CH2:4][S:5]([NH2:8])(=[O:7])=[O:6].[H-].[Na+].Cl[C:14]1[CH:15]=[CH:16][C:17]2[N:18]([CH:20]=[CH:21][N:22]=2)[N:19]=1>CN(C=O)C>[CH3:9][C:3]([CH3:10])([CH2:4][S:5](=[O:7])(=[O:6])[NH2:8])[CH2:2][O:1][C:14]1[CH:15]=[CH:16][C:17]2[N:18]([CH:20]=[CH:21][N:22]=2)[N:19]=1
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참가 물질

5

반응물 3

HCID 24758Sodium hydride2회HCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-HCID 103296873-Hydroxy-2,2-dimethylpropane-1-sulfonamide

생성물 1

HCID 100852846-[(2,2-Dimethyl-3-sulfamoylpropyl)oxy]imidazo[1,2-b]pyridazine수율 88%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

To a solution of 3.5 g of 3-hydroxy-2,2-dimethyl-1-propanesulfonamide in 30 ml of DMF was added by portions 0.85 g of sodium hydride (60%, in oil)with stirring. To the mixture were added 3.18 g of 6-chloroimidazo[1,2-b]pyridazine and then 0.85 g of sodium hydride. The reaction solution was heated at 70° C. for 1.5 hours and then at 100° C. for an hour with stirring, and concentrated under reduced pressure. The residue was added into 100 ml of ice-water, extracted with ethyl acetate and tetrahydrofuran (1:1) (100 ml×4), dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue was recrystallized from ethanol to obtain 5.18 g of the title compound.

후처리

  1. stirringat 100° C. for an hour with stirring
  2. concentrationconcentrated under reduced pressure
  3. additionThe residue was added into 100 ml of ice-water
  4. extractionextracted with ethyl acetate and tetrahydrofuran (1:1) (100 ml×4)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationdistilled under reduced pressure
  7. customto remove the solvent
  8. customThe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-ed2fc179561c4583b5761af94fece3fa
출처 데이터셋
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05155108

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