Sodium Hydroxide → HCID 90412174, compound

HRID 1521983Notes

Reaction equation

HRID 1521983 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8](S(C3C=CC(C)=CC=3)(=O)=O)[C:9]([C:11]3[CH2:12][CH2:13][N:14]([S:17]([CH3:20])(=[O:19])=[O:18])[CH2:15][CH:16]=3)=[CH:10][C:3]=12.[OH-].[Na+]>O1CCOCC1.O>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][C:9]([C:11]3[CH2:16][CH2:15][N:14]([S:17]([CH3:20])(=[O:19])=[O:18])[CH2:13][CH:12]=3)=[CH:10][C:3]=12

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 90413446HCID 90413446, compound

Product 1

HCID 90412174HCID 90412174, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of Example 220E (6.5 g, 12.73 mmol) in 1,4-dioxane (50 mL) was added a solution of sodium hydroxide (1.528 g, 38.2 mmol) in water (5 mL) and the mixture was stirred at 60° C. for 12 hours. The mixture was concentrated and the residue was suspended in water and N,N-dimethylformamide. The mixture was filtered and the solid was washed with ethyl acetate to give the title compound. MS (CI) m/z 356 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated
  2. filtrationThe mixture was filtered
  3. washthe solid was washed with ethyl acetate

Sources & evidence

ORD record
ord-8129469375914e05a1202deded9f1fe1
Source dataset
uspto-grants-2015_07
Patent number
US09073922B2

Reaction notes

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