Sodium Dithionite → HCID 178441136, compound

HRID 345767Notes

Reaction equation

HRID 345767 reaction equation
[C:1]([C:5]1[C:6](=[O:21])[C:7]([C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:8][C:9](=[N:11][C:12]2[CH:16]=[CH:15][NH:14][N:13]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].S(S([O-])=O)([O-])=O.[Na+].[Na+]>O1CCCC1.O>[C:1]([C:5]1[CH:10]=[C:9]([NH:11][C:12]2[CH:16]=[CH:15][NH:14][N:13]=2)[CH:8]=[C:7]([C:17]([CH3:20])([CH3:19])[CH3:18])[C:6]=1[OH:21])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 24489Sodium DithioniteHCID 178441135HCID 178441135, compound2×

Product 1

HCID 178441136HCID 178441136, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A 1.5 g quantity of 2,6-di-tert-butyl-4-(3-pyrazolylimino)-2,5-cyclohexadien-1-one (Compound 34a) was dissolved in 21 ml of tetrahydrofuran. To the solution was added a solution of 21 g of sodium hydrosulfite in 63 ml of water. The mixture was stirred at room temperature for 30 minutes, and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated. The resulting crude product was washed with hexane, giving 1.3 g of title compound (Compound 34) as a colorless solid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. washThe resulting crude product was washed with hexane

Sources & evidence

ORD record
ord-f15e5f74125c45bd829dc03fca8c3a1c
Source dataset
uspto-grants-1991_10
Patent number
US05059598

Reaction notes

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