Sodium Dithionite → HCID 19822297, compound

HRID 1030232Notes

Reaction equation

HRID 1030232 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[N:6]=[C:7]1[CH:12]=[C:11]([CH3:13])[C:10]([OH:14])=[C:9]([CH3:15])[CH:8]1[CH3:16].S(S([O-])=O)([O-])=O.[Na+].[Na+]>O1CCCC1.O>[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[NH:6][C:7]1[CH:12]=[C:11]([CH3:13])[C:10]([OH:14])=[C:9]([CH3:15])[C:8]=1[CH3:16]

Participants

5

Reactant 2

HCID 24489Sodium DithioniteHCID 67898895HCID 67898895, compound

Product 1

HCID 19822297HCID 19822297, compoundYield 93.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

4-(2-Thiazolylimino)-2,3,6-trimethylphenol (0.60 g) was dissolved in 10 ml of tetrahydrofuran. To the solution was added a solution of 7.6 g of sodium hydrosulfite in 29 ml of water. The mixture was stirred at room temperature for 45 minutes and then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated. Recrystallization of the crude product obtained from acetonitrile gave 0.56 g of the desired compound as colorless crystals.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated aqueous sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customRecrystallization of the crude product
  6. customobtained from acetonitrile

Sources & evidence

ORD record
ord-388162ae69ef480c95117ffe90a7bc76
Source dataset
uspto-grants-1992_04
Patent number
US05104889

Reaction notes

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