Sodium Dithionite → HCID 21404082, compound

HRID 972427Notes

Reaction equation

HRID 972427 reaction equation
[OH:1][C:2]1[C:3]([CH2:25][CH2:26][CH2:27][CH2:28][O:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]([CH2:39][CH3:40])([CH3:38])[CH3:37])=[CH:32][C:31]=2[C:41]([CH2:44][CH3:45])([CH3:43])[CH3:42])=[C:4]([C:22]([NH2:24])=[O:23])[C:5]2[C:10]([C:11]=1[N:12]=NC1C=CC(OC)=CC=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:12][C:11]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:22]([NH2:24])=[O:23])=[C:3]([CH2:25][CH2:26][CH2:27][CH2:28][O:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]([CH2:39][CH3:40])([CH3:37])[CH3:38])=[CH:32][C:31]=2[C:41]([CH2:44][CH3:45])([CH3:43])[CH3:42])[C:2]=1[OH:1]

Participants

4

Reactant 2

HCID 24489Sodium DithioniteHCID 136409737HCID 136409737, compound

Product 1

HCID 21404082HCID 21404082, compoundYield 59.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of 21 g (0.034 mole) crude 3-hydroxy-4-(p-methoxyphenylazo)-2-[4'-(2,4-di-t-pentylphenoxy)-n-butyl]-naphthamide in 400 ml alcohol was added a solution of 13.9 g (0.08 mole) 90% sodium dithionite in 75 ml water. The mixture was refluxed for 0.5 hrs, then cooled and diluted with 400 ml H2O. The product was extracted into hexane, crystallized, and was collected and recrystallized from hexane to give 10 g yellow green solid, m.p. 93°-96° C.

Workup

  1. temperatureThe mixture was refluxed for 0.5 hrs
  2. temperaturecooled
  3. extractionThe product was extracted into hexane
  4. customcrystallized
  5. customwas collected
  6. customrecrystallized from hexane

Sources & evidence

ORD record
ord-381d9e9e4bb24f6c8fb3d91d41c5cd7a
Source dataset
uspto-grants-1977_10
Patent number
US04053312

Reaction notes

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