Potassium Carbonate → 88216-53-9

HRID 1249430Notes

Reaction equation

HRID 1249430 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]=[N:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)=[CH:5][CH:4]=1)#[N:2].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][OH:31]>CC(C)=O>[OH:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][O:17][C:14]1[CH:15]=[CH:16][C:11]([N:10]=[N:9][C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][CH:7]=2)=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 748286-Chloro-1-hexanolHCID 500440126029-68-5

Product 1

HCID 1943124088216-53-9

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

22.3 g of 4'-cyano-4-hydroxyazobenzene and 14 g of dry potassium carbonate are dissolved in 100 ml of absolute acetone, a pinch of KI is added, and 15.3 g of 6-chlorhexan-1-ol are then added dropwise at the boil. The reaction mixture is refluxed for 6 days. The precipitated potassium chloride is filtered off under suction from the warm mixture, and the solution is evaporated down. 200 ml of CHCl3 are added to the dye obtained, and the chloroform solution is filtered off drom undissolved material, extracted by shaking four times with H2O and evaporated down. The crude product is recrystallized from 300 ml of acetone.

Workup

  1. additiona pinch of KI is added
  2. temperatureThe reaction mixture is refluxed for 6 days
  3. filtrationThe precipitated potassium chloride is filtered off under suction from the warm mixture
  4. customthe solution is evaporated down
  5. addition200 ml of CHCl3 are added to the dye
  6. customobtained
  7. filtrationthe chloroform solution is filtered off drom undissolved material
  8. extractionextracted
  9. customevaporated down
  10. customThe crude product is recrystallized from 300 ml of acetone

Sources & evidence

ORD record
ord-0a43ca5de25c4daa8b4d61a80fe0b06c
Source dataset
uspto-grants-1986_12
Patent number
US04631328

Reaction notes

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