Potassium Carbonate → HCID 53647569, compound

HRID 437770Notes

Reaction equation

HRID 437770 reaction equation
Cl.[CH2:2]([N:4]([CH2:7][CH2:8]Cl)[CH2:5][CH3:6])[CH3:3].C[O-].[Na+].C(=O)([O-])[O-].[K+].[K+].[C:19]1([CH:26]=[CH:25][CH:24]=[C:22]([SH:23])[CH:21]=1)[SH:20]>CO.O.C1(C)C(C)=CC=CC=1>[CH2:2]([N:4]([CH2:7][CH2:8][S:20][C:19]1[CH:21]=[C:22]([SH:23])[CH:24]=[CH:25][CH:26]=1)[CH2:5][CH3:6])[CH3:3]

Participants

8

Reactant 4

HCID 11430Potassium CarbonateHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 5220621,3-BenzenedithiolHCID 10942334Sodium Methoxide

Product 1

HCID 53647569HCID 53647569, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolvent2×HCID 7237O-XyleneSolvent

Procedure

A solution of 1.72 g of diethylaminoethyl chloride hydrochloride and 0.54 g of sodium methoxide in 10 cc of methanol and a solution of 2.09 g of potassium carbonate in 10 cc of water are added to 1.42 g of dithioresorcin. After the addition of 10 cc of xylene, the mixture is boiled at reflux for 8 hours. The reaction mixture is subsequently diluted with water and extracted thrice with ethyl acetate. 10% acetic acid is subsequently added to the water phase, until the oily precipitation is complete, extraction is again effected thrice with ethyl acetate, and the ethyl acetate solution is concentrated by evaporation after drying over magnesium sulphate. Bulb tube distillation (bath temperature 135° at 0.5 mm Hg) yields the product as colourless oil which rapidly oxidizes in the air.

Workup

  1. temperatureat reflux for 8 hours
  2. extractionextracted thrice with ethyl acetate
  3. addition10% acetic acid is subsequently added to the water phase, until the oily precipitation
  4. extractionextraction
  5. concentrationthe ethyl acetate solution is concentrated by evaporation
  6. dry with materialafter drying over magnesium sulphate
  7. distillationBulb tube distillation (bath temperature 135° at 0.5 mm Hg)

Sources & evidence

ORD record
ord-e71d76e8f16640a5a1c5d3e2e5fa3874
Source dataset
uspto-grants-1977_06
Patent number
US04032530

Reaction notes

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