Catechol → HCID 19746705, compound

HRID 2253980Notes

Reaction equation

HRID 2253980 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[NH2:9][C:10]([NH2:12])=[S:11].[C:13]([O-:16])(=[O:15])[CH3:14].[Na+]>O.Cl.[Fe-3](C#N)(C#N)(C#N)(C#N)(C#N)C#N.[K+].[K+].[K+]>[C:13]([OH:16])(=[O:15])[CH3:14].[OH:2][C:1]1[CH:8]=[C:7]([S:11][C:10](=[NH:9])[NH2:12])[CH:6]=[CH:5][C:3]=1[OH:4]

Participants

7

Reactant 3

HCID 289CatecholHCID 517045Sodium Acetate2×HCID 2723790Thiourea

Product 1

HCID 19746705HCID 19746705, compoundYield 107.6%

Reagents, catalysts & solvents 3

HCID 178511488HCID 178511488, compoundCatalystHCID 313Hydrochloric AcidSolventHCID 962WaterSolvent2×

Procedure

After 26.0 g of catechol was dissolved in 400 ml of water, 15.2 g of thiourea was added to the solution at room temperature to dissolve. A solution of 130 g of potassium ferricyanide and 200 g of sodium acetate in 600 ml of water was added to the solution at room temperature and, 200 g of sodium acetate was further added to the mixture. After stirring overnight at room temperature, the reaction mixture was dissolved in 1N-HCl aqueous solution and the insoluble materials were filtered off. To the aqueous solution were added 200 g of sodium acetate and 400 ml of water. The mixture was stirred to precipitate the salt. The salt was taken out by filtration and dried under reduced pressure to give 52.5 g of S-(3,4-dihydroxyphenyl)isothiourea acetate.

Workup

  1. dissolutionto dissolve
  2. filtrationthe insoluble materials were filtered off
  3. additionTo the aqueous solution were added 200 g of sodium acetate and 400 ml of water
  4. stirringThe mixture was stirred
  5. customto precipitate the salt
  6. filtrationThe salt was taken out by filtration
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-4adcf52e6b544eb0ae44287f87b721fc
Source dataset
uspto-grants-1993_08
Patent number
US05233035

Reaction notes

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