Hydrochloric Acid → HCID 178515778, compound

HRID 1922193Notes

Reaction equation

HRID 1922193 reaction equation
[NH2:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[OH:9].C(O[C:13](S)=[S:14])C.[OH-].[K+].Cl>C(O)C.O>[SH:14][C:13]1[O:9][C:3]2[CH:4]=[C:5]([OH:6])[CH:7]=[CH:8][C:2]=2[N:1]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8823Ethyl xanthateHCID 14797Potassium HydroxideHCID 4328274-Aminoresorcinol

Product 1

HCID 178515778HCID 178515778, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 4-aminoresorcinol (1 eq) and ethylxanthic acid (3 eq) in ethanol was added potassium hydroxide (2.1 eq). The mixture was refluxed for two hours then diluted with water and acidified using 1N HCl to a pH of 4. The product was extracted into ethyl acetate then concentrated. The resulting solid was triturated with dichloromethane to give pure product with a 90% yield. MH+=168.1.

Workup

  1. temperatureThe mixture was refluxed for two hours
  2. extractionThe product was extracted into ethyl acetate
  3. concentrationthen concentrated
  4. customThe resulting solid was triturated with dichloromethane
  5. customto give pure product with a 90% yield

Sources & evidence

ORD record
ord-865c464c58474715b4349c81c8d41372
Source dataset
uspto-grants-2012_05
Patent number
US08173689B2

Reaction notes

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