Potassium Hydroxide → HCID 178515778, compound

HRID 2368060Notes

Reaction equation

HRID 2368060 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][C:4]=1[OH:10].C(O[C:14]([S-])=[S:15])C.[K+].[OH-].[K+]>C(O)C>[SH:15][C:14]1[O:10][C:4]2[CH:5]=[C:6]([OH:9])[CH:7]=[CH:8][C:3]=2[N:2]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 2735045Potassium ethylxanthateHCID 134088224-Aminobenzene-1,3-diol hydrochloride

Product 1

HCID 178515778HCID 178515778, compoundYield 63.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 4-aminobenzene-1,3-diol hydrochloride (25.6 g), potassium ethylxanthate (76.1 g) and potassium hydroxide (13.3 g) in ethanol (450 mL) was stirred for 16 hr with heating under reflux. After allowing to cool to room temperature, the mixture was concentrated under reduced pressure, water (400 mL) was added thereto and the insoluble material was filtered through celite. To the filtrate were added 6 M hydrochloric acid (40 mL), and then 1 M hydrochloric acid (300 mL). The precipitate was collected, and washed successively with water, acetonitrile and diisopropyl ether to give the title compound (16.8 g).

Workup

  1. temperaturewith heating
  2. temperatureunder reflux
  3. concentrationthe mixture was concentrated under reduced pressure, water (400 mL)
  4. additionwas added
  5. filtrationthe insoluble material was filtered through celite
  6. additionTo the filtrate were added 6 M hydrochloric acid (40 mL)
  7. customThe precipitate was collected
  8. washwashed successively with water, acetonitrile and diisopropyl ether

Sources & evidence

ORD record
ord-77f29521d64a441c8234da7937f548f4
Source dataset
uspto-grants-2014_04
Patent number
US08703758B2

Reaction notes

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