Potassium ethylxanthate → HCID 178486928, compound

HRID 1064830Notes

Reaction equation

HRID 1064830 reaction equation
[C:1](=S)(OCC)[S-:2].[K+].[NH2:8][C:9]1[C:14]([O:15][CH3:16])=[C:13]([O:17][CH3:18])[C:12]([O:19][CH3:20])=[CH:11][C:10]=1[OH:21]>C(O)C>[SH:2][C:1]1[O:21][C:10]2[CH:11]=[C:12]([O:19][CH3:20])[C:13]([O:17][CH3:18])=[C:14]([O:15][CH3:16])[C:9]=2[N:8]=1

Participants

4

Reactant 2

HCID 2735045Potassium ethylxanthateHCID 22272801HCID 22272801, compound

Product 1

HCID 178486928HCID 178486928, compoundYield 64.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Potassium O-ethyl dithiocarbonate (321 mg, 2.0 mmol) was added to a solution of the aminophenol (199 mg, 1.0 mmol) in ethanol (5 ml) and the mixture was heated to reflux for 16 hours. The reaction solution was concentrated, water (30 ml) was added thereto and the mixture was adjusted to pH, 3-4 with diluted hydrochloric acid the separated matter was collected by filtration, dried by heating in vacuo and recrystallized from methanol, ether and hexane to provide 155 mg (yield 64%) of 2-mercapto-4,5,6-trimethoxybenzoxazole as reddish-purple needles.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 16 hours
  3. concentrationThe reaction solution was concentrated
  4. additionwater (30 ml) was added
  5. filtration3-4 with diluted hydrochloric acid the separated matter was collected by filtration
  6. customdried
  7. temperatureby heating in vacuo
  8. customrecrystallized from methanol, ether and hexane

Sources & evidence

ORD record
ord-eae0cc28f7224044af7b54469c1ff99e
Source dataset
uspto-grants-2005_11
Patent number
US06969711B2

Reaction notes

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