3-Amino-2-hydroxyacetophenone → HCID 178466153, compound

HRID 1064825Notes

Reaction equation

HRID 1064825 reaction equation
[C:1](=S)(OCC)[S-:2].[K+].[CH3:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([NH2:17])[C:12]=1[OH:18])=[O:10]>C(O)C>[C:9]([C:11]1[C:12]2[O:18][C:1]([SH:2])=[N:17][C:13]=2[CH:14]=[CH:15][CH:16]=1)(=[O:10])[CH3:8]

Participants

4

Reactant 2

HCID 4592943-Amino-2-hydroxyacetophenoneHCID 2735045Potassium ethylxanthate

Product 1

HCID 178466153HCID 178466153, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Potassium O-ethyl dithiocarbonate (241 mg, 1.5 mmol) was added to a solution of 3-amino-2-hydroxyacetophenone (113 mg, 0.75 mmol) in ethanol (10 ml) and the mixture was heated to reflux for 16 hours. The reaction was concentrated, water (20 ml) was added thereto and the mixture was adjusted to pH, 3-4 with diluted hydrochloric acid. The separated matter was collected by filtration and dried by heating in vacuo to provide 134 mg (yield 92%) of 7-acetyl-2-mercaptobenzooxazole as a dark solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 16 hours
  3. concentrationThe reaction was concentrated
  4. additionwater (20 ml) was added
  5. filtrationThe separated matter was collected by filtration
  6. customdried
  7. temperatureby heating in vacuo

Sources & evidence

ORD record
ord-b6a8d26d4bfa43319a5a957d7bc0898e
Source dataset
uspto-grants-2005_11
Patent number
US06969711B2

Reaction notes

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