Hydrochloric Acid → HCID 178474915, compound

HRID 1154868Notes

Reaction equation

HRID 1154868 reaction equation
[CH2:1]([O:3][N:4]=[C:5]([C:11]1[N:12]=[C:13]([OH:16])[S:14][CH:15]=1)[C:6]([O:8]CC)=[O:7])[CH3:2].C(O)C.[OH-].[K+].Cl>O>[CH2:1]([O:3][N:4]=[C:5]([C:11]1[N:12]=[C:13]([OH:16])[S:14][CH:15]=1)[C:6]([OH:8])=[O:7])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 178474917HCID 178474917, compound

Product 1

HCID 178474915HCID 178474915, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 10 g. of ethyl α-ethoxyimino-(2-hydroxythiazol-4-yl)acetate in 30 ml. of ethanol is added a solution of 11.47 -g. of KOH in 50 ml. of water at room temperature and the mixture is stirred for 25 minutes. The reaction mixture is condensed under reduced pressure and is made acidic with 10% aq.HCl. Ethyl acetate extract of the reaction mixture is extracted with 10% aq.NaHCO3. The aqueous layer is then made acidic with 10% aq. HCl and extracted again with ethyl acetate. From the ethyl acetate extract, after being washed, dried and condensed is obtained a crystalline substance. Recrystallization from benzene-ethanol gives α-ethoxyimino-(2-hydroxythiazol-4-yl)acetic acid. 7.5 g. Melting point: 131.5° C. (dec.).

Workup

  1. customcondensed under reduced pressure
  2. extractionEthyl acetate extract of the reaction mixture
  3. extractionis extracted with 10% aq
  4. extractionmade acidic with 10% aq. HCl and extracted again with ethyl acetate
  5. extractionFrom the ethyl acetate extract
  6. washafter being washed
  7. customdried
  8. customcondensed
  9. customis obtained a crystalline substance
  10. customRecrystallization from benzene-ethanol

Sources & evidence

ORD record
ord-54235616949a42c5b9b22608d6493b54
Source dataset
uspto-grants-1981_11
Patent number
US04298606

Reaction notes

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