Potassium Hydroxide → C8H8ClN3O4S

HRID 1395410Notes

Reaction equation

HRID 1395410 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:10]1[N:11]=[C:12]([NH:15][C:16](=[O:19])[CH2:17][Cl:18])[S:13][CH:14]=1)[C:5]([O:7]CC)=[O:6].[OH-].[K+]>O.C(O)C>[CH3:1][O:2][N:3]=[C:4]([C:10]1[N:11]=[C:12]([NH:15][C:16](=[O:19])[CH2:17][Cl:18])[S:13][CH:14]=1)[C:5]([OH:7])=[O:6]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 3593442Ethyl alpha-methoxyimino-alpha-[2-(chloroacetamido)thiazol-4-yl]acetate

Product 1

HCID 581157C8H8ClN3O4SYield 91.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

12.66 g of ethyl α-methoxyimino-α-[2-(chloroacetamido)-thiazol-4-yl]acetate is added to a solution of 11.74 g of potassium hydroxide in a mixture of 25 ml of water and 500 ml of ethanol. After stirring for 20 minutes at room temperature, the reaction solution is subjected to the distillation of ethanol under reduced pressure. The residue is added to water, and the resultant solution is made acidic with addition of N-hydrochloric acid, followed by separating the insoluble materials by filtration. The procedure yields 10.54 g of α-methoxyimino-α-[2-(chloroacetamido)thiazol-4-yl]acetic acid. Melting point: 182°-183° C.

Workup

  1. distillationthe reaction solution is subjected to the distillation of ethanol under reduced pressure
  2. additionThe residue is added to water
  3. additionthe resultant solution is made acidic with addition of N-hydrochloric acid
  4. customby separating the insoluble materials
  5. filtrationby filtration

Sources & evidence

ORD record
ord-4402e78410054cc295db58f890c1ae08
Source dataset
uspto-grants-1980_05
Patent number
US04203899

Reaction notes

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