Potassium Hydroxide → HCID 15692976, compound

HRID 1090022Notes

Reaction equation

HRID 1090022 reaction equation
[OH-].[K+].[CH:3]([NH:6][C:7]([C:9]1[S:13][N:12]=[C:11]([CH2:14][CH3:15])[C:10]=1[C:16]([O:18]C)=[O:17])=[O:8])([CH3:5])[CH3:4]>O.C(O)C>[CH:3]([NH:6][C:7]([C:9]1[S:13][N:12]=[C:11]([CH2:14][CH3:15])[C:10]=1[C:16]([OH:18])=[O:17])=[O:8])([CH3:4])[CH3:5]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 15692975HCID 15692975, compound

Product 1

HCID 15692976HCID 15692976, compoundYield 96.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

2.8 g of KOH in 30 ml of water are added to 11 g of the ester from Example 5 in 50 ml of ethanol, and the mixture is stirred overnight at room temperature. It is diluted with 150 ml of water and extracted with ether, and the aqueous phase is acidified with concentrated hydrochloric acid. Extraction by shaking with dichloromethane and evaporation give 10 g of 5-isopropylaminocarbonyl-3-ethylisothiazole-4-carboxylic acid of melting point 138°-140° C. (compound 3006).

Workup

  1. extractionextracted with ether
  2. extractionExtraction
  3. stirringby shaking with dichloromethane and evaporation

Sources & evidence

ORD record
ord-db054ec031e049c3b9ff46755c36d336
Source dataset
uspto-grants-1992_01
Patent number
US05080708

Reaction notes

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