Sodium Hydroxide → HCID 22437349, compound

HRID 1956130Notes

Reaction equation

HRID 1956130 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:14]=[C:13]([C:15]([O:17]CC)=[O:16])[S:12][N:11]=1>O.C(O)C>[F:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:14]=[C:13]([C:15]([OH:17])=[O:16])[S:12][N:11]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22437348HCID 22437348, compound

Product 1

HCID 22437349HCID 22437349, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A solution of sodium hydroxide (0.17 g, 4.2 mmol) in water (4 mL) is added to a stirred solution of ethyl 3-(2-fluorophenyl)isothiazole-5-carboxylate (0.88 g, 3.5 mmol) in ethanol. The mixture is stirred for 6 h at 50° C. The ethanol is then removed by distillation and the resulting aqueous phase is washed with diethyl ether, acidified with 2N hydrochloric acid and filtered. The filtercake is dried in vacuo to give 3-(2-fluorophenyl)isothiazole-5-carboxylic acid (0.67 g, 86%) as beige crystals, mp 191°-192° C.

Workup

  1. customThe ethanol is then removed by distillation
  2. washthe resulting aqueous phase is washed with diethyl ether
  3. filtrationfiltered
  4. customThe filtercake is dried in vacuo

Sources & evidence

ORD record
ord-b08fc5e707de4dafae0835dee8e37a0d
Source dataset
uspto-grants-1998_07
Patent number
US05780393

Reaction notes

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