Sodium Hydroxide → HCID 58356418, compound

HRID 244672Notes

Reaction equation

HRID 244672 reaction equation
[C:1]([C:4]1[S:8][C:7]([CH3:9])=[N:6][C:5]=1[C:10]([O:12]CC)=[O:11])(=[O:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([C:4]1[S:8][C:7]([CH3:9])=[N:6][C:5]=1[C:10]([OH:12])=[O:11])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 50998908Ethyl 5-acetyl-2-methyl-1,3-thiazole-4-carboxylate

Product 1

HCID 58356418HCID 58356418, compoundYield 33.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of ethyl 5-acetyl-2-methyl-1,3-thiazole-4-carboxylate (75 mg) (available from Butt Park Ltd.) in methanol (5 ml) was added 2M sodium hydroxide (5 ml) and the mixture stirred at 20° C. for 18 h. The solvent was removed in vacuo and the mixture taken up in water (5 ml) and acidified to pH=2 using 2M hydrochloric acid then extracted with ethyl acetate (20 ml), dried over sodium sulphate and the mixture evaporated to give the title compound (22 mg) as a yellow solid.

Workup

  1. customThe solvent was removed in vacuo
  2. extractionthen extracted with ethyl acetate (20 ml)
  3. dry with materialdried over sodium sulphate
  4. customthe mixture evaporated

Sources & evidence

ORD record
ord-8bbcfc82b78140c4bbd1c49bf688d83e
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Reaction notes

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