Potassium Carbonate → 4-Acetyl-1,3-thiazole-5-carboxylic acid

HRID 2372199Notes

Reaction equation

HRID 2372199 reaction equation
C(=O)(O)[O-].[Na+].C(=O)([O-])[O-].[K+].[K+].[C:12]([C:15]1[N:16]=[CH:17][S:18][C:19]=1[C:20]([O:22]C)=[O:21])(=[O:14])[CH3:13].O.[OH-].[Li+]>CS(C)=O>[C:12]([C:15]1[N:16]=[CH:17][S:18][C:19]=1[C:20]([OH:22])=[O:21])(=[O:14])[CH3:13]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 168937Lithium hydroxide, monohydrateHCID 516892Sodium BicarbonateHCID 19902814HCID 19902814, compound

Product 1

HCID 199028434-Acetyl-1,3-thiazole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Following the procedure of Example 28, methyl 4-ethyl-5-thiazolecarboxylate is reacted with NBS and AIBN to give methyl 4-(1-bromoethyl)-5-thiazolecarboxylate, which is then reacted with sodium bicarbonate, or alteratively with potassium carbonate, and DMSO and the resulting methyl 4-acetyl-5-thiazolecarboxylate is treated with lithium hydroxide monohydrate to yield 4-acetyl-5-thiazolecarboxylic acid.

Sources & evidence

ORD record
ord-64563399cd4646c4ac9015d47877f142
Source dataset
uspto-grants-1992_03
Patent number
US05098462

Reaction notes

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