ChemicalBook CAS DataBase List 4-METHYL-2-(4-METHYLPHENYL)-1,3-THIAZOLE-5-CARBOXYLIC ACID

4-METHYL-2-(4-METHYLPHENYL)-1,3-THIAZOLE-5-CARBOXYLIC ACID synthesis

5synthesis methods

Product Name:4-METHYL-2-(4-METHYLPHENYL)-1,3-THIAZOLE-5-CARBOXYLIC ACID
CAS Number:54001-13-7
Molecular formula:C12H11NO2S
Molecular Weight:233.29

54001-09-1 Synthesis

4-Methyl-2-p-tolyl-thiazole-5-carboxylic acid ethyl ester

54001-09-1
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4-METHYL-2-(4-METHYLPHENYL)-1,3-THIAZOLE-5-CARBOXYLIC ACID

54001-13-7
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$172.00/1g

Yield:54001-13-7 88%

Reaction Conditions:

Stage #1: ethyl 4-methyl-2-(p-tolyl)thiazole-5-carboxylatewith water;sodium hydroxide at 130; for 0.0833333 h;
Stage #2: with hydrogenchloride in water; pH=3;

Steps:

35

INTERMEDIATE 35 - PREPARATION OF 4-Methyl-2-p-tolylthiazole-5-carboxylic acid.; The mixture of ethyl 4-methyl-2-p-tolylthiazole-5-carboxylate (0.200 g; 0.765 mmol) and sodium hydroxide (0.0643 g; 1.61 mmol) in water (4 mL) and ethanol (8 mL) was irradiated in a microwave oven at 130 ⁰C for 5 min. The mixture was concentrated(removal of ethanol), and the pH of the solution was adjusted to 3 by addition of 6N hydrochloric acid. The acidic solution was extracted with (3 x 10 mL) of ethyl acetate.Combined organic layers were dried over magnesium sulfate, and evaporated to afford 0.157g (88%) of 4-methyl-2-p-tolylthiazole-5-carboxylic acid as a white solid which was directly used in the next step.

References:

WO2010/142801,2010,A1 Location in patent:Page/Page column 156