ChemicalBook CAS DataBase List 4-(thiazol-2-yl)phenol

4-(thiazol-2-yl)phenol synthesis

7synthesis methods

Product Name:4-(thiazol-2-yl)phenol
CAS Number:119514-24-8
Molecular formula:C10H6F3NS
Molecular Weight:229.22

3034-53-5 Synthesis

3034-53-5
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$5.00/5g

402-43-7 Synthesis

402-43-7
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$6.00/10g

119514-24-8
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Yield:119514-24-8 3.84 g

Reaction Conditions:

Stage #1: 2-bromo-1,3-thiazolewith chloro-trimethyl-silane;zinc in tetrahydrofuran at 20; for 0.25 h;Inert atmosphere;
Stage #2: p-trifluoromethylphenyl bromidewith tetrakis(triphenylphosphine) palladium⁽⁰⁾ in tetrahydrofuran at 55; for 2 h;Inert atmosphere;

Steps:

Synthesis of Compound (F1-2)

A stirrer, and a thermometer, 1.25 g of dibromomethane was added to a liquid obtained by mixing 4.95 g of zinc powder and 45 ml of anhydrous tetrahydrofuran under an argon atmosphere and heated at 50 ° C. for about 10 minutes . The solution was cooled to room temperature, 0.38 ml of trimethylsilyl chloride was added dropwise, and then 4.2 g (26 mmol) of the compound (F1-1) was added dropwise. After stirring for 15 minutes, 5.76 g (25.6 mmol) of 4-trifluoromethylbromobenzene and then 2.96 g (2.56 mmol) of tetrakistriphenylphosphine palladium were added and heated at 55 ° C. for 2 hours. The reaction solution was filtered through celite and purified by reverse phase column chromatography (C18; acetonitrile: water = 40: 60 → 50: 50), followed by normal phase column chromatography (hexane: ethyl acetate = 100: 0 → 95: 5) To give 3.84 g of Compound (F1-2) as a white solid.

References:

JP2017/25047,2017,A Location in patent:Paragraph 0301; 0302