ChemicalBook CAS DataBase List (2-PHENYL-THIAZOL-4-YL)-ACETIC ACID

(2-PHENYL-THIAZOL-4-YL)-ACETIC ACID synthesis

6synthesis methods

Product Name:(2-PHENYL-THIAZOL-4-YL)-ACETIC ACID
CAS Number:16441-28-4
Molecular formula:C11H9NO2S
Molecular Weight:219.26

638-07-3 Synthesis

638-07-3
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$5.00/5 g

2227-79-4 Synthesis

2227-79-4
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$6.00/5g

16441-28-4
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$26.39/250mg

Yield: 50%

Reaction Conditions:

Stage #1:ethyl (2-chloroaceto)acetate;benzenecarbothioamide in methanol for 24 h;Heating / reflux;
Stage #2: with lithium hydroxide;water at 20; for 4 h;
Stage #3: in water; pH=3 - 4Acidic conditions;

Steps:

84
To a stirred suspension of thiobenzamide (1.37 g, 10 mmol) in methanol (20 mL) was added ethyl chloroacetoacetate (1.7 g, 10.36 mmol), and the reaction mixture was heated to reflux for 24 h. It was cooled to room temperature and a solution of LiOH (1 g) in water (4 mL) was added. This was stirred at room temperature for 4 h, concentrated in vacuo, and the residue was suspended in water. The aqueous layer was extracted with ether and the organic layer discarded. The aqueous layer was acidified to pH 3-4, extracted with ether, the organic layer was dried over MgSO₄, filtered and concentrated to produce (2-phenylthiazol-4-yl)acetic acid (1.1 g, 50% yield).

References:

VICURON PHARMACEUTICALS INC. US2006/211603, 2006, A1 Location in patent:Page/Page column 70

2227-79-4 Synthesis

2227-79-4
216 suppliers
$6.00/5g

609-15-4 Synthesis