(2-PHENYL-THIAZOL-4-YL)-ACETIC ACID synthesis
- Product Name:(2-PHENYL-THIAZOL-4-YL)-ACETIC ACID
- CAS Number:16441-28-4
- Molecular formula:C11H9NO2S
- Molecular Weight:219.26
638-07-3
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16441-28-4
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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
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609-15-4
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16441-28-4
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$26.39/250mg
16441-25-1
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16441-28-4
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16441-28-4
83 suppliers
$26.39/250mg
2227-79-4
231 suppliers
$6.00/5g
16441-28-4
83 suppliers
$26.39/250mg