4-METHYL-2-THIAZOLECARBOXALDEHYDE 97 synthesis
- Product Name:4-METHYL-2-THIAZOLECARBOXALDEHYDE 97
- CAS Number:13750-68-0
- Molecular formula:C5H5NOS
- Molecular Weight:127.16
693-95-8
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13750-68-0
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Yield: 57%
Reaction Conditions:
with n-butyllithium in tetrahydrofuran;N-methyl-acetamide;hexane
Steps:
25 4-Methylthiazole-2-carboxaldehyde
Preparation 25 4-Methylthiazole-2-carboxaldehyde A solution of 4-methylthiazole (0.91 mL, 10.0 mmol) in tetrahydrofuran (30 mL) was chilled to -78° C. and butyllithium (6.0 mL, 15 mmol, 2.5 molar solution in hexane) was added dropwise over 15 min. The pale yellow solution was stirred 1 h at -78° C. and became thick slurry. Dimethylformamide (1.2 mL, 15 mmol) was added to the reaction via syringe over 5 min. The reaction was stirred an additional 2 h at -79° C., then allowed to warm at 0° C. and poured onto wet ice. The acidity of the mixture was adjusted to pH 4 with 1 N HCl and extracted with ether. The combined ether extracts were washed with brine, dried over sodium sulfate and concentrated afford 4-methylthiazole-2-carboxaldehyde (0.734 g, 57%) as a brown oil. NMR δ9.88 (s, 1H), 7.29 (s, 1H), 2.50 (s, 3H). The material was used without further purification.
References:
Pfizer Inc. US5962457, 1999, A
693-95-8
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13750-68-0
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![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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13750-68-0
118 suppliers
$20.00/250mg
1000210-73-0
0 suppliers
inquiry
13750-68-0
118 suppliers
$20.00/250mg