ChemicalBook CAS DataBase List 1,3-Thiazole-2-carbaldehyde

1,3-Thiazole-2-carbaldehyde synthesis

7synthesis methods

Product Name:1,3-Thiazole-2-carbaldehyde
CAS Number:10200-59-6
Molecular formula:C4H3NOS
Molecular Weight:113.14

3034-53-5 Synthesis

3034-53-5
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$5.00/5g

10200-59-6
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$6.00/1g

Yield:10200-59-6 4.95 g (93.9%)

Reaction Conditions:

with n-butyllithium in hexane;N,N-dimethyl-formamide

Steps:

1.a EXAMPLE 1
(a) To a solution of n-butyllithium (3.14 g, 49 mmol, 2M in hexane) in 80 ml of ether under argon at -78° C. was added dropwise a solution of 2-bromothiazole (7.8 g, 47.55 mmol) in 1 h. The mixture was stirred at -78° C. for 1 h, and then a solution of DMF (3.48 g, 47.55 mmol) in ether was added. The mixture was stirred for 1 h at -78° C., then at -15° C. for 18 h. The reaction mixture was then extracted with 4N HCl (4*20 ml), the aqueous layers were combined, cooled in an ice-bath, and neutralized with sodium bicarbonate. The aqueous layer was extracted with ether (4*35 ml), the organic layer was dried over sodium sulfate and concentrated in vacuo to afford 4.95 g (93.9%) of 2-thiazolylcarboxaldehyde.

References:

Sterling Winthrop Inc. US5569655, 1996, A

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