ChemicalBook CAS DataBase List 2,4-Thiazoledicarboxylic acid,2-ethyl ester

2,4-Thiazoledicarboxylic acid,2-ethyl ester synthesis

2synthesis methods

Product Name:2,4-Thiazoledicarboxylic acid,2-ethyl ester
CAS Number:911466-96-1
Molecular formula:C7H7NO4S
Molecular Weight:201.2

1113-59-3 Synthesis

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2,4-Thiazoledicarboxylic acid,2-ethyl ester

911466-96-1
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Yield: 73%

Reaction Conditions:

in 1,4-dioxane at 50; for 1.2 h;

Steps:

32
EXAMPLE 32Preparation of Intermediate Compound 32AA mixture of 3-bromopyruvic acid (16.37 g, 98.05 mmol) in anhydrous dioxane (90 ml_) was treated with ethyl thioamidooxalate (13.08 g, 98.22 mmol) for 1.2 h at 50 ⁰C, and was then concentrated at 50 ⁰C to yield a dry yellow solid. The crude product was dissolved in saturated sodium bicarbonate (150 mL) and water (150 mL). This solution was extracted with ethyl acetate (6 x 400 mL). The aqueous EPO layer was then acidified to pH 2 with concentrated aqueous HCI (21 ml_), resulting in the formation of a heavy precipitate. This suspension was extracted with ethyl acetate (5 x 500 ml_). These extracts were pooled, dried with sodium sulfate, filtered, concentrated, and dried for about 15 hours under vacuum to yield compound 32A as a red-brown solid (14.36 g, 73% yield) which was used without further purification.

References:

SCHERING CORPORATION WO2008/54702, 2008, A1 Location in patent:Page/Page column 134-135

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911466-96-1
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References