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ChemicalBook CAS DataBase List 2-Cyanothiazole
1452-16-0

2-Cyanothiazole synthesis

5synthesis methods
1,3-Thiazole-2-carbaldehyde

10200-59-6

2-Cyanothiazole

1452-16-0

GENERAL METHOD: 2-formylthiazole (54 mg, 0.5 mmol) and ammonium acetate (385 mg, 5.0 mmol) were dissolved in acetonitrile (6 mL) at room temperature, followed by the addition of trimethylphenyltrimethylammonium (376 mg, 1.0 mmol). The reaction mixture was stirred at room temperature for 21 h. The reaction mixture was sequentially treated with 0.5 M Na2S2O3 aqueous solution (10 mL) and 1.0 M NaHCO3 aqueous solution (15 mL), and then extracted with ethyl acetate (60 mL). The organic layer was washed sequentially with 0.5 M Na2S2O3 aqueous solution and saturated NaCl aqueous solution, and finally dried with anhydrous MgSO4.

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Yield: 69%

Reaction Conditions:

with ammonium acetate;phenyltrimethylammonium tribromide in acetonitrile at 20; for 21 h;

Steps:


General procedure: to a solution of 2-pyridinecarbaldehyde 1 (54 mg, 0.5 mmol) and ammonium acetate (385mg, 5.0 mmol) in MeCN )6ml), was added trimethylphenylammonium tribromide (376 mg, 1.0 mmol) at room temperature. after stirring for 21 h at rt, the reaction mixture was treated with 0.5 M aq Na2S2O3(10 ml), 1.0 M NaHCO3 )15 ml) and extracted with EtOAc (60 mL). The organic layer was washed with 0.5 M Na2S2O3 and successively washed with saturated aq.NaCl, and dried over MgSO4.

References:

Sayama, Shinsei [Heterocycles,2016,vol. 92,# 10,p. 1796 - 1802]

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