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HRID 49136作成日:2026年10月24日

Hydrochloric Acid → 3-[(2-Aminothiazol-5-yl)thio]benzoic acid ethyl ester

https://huagongshe.com/ja/reaction/49136

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物1,4-DioxaneHCID 31275—
反応物Benzoic acid, 3-mercapto-HCID 95737—
反応物Sodium MethoxideHCID 10942334—
反応物5-Bromo-1,3-thiazol-2-amine--hydrogen chloride (1/1)HCID 22170392—
溶媒MethanolHCID 887—
生成物3-[(2-Aminothiazol-5-yl)thio]benzoic acid ethyl esterHCID 8675938375%

反応手順

A 4.37 M solution of sodium methoxide in methanol (10 mL, 43.7 mmol) was added dropwise to a stirred suspension of 2-amino-5-bromothiazole hydrochloride (2.16 g, 10 mmol) and 3-carboxythiophenol (1.85 g, 12 mmol) in methanol (75 mL) at 0-5° C. The solution was allowed to warm to rt. for 2 h and a 4 M solution of hydrogen chloride in dioxane (15 mL, 60 mmol) was added. The suspension was stirred at rt. overnight and concentrated. The crude residue was diluted with satd. aqueous sodium bicarbonate solution (50 mL). The precipitated solid was filtered and washed with water (20 mL, 5×) and ether (20 mL, 5×). The solid was filtered and dried in vacuo at 60° C. to obtain the titled compound (1.97 g, 75%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06706717B2
出典データセットuspto-grants-2004_03
ORD IDord-8ac3bf7b1da540dd963f8322954ff904
出典メモuspto-grants-2004_03