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ChemicalBook CAS DataBase List 2-(2-Aminophenyl)benzothiazole

2-(2-Aminophenyl)benzothiazole synthesis

15synthesis methods
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Yield: 78%

Reaction Conditions:

with sulfur;copper(l) iodide;potassium carbonate in dimethyl sulfoxide at 140; for 2 h;Sealed tube;Inert atmosphere;

Steps:

1 Example 1: 2-(Benzo[d]thiazol-2-yl)aniline
221mg (1.5mmol) indole-2,3-dione, 219mg (1mmol) 2-iodoaniline, 256mg (1mmol) elemental sulfur (S8), 19mg (0.1mmol) catalyst CuI, 415mg (3mmol) K2CO3 and 3mL The solvent dimethyl sulfoxide (DMSO) was added to the 30 mL sealed tube in an air environment.Then, the sealed tube was placed in an oil bath at 140°C for 2 hours under a nitrogen atmosphere.After the reaction, the reaction solution was cooled to room temperature, 80 mL ethyl acetate was added, flash column chromatography (ethyl acetate used as eluent), the organic layers were combined, the organic layers were washed with water, and dried with anhydrous sodium sulfate.After filtration, the filtrate was distilled under reduced pressure and separated by silica gel column chromatography (ethyl acetate: petroleum ether = 1:20 as eluent) to obtain 176 mg of yellow solid, with a yield of 78%.

References:

CN112239431, 2021, A Location in patent:Paragraph 0060-0067