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ChemicalBook CAS DataBase List 4-AMINOAZOBENZENE
60-09-3

4-AMINOAZOBENZENE synthesis

14synthesis methods
commonly known as Aniline Yellow. (a) aniline?hydrochloride solution added to a aniline?diazonium salt, and slowly, until aniline?diazonium salt salt disappear so far. Then in contain a small amount of aniline?hydrochloride aniline?solution will product (Diazoaminobenzene) 30 ~ 40 ℃ heating 2 ~ 3 hours,??acidified to form 4-(Phenyldiazenyl)benzenamine??hydrochloride and crystalline precipitates. In order to obtain 4-(Phenyldiazenyl)benzenamine?times the company, and then 4-(Phenyldiazenyl)benzenamine hydrochloride dissolved in water and mercerized. (B) aniline?diazotization and coupling anilino-methanesulfonic acid, sodium hydroxide solution and then with boiled together, hydrolyzed mesylate.
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Yield:60-09-3 98 %

Reaction Conditions:

with oxygen in N,N-dimethyl-formamide at 80;

Steps:

35 Preparation of Azobenzene Analogue 2s

In an oxygen atmosphere, 1s (100mg, 0.5mmol) was dissolved in 2mL DMF and stirred at 80°C for 2h.30 mL of water was added to the reaction, the organic layer was washed with 30 mL of ethyl acetate, then washed with 30 mL of saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain 98 mg of compound 2s with a yield of 98%.

References:

CN115368268,2022,A Location in patent:Paragraph 0175-0178

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