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ChemicalBook CAS DataBase List 4,4'-Diamino-2,2'-stilbenedisulfonic acid
81-11-8

4,4'-Diamino-2,2'-stilbenedisulfonic acid synthesis

7synthesis methods
A typical procedure for preparation of 4,4'-Diamino-2,2'-stilbenedisulfonic acid: A solution of potassium hydroxide (3 g, 52 mmol) in a low amount of water was slowly added with stirring to a mixture of p-nitrotoluene ortho sulfonic acid (2.2 g, 10 mmol), diethylene glycol (20 mL) and 2.5 mL of hydrazine hydrate 85%. The resulting mixture was refluxed for 30 minutes, then the condenser was removed, the aqueous liquor evaporated, and refluxing continued for 2.5 hours. The reaction mixture was cooled and diluted with water when the reaction was completed. Then, the cooled and diluted reaction mixture was acidified with warm, concentrated hydrochloric acid, and the pure product was filtered.
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Yield:81-11-8 73%

Reaction Conditions:

with hydrazine hydrate;potassium hydroxide in water;diethylene glycol for 3 h;Reflux;

Steps:

A typical procedure for preparation of 4,4'-diamino stilbene-2,2-disulfonic acid (5)
A solution of potassium hydroxide (3 g, 52 mmol) in low amount of water was slowly addedwith stirring to a mixture of p-nitrotoluene orthosulfonic acid (2.2 g, 10 mmol), diethyleneglycol (20 mL) and 2.5 mL of hydrazine hydrate 85%. The resulting mixture was refluxed for 30min, then the condenser was removed and the aqueous liquor was evaporated and refluxingcontinued for 2.5 hours. When the reaction was completed, the reaction mixture was cooled anddiluted with water. Then the cooled and diluted reaction mixture was acidified with warmconcentrated hydrochloric acid and the pure product was filtered

References:

Naeimi, Hossein;Heidarnezhad, Arash [Bulletin of the Chemical Society of Ethiopia,2015,vol. 29,# 1,p. 117 - 122]

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