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ChemicalBook CAS DataBase List 4-Nitrophthalic anhydride
5466-84-2

4-Nitrophthalic anhydride synthesis

5synthesis methods
4-Nitrophthalic anhydride is synthesized by hydrolysis of 4-nitrophthalimide and then dehydration. The 4-nitrophthalimide was added to the sodium hydroxide solution, heated and boiled for 15min. Adjust pH to 6-8 with nitric acid, and add nitric acid to boil for 5 min. Cooling, filtering, the filtrate was extracted with ether, the extract was dried and then the ether was evaporated, that is, 4-Nitrophthalic anhydride crystals were precipitated. Yield 95%.
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Yield:5466-84-2 93%

Reaction Conditions:

with acetic anhydride

Steps:

2 EXAMPLE 2
EXAMPLE 2 A mixture of 21.1. g of 4-nitrophthalic acid and 50.0 g of acetic anhydride were heated at reflux for 6 hours, following which the acetic acid was removed by distillation at atmospheric pressure. The excess acetic anhydride was removed by distillation at 15 mm Hg pressure with the flask temperature not exceeding 120°C, leaving a quantitative yield of crude 4-nitrophthalic anhydride, m.p. 114°-116°C. The product was recrystallized from chloroform to afford a 93% yield of product, m.p. 123°-124°C, identical to that of Example 1.

References:

D'Alelio;Gaetano F. US3979416, 1976, A

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