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ChemicalBook CAS DataBase List 4-Nitro-1-naphthylamine

4-Nitro-1-naphthylamine synthesis

14synthesis methods
-

Yield:776-34-1 60%

Reaction Conditions:

with hydroxylamine hydrochloride;potassium hydroxide in ethanol at 50 - 60; for 1 h;

Steps:

1.5 Preparation of 4-nitronaphthalen-1-amine
To a solution of 1-nitronaphthalene (29 g, 0.015 mol) and powder hydroxylaminehydrochloride (50 g, 0.72 mol) warmed at 50 - 60°C in 1.2 L of 95 % ethanol was gradually added a solution of KOH (100g, 1.79 mol) in 500 mL of methanol with vigorously stirring over a period of 1 h. Additional 1 h stirring required, and the warm mixture was poured slowly into 7 L of ice water. The crude product was filtered and washed with water. Recrystallization from 95 % ethanol gave 12 - 13 g desired orange needles 4-nitronaphthalen-1-amine, yield 55-60 %; m.p. 190 - 191°C.

References:

Guan, Dinghui;Han, Lu;Wang, Lulu;Song, He;Chu, Wenyi;Sun, Zhizhong [Chemistry Letters,2015,vol. 44,# 6,art. no. 150111,p. 743 - 745] Location in patent:supporting information

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