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ChemicalBook CAS DataBase List 2-Methyl anthraquinone
84-54-8

2-Methyl anthraquinone synthesis

9synthesis methods

2-Methyl anthraquinone is produced by the reaction of phthalic anhydride and toluene.It can be chlorinated to give 1-chloro-2-methylanthraquinone. Nitration gives 1-nitro-2-methylanthraquinone, which can be reduced to 1-amino-2-methyl derivative.

-

Yield:84-54-8 94% ,936-49-2 93%

Reaction Conditions:

in pyridine; for 5 h;Reflux;

Steps:

Reaction of Alkynes with Ethylenediamine - General Procedure

General procedure: A mixture of alkyne 1a-b, 5a-g, 7a-b (1.6 mmol) and ethylenediamine (5 ml, 75.0 mmol) in pyridine was refluxed for 1-50 h. Solvent was removed under reduced pressure and the crude reaction mixture was purified by column chromatography (toluene/ethyl acetate) to give pure products (Table 2). In the case of 2-(phenylethynyl)pyridine (7b), the reaction mixture was treated with an ethanolic solution of 2,4-dinitrophenylhydrazine to afford (Z)-2-(2-(2-(2,4-dinitrophenyl)hydrazono)-2-phenylethyl)pyridine; yield 35%, mp 196-198°C (lit. 192-194°C[34]).

References:

Vasilevsky, Sergei F.;Davydova, Maria P.;Mamatyuk, Victor I.;Tsvetkov, Nikolay;Hughes, Audrey;Baranov, Denis S.;Alabugin, Igor V. [Australian Journal of Chemistry,2017,vol. 70,# 4,p. 421 - 429]

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