Department of Chemistry, Shiraz University, Postcod 71454, Shiraz, I.R. IRAN
10.30492/ijcce.1995.10163
Abstract
Five new 1-hydroxy-2-(1-alkyloxymethyl)-9,10-Anthraquinones (9a-e) have been prepared. Selective nitration of 2-methyl-9,10-anthraquinone, reduction to the corresponding amine, diazotization and treatment by sulfuric acid solution afforded the 1-hydroxy-2-methyl-9,10-anthraquinone in good yield as the key intermediate. Reaction with dimethylsulphate/K2CO3 and subsequent monobromination with NBS/CCL4 produced 1-methoxy-2-(bromomethyl)-9,10-anthraquinone. A mixture of HBr/AcOH was used for demethylation. Treatment of hydroxybromo derivatives with different alcohols afforded corresponding ethers in high yields.
Sharghi, H., & Forghaniha, A. (1995). Efficient Synthesis of a Range of 1-Hydroxy-2-(1-Alkyloxymethyl)-9,10-Anthraquinone Derivatives. Iranian Journal of Chemistry and Chemical Engineering, 14(1), 16-22. doi: 10.30492/ijcce.1995.10163
MLA
Hashem Sharghi; Ali Forghaniha. "Efficient Synthesis of a Range of 1-Hydroxy-2-(1-Alkyloxymethyl)-9,10-Anthraquinone Derivatives". Iranian Journal of Chemistry and Chemical Engineering, 14, 1, 1995, 16-22. doi: 10.30492/ijcce.1995.10163
HARVARD
Sharghi, H., Forghaniha, A. (1995). 'Efficient Synthesis of a Range of 1-Hydroxy-2-(1-Alkyloxymethyl)-9,10-Anthraquinone Derivatives', Iranian Journal of Chemistry and Chemical Engineering, 14(1), pp. 16-22. doi: 10.30492/ijcce.1995.10163
VANCOUVER
Sharghi, H., Forghaniha, A. Efficient Synthesis of a Range of 1-Hydroxy-2-(1-Alkyloxymethyl)-9,10-Anthraquinone Derivatives. Iranian Journal of Chemistry and Chemical Engineering, 1995; 14(1): 16-22. doi: 10.30492/ijcce.1995.10163
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