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Citation: FANG Cheng, JIANG Jianwen, LIU Xiaoling, SHENG Shouri. Preparation of 9,9-Bis(3-amino-4-hydroxyphenyl) xanthene[J]. Chinese Journal of Applied Chemistry, ;2015, 32(1): 60-63. doi: 10.11944/j.issn.1000-0518.2015.01.140123 shu

Preparation of 9,9-Bis(3-amino-4-hydroxyphenyl) xanthene

1.
Institutes of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, China

Corresponding author: JIANG Jianwen,
Received Date: 14 April 2014
Available Online: 9 July 2014
Fund Project: 国家自然科学基金(20664001,51163008,21464007) (20664001,51163008,21464007)江西省自然科学基金(20132BAB206031)资助项目 (20132BAB206031)

Treatment of 9,9-bis (4-hydroxyphenyl) xanthene (1) with nitric acid (69% mass fraction) in acetic anhydride at 15℃ for 1.5 h afforded the intermediate,9,9-bis(3-nitro-4-hydroxyphenyl) xanthene(2) in 88.5% yield. Compound 2 was then reduced to the target,9,9-bis(3-amino-4-hydroxyphenyl) xanthene (3) in 90.8% yield by hydrazine hydrate in the presence of catalytic amount of Pd/C at 70℃ for 10 h in ethanol/dioxane mixed solvents. The two-step overall yield of compound 3 is about 80.4% (based on compound 1). The structures of intermediate 2 and target compound 3 were characterized by NMR,IR and elemental analysis.
- bis (nitro-hydroxyphenyl) xanthene,
- bis (amino-hydroxyphenyl) xanthene,
- nitration reaction,
- reduction reaction,
- hydrazine hydrate
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