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ChemicalBook CAS DataBase List 6-amino-5-bromobenzofuran-3-carboxylic acid(WX130429)
1595284-72-2

6-amino-5-bromobenzofuran-3-carboxylic acid(WX130429) synthesis

4synthesis methods
3-Benzofurancarboxylic acid, 6-amino-5-bromo-, ethyl ester

1432061-90-9
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6-amino-5-bromobenzofuran-3-carboxylic acid(WX130429)

1595284-72-2
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Yield:1595284-72-2 97%

Reaction Conditions:

with lithium hydroxide monohydrate in 1,4-dioxane;water; for 2 h;Reflux;

Steps:

Synthesisof Compound 17

To a solution of compound 16 (58 g, 204 mmol) in 1,4-dioxane andH2O (850 mL and 150 mL) was add LiOH·H2O (42.8 g, 1.02mol). The reaction mixture was refluxed for 2 hours, then 400 mL H2Owas added to the reaction mixture. After adjusted to pH 4~5 with HCl, theresulting solid was filtered to give the product of compound 17 (51 g, yield: 97%). 1H-NMR (DMSO-d6, 400 MHz) d 8.36 (s, 1H), 7.87 (s, 1H), 7.02 (s, 1H), 5.51 (brs, 2H).

References:

He, Shuwen;Li, Peng;Dai, Xing;McComas, Casey C.;Du, Chunyan;Wang, Ping;Lai, Zhong;Liu, Hong;Yin, Jingjun;Bulger, Paul G.;Dang, Qun;Xiao, Dong;Zorn, Nicolas;Peng, Xuanjia;Nargund, Ravi P.;Palani, Anandan [Tetrahedron Letters,2014,vol. 55,# 14,p. 2212 - 2216] Location in patent:supporting information