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ChemicalBook CAS DataBase List 5-Nitroindole
6146-52-7

5-Nitroindole synthesis

14synthesis methods
-

Yield:6146-52-7 90%

Reaction Conditions:

with perchloric acid adsorbed on silica gel;anthranilic acid amide in acetonitrile at 80; for 6 h;

Steps:

Typical procedure for the deformylation of indole and azaindole-3-carboxaldehydes
General procedure: Solid acid catalyst (50% w/w) was added to the solution of indole-3-carboxaldehydes 1a-1h or azaindole-3-carboxaldehyde 6 (1 mmol) and anthranilamide 2a (1 mmol) in acetonitrile (6 mL). The reaction mixture was allowed to stir for 6-24 h at room temperature or at reflux temperature. The progress of the reaction was monitored by TLC. After completion of the reaction, it was allowed to cool and catalyst was recovered by filtration. The filtrate was concentrated to get crude products which after silica gel (No.100-200) column chromatography gave deformylated products 4a-4h or 5 in 25-90% yield.

References:

Yadav, Rammohan R.;Battini, Narsaiah;Mudududdla, Ramesh;Bharate, Jaideep B.;Muparappu, Nagaraju;Bharate, Sandip B.;Vishwakarma, Ram A. [Tetrahedron Letters,2012,vol. 53,# 17,p. 2222 - 2225] Location in patent:experimental part

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