1H-Indole-5-carboxylicacid,6-amino-,ethylester(9CI) synthesis
- Product Name:1H-Indole-5-carboxylicacid,6-amino-,ethylester(9CI)
- CAS Number:174311-74-1
- Molecular formula:C11H12N2O2
- Molecular Weight:204.23
![Benzoic acid, 5-[(1E)-2-(dimethylamino)ethenyl]-2,4-dinitro-, ethyl ester](/CAS/20210305/GIF/174311-73-0.gif)
174311-73-0
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174311-74-1
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Yield:174311-74-1 30%
Reaction Conditions:
with hydrogen;nickel in ethanol at 20; under 2585.81 Torr; for 2 h;
Steps:
59
A mixture of (E)-ethyl 5-(2-(dimethylamino)vinyl)-2,4-dinitrobenzoate (15 g, 0.050 mol) and Raney Nickel (5 g) in EtOH (500 mL) was hydrogenated at room temperature under 50 psi of hydrogen for 2 h. The catalyst was filtered off and the filtrate was concentrated to dryness. The residue was purified by column on silica gel to give ethyl 6-amino-1H-indole-5-carboxylate (3.0 g, 30%). 1H NMR (DMSO-d6) δ 10.68 (s, 1H), 7.99 (s, 1H), 7.01-7.06 (m, 1H), 6.62 (s, 1H), 6.27-6.28 (m, 1H), 6.16 (s, 2H), 4.22 (q, J=7.2 Hz, 2H), 1.32-1.27 (t, J=7.2 Hz, 3H).
References:
US2007/244159,2007,A1 Location in patent:Page/Page column 149
![Benzoic acid, 5-[2-(dimethylamino)ethenyl]-2,4-dinitro-, ethyl ester](/CAS/20200611/GIF/873055-32-4.gif)
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3113-72-2
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