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ChemicalBook CAS DataBase List 2-METHYL-5-NITROINDOLE
7570-47-0

2-METHYL-5-NITROINDOLE synthesis

3synthesis methods
-

Yield:7570-47-0 96%

Reaction Conditions:

with sodium nitrate;sulfuric acid at 0; for 0.166667 h;

Steps:

Intermediate : 2-Methyl-5 -nitro -1/ - indole
To a vigorously stirred solution of commercially available 2- methyl-indole ( 262 mg, 2 mmol) in H2SO4 (2 mL) at 0 °C, A solution of NaNCb (187 mg, 2.2 mmol) in H2SO4 (2 mL) was added dropwise. Then, the reaction was stirred for another 10 minutes, and then poured into 8 mL of ice-water, precipitating a yellow product. The product was isolated via filtration and washed with cold water. 335 mg of yellow solid (96%). NMR (400 MHz) (DMSO) d) 11.68 (s, 1 H), 8.38 (s, 1 H), 7.90 (d, 1 H, J= 8.8 Hz), 7.40 (d, 1 H, J= 8.8 Hz), 6.37 (s, 1 H), 2.41 (s, 3 H). 13C NMR (100 MHz) (DMSO) 5140.48, 139.90, 139.42, 127.96, 115.81, 115.61, 110.63, 101.58, 13.32.

References:

RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY;HU, Longqin;ABED, Dhulfiqar, Ali WO2020/150446, 2020, A1 Location in patent:Paragraph 0474-0475

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