5-BROMO-7-NITRO-1H-INDAZOLE synthesis
- Product Name:5-BROMO-7-NITRO-1H-INDAZOLE
- CAS Number:316810-82-9
- Molecular formula:C7H4BrN3O2
- Molecular Weight:242.03
77811-44-0
316810-82-9
General procedure for the synthesis of 5-bromo-7-nitro-1H-indazole from 2-methyl-4-bromo-6-nitroaniline: the raw material 2-methyl-4-bromo-6-nitroaniline (1.00 g, 4.32 mmol) was dissolved in 15 mL of acetic acid. An aqueous solution (2 mL) of sodium nitrite (0.66 mg, 9.52 mmol) was added slowly at 0 °C. After addition, the reaction mixture was gradually warmed up to room temperature with continuous stirring. The progress of the reaction was monitored by thin layer chromatography (TLC) until complete conversion of the feedstock. Upon completion of the reaction, the solvent was removed by rotary evaporation followed by extraction operation. The crude product was purified by column chromatography to afford the final target compound 5-bromo-7-nitro-1H-indazole (0.5 mg, 2.07 mmol) in orange powder form in 47.7% yield.
77811-44-0
258 suppliers
$6.00/1g
316810-82-9
74 suppliers
$50.00/100 mg
Yield:316810-82-9 47.7%
Reaction Conditions:
with acetic acid;sodium nitrite in water at 0 - 20; for 6 h;
Steps:
9
Starting material 20a (1.00 g, 4.32 mmol) was dissolved in 15 mL of AcOH.An aqueous solution (2 mL) of sodium nitrite (0.66 mg, 9.52 mmol) was added at 0 °C.After the addition, rt was stirred for 6 hours.The TLC monitors the reaction of the starting material completely, spins the reaction solution, extracts, and the crude product is purified by column chromatography.An orange powder compound 20b (0.5 mg, 2.07 mmol) was obtained in a yield: 47.7%.
References:
Xihua University;Yang Lingling;Qian Shan;Li Guobo;Chen Feng;Li Chao;He Yanying;Wang Zhouyu;Lai Peng CN108689937, 2018, A Location in patent:Paragraph 0179; 0181; 0182
570-24-1
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316810-82-9
74 suppliers
$50.00/100 mg