6-nitroindole-3-glyoxylic acid

Base Information

• Chemical Name: 6-nitroindole-3-glyoxylic acid
• CAS No.: 90947-21-0
• Molecular Formula: C₁₀H₆N₂O₅
• Molecular Weight: 234.168
• Mol file: 90947-21-0.mol

Synonyms:

Chemical Property of 6-nitroindole-3-glyoxylic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

2-(6-Nitro-3-indolyl)-2-oxoaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-nitroindole-3-glyoxylic acid

There total 5 articles about 6-nitroindole-3-glyoxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

methyl 6-nitroindole-3-glyoxylate (133053-91-5) → 6-nitroindole-3-glyoxylic acid (90947-21-0)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 1.5h; Heating;

DOI:10.1016/S0040-4020(01)87932-1

Reference yield:

N'-(2-methyl-5-nitrophenyl)-N,N-dimethylformamidine (36192-16-2) → 6-nitroindole-3-glyoxylic acid (90947-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) potassium tert-butoxide, 2) acetic acid / 1) DMF, 45 min, on a steam bath, 2) H₂O, 10 min, reflux

2: 96 percent / potassium hydroxide / ethanol; H₂O / 1.5 h / Heating

With potassium hydroxide; potassium tert-butylate; acetic acid; In ethanol; water;

DOI:10.1016/S0040-4020(01)87932-1

Reference yield:

2-methyl-5-nitroaniline (99-55-8) → 6-nitroindole-3-glyoxylic acid (90947-21-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / phosphorus oxychloride / 2 h / heated on a steam bath

2: 1) potassium tert-butoxide, 2) acetic acid / 1) DMF, 45 min, on a steam bath, 2) H₂O, 10 min, reflux

3: 96 percent / potassium hydroxide / ethanol; H₂O / 1.5 h / Heating

With potassium hydroxide; potassium tert-butylate; acetic acid; trichlorophosphate; In ethanol; water;

DOI:10.1016/S0040-4020(01)87932-1

upstream raw materials:

methyl 6-nitroindole-3-glyoxylate

N'-(2-methyl-5-nitrophenyl)-N,N-dimethylformamidine

methyl 3-(4-nitro-2-dimethylaminomethyleneaminophenyl)-pyruvate

2-methyl-5-nitroaniline

Downstream raw materials:

6-nitro-1H-indole-3-carboxaldehyde

Refernces