5-Nitro-1H-indole-3-carbaldehyde

Base Information

• Chemical Name: 5-Nitro-1H-indole-3-carbaldehyde
• CAS No.: 6625-96-3
• Molecular Formula: C9H6 N2 O3
• Molecular Weight: 190.158
• Hs Code.: 2933990090
• Mol file: 6625-96-3.mol

Synonyms:Indole-3-carboxaldehyde,5-nitro- (7CI,8CI); 5-Nitro-1H-indole-3-carboxaldehyde; 5-Nitro-3-formylindole;5-Nitroindole-3-carbaldehyde; 5-Nitroindole-3-carboxaldehyde; NSC 58611

Chemical Property of 5-Nitro-1H-indole-3-carbaldehyde

Chemical Property:

• Appearance/Colour: yellow solid.
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 300 ºC
• Boiling Point: 441.5 ºC at 760 mmHg
• PKA: 13.75±0.30(Predicted)
• Flash Point: 220.8 ºC
• PSA: 78.68000
• Density: 1.516 g/cm³
• LogP: 2.41180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Nitro-1H-indole-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Nitro-1H-indole-3-carbaldehyde

There total 9 articles about 5-Nitro-1H-indole-3-carbaldehyde 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: 98.0%

5-nitroindole (6146-52-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-nitro-1H-indole-3-carbaldehyde (6625-96-3)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at -20 - 20 ℃; for 0.5h;

5-nitroindole; In N,N-dimethyl-formamide; at -20 - 20 ℃; for 1h;

With sodium hydroxide; In water; N,N-dimethyl-formamide; pH=9; Heating / reflux;

Reference yield: 81.0%

5-nitroindole (6146-52-7) + Glyoxilic acid (298-12-4) → 5-nitro-1H-indole-3-carbaldehyde (6625-96-3)

Guidance literature:

With sodium perchlorate; aniline; In water; dimethyl sulfoxide; at 20 ℃; for 11h; Electrochemical reaction;

DOI:10.1021/acs.orglett.9b01971

Reference yield: 80.0%

5-nitroindole (6146-52-7) + N-methyl-N-phenylformamide (93-61-8) → 5-nitro-1H-indole-3-carbaldehyde (6625-96-3)

Guidance literature:

With trichlorophosphate; In ethyl acetate; 1,2-dichloro-ethane; benzene;

upstream raw materials:

5-nitroindole

N,N-dimethyl-formamide

N-methyl-N-phenylformamide

N,N,N,N,-tetramethylethylenediamine

Downstream raw materials:

C₁₈H₁₃N₅O₂

(N-tert-butyloxycarbonyl-5-nitro-1H-indol-3-yl)methanol

Refernces

• 1、 -. "N-(indol-5-yl) bicyclic aromatic amide compound as well as preparation method and application thereof". Paragraph 0044-0045. . Retrieved 2021/05/12.
• 2、 Zhang, Ting-jian,Tu, Shun,Zhang, Xu,Wang, Qiu-yin,Hu, Sen-sen,Zhang, Yi,Zhang, Zhen-hao,Wang, Zhao-ran,Meng, Fan-hao. "Amide-based xanthine oxidase inhibitors bearing an N-(1-alkyl-3-cyano-1H-indol-5-yl) moiety: Design, synthesis and structure-activity relationship investigation". . . Retrieved 2021/10/25.