1-Methyl-5-nitro-1H-indole

Base Information

• Chemical Name: 1-Methyl-5-nitro-1H-indole
• CAS No.: 29906-67-0
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID50184021
• Nikkaji Number: J861.406G
• Wikidata: Q72493609
• ChEMBL ID: CHEMBL165528
• Mol file: 29906-67-0.mol

Synonyms:1-Methyl-5-nitro-1H-indole;29906-67-0;1-methyl-5-nitroindole;1H-Indole, 1-methyl-5-nitro-;1-Methyl -5-Nitro Indole;CHEMBL165528;SCHEMBL1098394;DTXSID50184021;PXBQSCHRKSBGKV-UHFFFAOYSA-N;AMY24391;MFCD07772841;AKOS006286587;CS-W021357;ME-0069;SB36454;FT-0687967;A820102;J-504971;1-methyl-5-nitro-indole

Chemical Property of 1-Methyl-5-nitro-1H-indole

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 167 °C
• Refractive Index: 1.631
• Boiling Point: 339.2 °C at 760 mmHg
• Flash Point: 159 °C
• PSA: 50.75000
• Density: 1.29 g/cm³
• LogP: 2.60970
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

1-Methyl-5-nitro-1H-indole ^*data from reagent suppliers

Safty Information:

• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC2=C1C=CC(=C2)[N+](=O)[O-]
• Uses: 1-Methyl-5-nitro-1H-indole is used as a reagent in the synthesis of the antiasthmatic drug Zafirlukast (Z125000).

Technology Process of 1-Methyl-5-nitro-1H-indole

There total 10 articles about 1-Methyl-5-nitro-1H-indole 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: 100.0%

5-nitroindole (6146-52-7) + methyl iodide (74-88-4) → 1-methyl-5-nitro-1H-indole (29906-67-0)

Guidance literature:

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

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 98.7%

5-nitroindole (6146-52-7) + dimethyl sulfate (77-78-1) → 1-methyl-5-nitro-1H-indole (29906-67-0)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 25 - 30 ℃; Large scale reaction;

DOI:10.1021/op800137b

Reference yield: 97.1%

5-nitroindole (6146-52-7) + carbonic acid dimethyl ester (616-38-6) → 1-methyl-5-nitro-1H-indole (29906-67-0) + 1-methyl-4-nitro-1H-indole (91482-63-2)

Guidance literature:

With potassium carbonate; In n-heptane; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

5-nitroindole

methyl iodide

carbonic acid dimethyl ester

dimethyl sulfate

Downstream raw materials:

1-methyl-5-nitro-2-phenyl-1H-indole

3-methoxy-4-(1-methyl-5-nitroindol-3-ylmethyl)-benzoic acid methyl ester

N-(1-methyl-1H-indol-5-yl)benzenesulfonamide

N-(1-methylindol-5-yl)anthranilic acid