3-methyl-6-nitro-1H-indole

Base Information

• Chemical Name: 3-methyl-6-nitro-1H-indole
• CAS No.: 133053-76-6
• Molecular Formula: C9H8 N2 O2
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20391765
• Wikidata: Q72493594
• Mol file: 133053-76-6.mol

Synonyms:3-methyl-6-nitro-1H-indole;133053-76-6;3-Methyl-6-nitroindole;1H-Indole, 3-methyl-6-nitro-;1H-Indole,3-methyl-6-nitro-;SCHEMBL398147;DTXSID20391765;FXOBRUMCGPOJLL-UHFFFAOYSA-N;MFCD00962289;AKOS006274016;SB14932;AS-80229;SY005084;CS-0054386;FT-0744967;P10158;A888221

Chemical Property of 3-methyl-6-nitro-1H-indole

Chemical Property:

• Boiling Point: 365.5±22.0 °C(Predicted)
• PKA: 15.06±0.30(Predicted)
• PSA: 61.61000
• Density: 1.355±0.06 g/cm3(Predicted)
• LogP: 2.90770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 214

Purity/Quality:

NLT 98% ^*data from raw suppliers

3-Methyl-6-nitro-1H-indole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CNC2=C1C=CC(=C2)[N+](=O)[O-]

Technology Process of 3-methyl-6-nitro-1H-indole

There total 16 articles about 3-methyl-6-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: 86.0%

1-(3-nitrophenyl)-2-propylidenehydrazine (134271-93-5) → 3-methyl-4-nitro-1H-indole (134271-94-6) + 3-methyl-6-nitro-1H-indole (133053-76-6)

Guidance literature:

In phosphoric acid; toluene;

Reference yield: 77.0%

methanol (67-56-1) + 6-nitroindole (4769-96-4) → 3-methyl-6-nitro-1H-indole (133053-76-6)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium tert-butylate; at 140 ℃; for 17h;

DOI:10.1039/c5ra15822b

Reference yield: 26.0%

methyl N-(6-ethyl-3-nitrophenyl)-formimidate (133053-75-5) → 3-methyl-6-nitro-1H-indole (133053-76-6)

Guidance literature:

With potassium ethoxide; oxalic acid diethyl ester; In N,N-dimethyl-formamide; for 5h; Ambient temperature;

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

upstream raw materials:

methyl N-(6-ethyl-3-nitrophenyl)-formimidate

1-(3-nitrophenyl)-2-propylidenehydrazine

3-Methylindole

3-nitrophenylhydrazine hydrochloride

Refernces

• 1、 -. "Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases". Paragraph 0415; 1634. . Retrieved 2015/09/22.
• 2、 Beaud, Rodolphe,Guillot, Regis,Kouklovsky, Cyrille,Vincent, Guillaume. "Regioselective hydroarylation reactions of C3 electrophilic N-acetylindoles activated by FeCl3: An entry to 3-(Hetero)arylindolines". supporting information. p. 7492 - 7500. Retrieved 2014/06/23.