91482-63-2

Basic information

• Product Name: 1-METHYL-4-NITRO-1H-INDOLE
• Synonyms: 1-METHYL-4-NITRO-1H-INDOLE
• CAS NO: 91482-63-2
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.17
• Mol File: 91482-63-2.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 339.247°C at 760 mmHg
• Flash Point: 158.971°C
• Appearance: /
• Density: 1.298g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-METHYL-4-NITRO-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-4-NITRO-1H-INDOLE(91482-63-2)
• EPA Substance Registry System: 1-METHYL-4-NITRO-1H-INDOLE(91482-63-2)

Safety Data

• Hazardous Substances Data: 91482-63-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 1957, 1984 DOI: 10.1016/S0040-4039(01)90086-3

InChI:InChI=1/C9H8N2O2/c1-10-6-5-7-8(10)3-2-4-9(7)11(12)13/h2-6H,1H3

Upstream product

• 553-90-2 Dimethyl oxalate 
• 115118-93-9 ethyl N-(2-methyl-3-nitrophenyl)formimidate 
• 4769-97-5 4-nitro-1H-indoIe 
• 74-88-4 methyl iodide 
• 603-83-8 3-nitro-o-tolylamine 
• 115118-93-9 N-(2-methyl-3-nitrophenyl)ethoxymethylenimine 
• 6146-52-7 5-nitroindole 
• 616-38-6 carbonic acid dimethyl ester 
• 431-47-0 trifluoroacetic acid-methyl ester 

Downstream Products

• 85696-95-3 1-methyl-1H-indol-4-amine 
• 852715-69-6 3-phenyl-3-(1-methylindol-4-ylamino)acrylic acid ethyl ester 
• 1198229-56-9 C₂₆H₂₄N₂O₃ 

Relevant articles and documents

Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines

The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactiveN-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the areneorthoposition. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly toortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsymmetrical, selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuableortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.

Unexpected synthesis of azepino[4,3,2-cd]indoles from 4-aminoindoles

Unexpected regioselectivity for the Skraup-Doebner-Von Miller reaction was observed during the synthesis of quinolines from 4-aminoindoles and acetone in the presence of hydrochloric acid as a catalyst. The products were unambiguously assigned as 1-alkyl-

7H-PYRROLO[2,3-H]QUINAZOLINE COMPOUNDS, THEIR USE AS mTOR KINASE AND PI3 KINASE INHIBITORS, AND THEIR SYNTHESIS

A 7H-pyrrolo[2,3-h]quinazoline compound of the formula I wherein Ar, R1, R2, R7, R8, R9, R10, R11, R12, and n are as defined in the specification, and methods for maki