79249-34-6

Basic information

• Product Name: 2-CHLORO-7-METHYLQUINOLINE-3-CARBONITRILE
• Synonyms: 2-CHLORO-7-METHYLQUINOLINE-3-CARBONITRILE;AKOS BB-7570;OTAVA-BB 1049547;2-Chloro-7-methylquinoline-3-carbonitrile AldrichCPR
• CAS NO: 79249-34-6
• Molecular Formula: C₁₁H₇ClN₂
• Molecular Weight: 202.64
• Mol File: 79249-34-6.mol

Chemical Properties

• Boiling Point: 373.378°C at 760 mmHg
• Flash Point: 179.613°C
• Appearance: /
• Density: 1.313g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 2-CHLORO-7-METHYLQUINOLINE-3-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-7-METHYLQUINOLINE-3-CARBONITRILE(79249-34-6)
• EPA Substance Registry System: 2-CHLORO-7-METHYLQUINOLINE-3-CARBONITRILE(79249-34-6)

Safety Data

• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-39-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 79249-34-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-7-methylquinoline-3-carbonitrile is used as a building block for the synthesis of new drugs, contributing to the development of innovative pharmaceuticals with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-7-methylquinoline-3-carbonitrile is utilized as a building block for the synthesis of crop protection products, aiding in the creation of effective solutions for pest and disease management in agriculture.
Used as an Intermediate in Organic Synthesis:
2-Chloro-7-methylquinoline-3-carbonitrile also serves as an intermediate in the manufacturing of other organic compounds, playing a crucial role in the synthesis of various chemical products across different industries.

InChI:InChI=1/C11H7ClN2/c1-7-2-3-8-5-9(6-13)11(12)14-10(8)4-7/h2-5H,1H3

Upstream product

• 54153-19-4 2-cyano-N-m-tolylacetamide 
• 68-12-2 N,N-dimethyl-formamide 
• 68236-21-5 2-chloro-3-formyl-7-methylquinoline 

Downstream Products

• 1415354-60-7 1-benzyl-8-methyl-1H-pyrimido[4,5-b]quinolin-4-one 
• 482653-21-4 2-(benzylamino)-7-methylquinoline-3-carbonitrile 
• 1100051-06-6 7-methyl-2-phenylethynyl-quinoline-3-carbonitrile 
• 158583-99-4 (E)-1-(3-Amino-7-methyl-thieno[2,3-b]quinolin-2-yl)-3-(4-methoxy-phenyl)-propenone 
• 158583-96-1 (E)-1-(3-Amino-7-methyl-thieno[2,3-b]quinolin-2-yl)-3-phenyl-propenone 
• 351357-44-3 3-amino-7-methyl-1H-pyrazolo[3,4-b]quinoline 

Relevant articles and documents

An alternate route to the synthesis of imidazo[1,2-a]quinolines using I2-NaI reagent

A new and a facile route to the synthesis of imidazo[1,2-a]quinolines has been described via iodocyclization reaction of 2-allylaminoquinoline derivatives using I2-NaI reagent.

Base-catalyzed cyclization reaction of 2-chloroquinoline-3-carbonitriles and guanidine hydrochloride: A rapid synthesis of 2-amino-3H-pyrimido[4,5-b] quinolin-4-ones

t-BuOK-catalyzed cyclization of 2-chloroquinoline-3-carbonitriles with guanidine hydrochloride provided simple and rapid synthesis of 2-amino-3H-pyrimido[4,5-b]quinolin-4-ones in very short reaction time with good yield. Other 1,3-binucleophiles are found to react at the same rate. This methodology could be extended with their 3-formyl and 3-ester derivatives for the synthesis of pyrimido annulated quinolines.

A one pot method of conversion of aldehydes into nitriles using iodine in ammonia water: Synthesis of 2-chloro-3-cyanoquinolines

One pot rapid transformations of heteroaromatic carbaldehyde to cyano group using cheap and easily available iodine in aqueous ammonia has been described.

Synthesis of 2-aryl-1,2,3,4-tetrahydropyridothienoquinolin-4-ones

The synthesis of a new tetracyclic condensed quinoline system is reported by a novel method.The method involves β-enamino carbonyl compound as starting material to get 1-quinolin-2-yl>-3-aryl-2-propen-1-one, which in turn is cyclised

A Versatile New Synthesis of Quinolines and Related Fused Pyridines. Part 8. Conversion of Anilides into 3-Substituted Quinolines and into Quinoxalines

Anilides (4) (ArNHCOCH2R) are readily converted into 2-chloro-3-R-quinolines (5) under Vilsmeier conditions and the 3-chloro-group may be removed with zinc and acetic acid yielding 3-substituted quinolines (7).When N-nitrosodialkylamines are used in place of dimethylformamide as the Vilsmeier agent, the anilides are converted into 2-chloroquinoxalines in low yields.Several by-products are formed and the mechanisms have been explored.Thus, the formation of ethyl N-arylcarbamate from the corresponding propionanilide is shown to involve an C->O alkyl migration related to a Wolff rearrangement, while N-arylformimidoyl dichloride (18), nitriles, and isocyanides are derived from C-C cleavage of the substituted side-chain.Variation of the acid chloride component of the Vilsmeier reagent or of the solvent was generally unproductive though use of phosphoryl bromide instead of the chloride caused conversion of anilides into bromoquinolines in low yields.