77640-03-0

Basic information

• Product Name: 3-(1-METHYL-1H-PYRROL-2-YL)-3-OXOPROPANENITRILE
• Synonyms: 3-(1-METHYL-1H-PYRROL-2-YL)-3-OXOPROPANENITRILE;2-(CYANOACETYL)-1-METHYLPYRROLE;2-CYANOACETYL-N-METHYLPYRROLE;2-(Cyanoacetyl)-1-methyl-1H-pyrrole;1-Methyl-β-oxo-1H-pyrrole-2-propanenitrile;3-(1-Methyl-1H-pyrrol-2-yl)-3-oxopropionitrile
• CAS NO: 77640-03-0
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 148.16
• Product Categories: Heterocyclic Compounds;Heterocycles;Indole Derivatives;Intermediates
• Mol File: 77640-03-0.mol

Chemical Properties

• Melting Point: 110°C
• Boiling Point: 319.7 °C at 760 mmHg
• Flash Point: 147.1 °C
• Appearance: /
• Density: 1.08 g/cm³
• Vapor Pressure: 0.000333mmHg at 25°C
• Refractive Index: 1.547
• CAS DataBase Reference: 3-(1-METHYL-1H-PYRROL-2-YL)-3-OXOPROPANENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1-METHYL-1H-PYRROL-2-YL)-3-OXOPROPANENITRILE(77640-03-0)
• EPA Substance Registry System: 3-(1-METHYL-1H-PYRROL-2-YL)-3-OXOPROPANENITRILE(77640-03-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 77640-03-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-(1-METHYL-1H-PYRROL-2-YL)-3-OXOPROPANENITRILE is used as a synthetic building block for the development of complex organic molecules. Its application in organic synthesis is due to its unique chemical structure, which allows for further functionalization and the creation of a wide range of compounds with diverse properties and potential applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-(1-METHYL-1H-PYRROL-2-YL)-3-OXOPROPANENITRILE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its ability to be functionalized and incorporated into more complex molecular structures makes it a valuable asset in the development of new drugs with specific therapeutic properties.
Used in Chemical Research:
3-(1-METHYL-1H-PYRROL-2-YL)-3-OXOPROPANENITRILE is also utilized in chemical research as a model compound for studying various reaction mechanisms and exploring new synthetic pathways. Its unique structure provides researchers with opportunities to investigate novel chemical transformations and develop innovative methodologies in organic chemistry.
Used in Material Science:
In the field of material science, 3-(1-METHYL-1H-PYRROL-2-YL)-3-OXOPROPANENITRILE can be used as a component in the development of novel materials with specific properties. Its incorporation into polymers or other materials can lead to the creation of materials with enhanced characteristics, such as improved stability, conductivity, or other desirable properties.

InChI:InChI=1/C8H8N2O/c1-10-6-2-3-7(10)8(11)4-5-9/h2-3,6H,4H2,1H3

Upstream product

• 96-54-8 N-Methylpyrrole 
• 372-09-8 cyanoacetic acid 

Downstream Products

• 77639-66-8 1-methyl-beta-oxo-alpha-phenylcarbamoyl-2-pyrrolepropionitrile 
• 1166843-80-6 (5-amino-1-phenyl-1H-1,2,3-triazol-4-yl)(1-methyl-1H-pyrrol-2-yl)methanone 
• 1292769-12-0 C₁₇H₁₆N₂O 
• 1292769-23-3 C₂₇H₂₆N₄O₂ 
• 1292769-09-5 C₁₆H₁₄N₂O 
• 1292769-19-7 C₂₆H₂₄N₄O₂ 
• 1292769-14-2 C₁₅H₁₁N₃O₃ 
• 1292769-15-3 C₁₅H₁₁N₃O₃ 
• 1292769-26-6 C₂₅H₂₁N₅O₄ 
• 1292769-08-4 C₁₅H₁₂N₂O 
• 1292769-18-6 C₂₅H₂₂N₄O₂ 
• 1292769-16-4 C₁₅H₁₀Cl₂N₂O 
• 1292769-27-7 C₂₅H₂₀Cl₂N₄O₂ 
• 1292769-13-1 C₁₇H₁₆N₂O 

Relevant articles and documents

Cyanoacetylazoles and salicylic aldehydes promoting the synthesis of new trifluoromethyl-substituted azolecarbonyl-2H-chromen-2-ones through the Knoevenagel condensation reaction

The results of the chemical behavior of three substituted cyanoacetylazoles and some salicylic aldehydes used to obtain new trifluoromethylated azolecarbonyl-2H-chromen-2-ones through Knoevenagel condensation reactions, are reported. First, a new series of four 3-(5-hydroxy-3-methyl-5-trifluoromethyl-4,5-dihydro-1H-pyrazole-1-carbonyl)-2-imino-2H-chromenes were efficiently synthesized, in yields of 50-78%, using 0.4 M NaOH/EtOH as the catalyst. They were then subjected to an acid hydrolysis reaction, which produced the respective trifluoromethyl-substituted pyrazolinecarbonyl coumarins in good yields (80-91%). In order to study the influence of the CF3 substituent, reactions involving 1-cyanoacetyl-3,5-dimethyl-5-hydroxy-4,5-dihydro-1H-pyrazole were also performed, but they did not provide the desired coumarins. On the other hand, attempts to synthesize some pyrrolecarbonyl coumarins not containing trifluoromethyl groups, but using the same methodology, directly resulted in a new series of five 3-(1-methyl-1H-pyrrol-2-carbonyl)-2H-chromen-2-ones in good yields (40-60%).

Simple Synthesis of 3-Oxopropanenitriles via Electrophilic Cyanoacetylation of Heterocycles with Mixed Anhydrides

A simple and efficient method for the synthesis of 3-oxopropanenitriles from variously substituted heterocyclic compounds via direct electrophilic cyanoacetylation is described. A series of heterocyclic 3-oxopropanenitriles (2a, 2b, 2c, 2d, 2e, 2f, 2g, 2h, 2i, 2j, 2k) have been synthesized using mixed anhydride (acetic or trifluoroacetic anhydride:cyanoacetic acid) in the presence of Mg(ClO4)2·2H2O as catalyst. This method can be extended also for the cyanoacetylation of electron poor aromatic compounds.

Synthesis of π-conjugated thiophenes starting from substituted 3-oxopropanenitriles via Gewald reaction

This paper describes the synthesis of β-aryl and β-heteroaryl substituted 2-aminothiophenes as a novel class of building blocks in oligo- and polythiophenes. The synthesis was carried out in two steps, involving synthesis of substituted 3-oxopropanenitrile intermediates, followed by the Gewald reaction.

Cyanoacetylation of indoles, pyrroles and aromatic amines with the combination cyanoacetic acid and acetic anhydride

Cyanoacetic acid was activated with acetic anhydride and when heated this reagent reacted with a variety of both activated and deactivated pyrroles, indoles and aniline derivatives.

Alphacarbamoyl-pyrrolpropionitriles

1-Substituted-β-oxo-α-phenylcarbamoyl-pyrrolpropionitriles, e.g. those of the formula STR1 their alkylenol ethers or alkanoylenol esters and salts thereof are antiinflammatory and antiarthritic agents.