90908-89-7

Basic information

• Product Name: 3-oxo-3-(1H-pyrrol-2-yl)propanenitrile
• Synonyms: 3-oxo-3-(1H-pyrrol-2-yl)propanenitrile;2-PYRROLOYLACETONITRILE;β-Oxo-1H-pyrrole-2-propanenitrile
• CAS NO: 90908-89-7
• Molecular Formula: C₇H₆N₂O
• Molecular Weight: 134.14
• Product Categories: Heterocycles;Indole Derivatives;Intermediates
• Mol File: 90908-89-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 75-77°C
• Appearance: /
• CAS DataBase Reference: 3-oxo-3-(1H-pyrrol-2-yl)propanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-oxo-3-(1H-pyrrol-2-yl)propanenitrile(90908-89-7)
• EPA Substance Registry System: 3-oxo-3-(1H-pyrrol-2-yl)propanenitrile(90908-89-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 90908-89-7(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

2-Cyanoacetylpyrrole (cas# 90908-89-7) is a compound useful in organic synthesis.

Upstream product

• 109-97-7 pyrrole 
• 109-77-3 malononitrile 
• 372-09-8 cyanoacetic acid 

Downstream Products

• 958886-66-3 3-oxo-2-(phenyl-hydrazono)-3-(pyrrol-2-yl)-propanenitrile 
• 958886-67-4 2-[(4-chloro-phenyl)-hydrazono]-3-oxo-3-(pyrrol-2-yl)-propanenitrile 
• 958886-68-5 2-[(4-nitro-phenyl)-hydrazono]-3-oxo-3-(pyrrol-2-yl)-propanenitrile 
• 1166843-78-2 [5-amino-1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl](1H-pyrrol-2-yl)methanone 
• 1166843-77-1 [5-amino-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl](1H-pyrrol-2-yl)methanone 
• 1166843-76-0 (5-amino-1-phenyl-1H-1,2,3-triazol-4-yl)(1H-pyrrol-2-yl)methanone 
• 1415975-70-0 C₁₅H₁₂N₂O 
• 1415975-72-2 C₁₅H₁₂N₂O₂ 
• 1415975-74-4 C₁₄H₈Cl₂N₂O 
• 1415975-76-6 C₁₄H₅F₅N₂O 
• 1446135-13-2 2-(1-(4-nitrobenzyl)-1H-tetrazol-5-yl)-1-(1H-pyrrol-2-yl)ethanone 
• 1446135-28-9 2-(1-(4-nitrobenzyl)-1H-tetrazol-5-yl)-1-(1H-pyrrol-2-yl)ethanone oxime 
• 1446135-34-7 2-(2-(4-nitrobenzyl)-2H-tetrazol-5-yl)-1-(1H-pyrrol-2-yl)ethanone oxime 
• 1446135-43-8 5-(3-(1H-pyrrol-2-yl)-2H-azirin-2-yl)-2-(4-nitrobenzyl)-2H-tetrazole 

Relevant articles and documents

Microwave-Assisted Three-Component Domino Synthesis of Polysubstituted 4H-Pyran Derivatives and Their Anticancer Activity

Abstract: An efficient microwave-assisted one-pot procedure has been proposed for thesynthesis of new 4-aryl-6-(methylamino)-5-nitro-2-(1H-pyrrol-2-yl)-4H-pyran-3-carbonitriles by condensation of 3-oxo-3-(1H-pyrrol-2-yl)propanenitrile with (E)-N-methyl-1-(methylsulfanyl)-2-nitroethenamine and substitutedbenzaldehydes in the presence of a catalytic amount of piperidine using ethanolas a solvent. The transformation occurs via successive Knoevenagel condensation,Michael addition, and intramolecular cyclization. The proposed procedure isadvantageous due to its one-pot mode, short reaction time, simple purificationby recrystallization, and excellent yields. The product structure was confirmedusing various spectroscopic techniques, including IR,1H and 13C NMR, LC/MS,elemental analysis, and single crystal X-ray diffraction study. The synthesizedcompounds were evaluated for their anticancer activity against 60 differenthuman cancer cell lines in nine cancer panels, and two compounds were found tobe potent against different cell lines.

Discovery of acrylonitrile-based small molecules active against Haemonchus contortus

We report the discovery of a series of acrylonitrile-containing molecules and α-amino amides which cause 99-100% lethality in H. contortus. Of the 22 acrylonitrile analogues investigated, the most active were 2-cyano-3-[1-(3-dimethylaminopropyl)-2-methyl-

The neber approach to 2-(tetrazol-5-yl)-2 H -azirines

The synthesis of 2-(tetrazol-5-yl)-2H-azirines is reported for the first time. Using the Neber approach, β-ketoxime-1H-tetrazoles were converted into the target 2H-azirines bearing phenyl, furan-2-yl, thiophen-2-yl, or pyrrol-2-yl substituents at C-3. It was demonstrated that the alkaloid-mediated Neber reaction allows the asymmetric synthesis of 2-(tetrazol-5-yl)-2H-azirines.