3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile

Base Information

• Chemical Name: 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile
• CAS No.: 77640-03-0
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50380400
• Nikkaji Number: J2.111.498G
• Wikidata: Q82170622
• Mol file: 77640-03-0.mol

Synonyms:3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile;77640-03-0;3-(1-methylpyrrol-2-yl)-3-oxopropanenitrile;2-Cyanoacetyl-N-methylpyrrole;3-(1-Methyl-1H-pyrrol-2-yl)-3-oxopropionitrile;2-cyanoacetyl-1-methylpyrrole;SCHEMBL922975;DTXSID50380400;LJGLZWHJQFTJSS-UHFFFAOYSA-N;MFCD01569984;1-Methyl-2-(cyanoacetyl)-1H-pyrrole;AKOS001288267;SB62246;1-methyl-beta-oxo-2-pyrrolpropionitrile;s10167;1-methyl-beta-oxo-2-pyrrolepropionitrile;CS-0206872;FT-0665266;EN300-24310;11Y-0820;Z182921916

Chemical Property of 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile

Chemical Property:

• Vapor Pressure: 0.000333mmHg at 25°C
• Melting Point: 110 °C
• Refractive Index: 1.547
• Boiling Point: 319.7 °C at 760 mmHg
• Flash Point: 147.1 °C
• PSA: 45.79000
• Density: 1.08 g/cm³
• LogP: 1.12148
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 203

Purity/Quality:

98%Min ^*data from raw suppliers

2-Cyanoacetyl-N-methylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC=C1C(=O)CC#N
• Uses: 2-Cyanoacetyl-N-methylpyrrole (cas# 77640-03-0) is a compound useful in organic synthesis.

Technology Process of 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile

There total 2 articles about 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile 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: 90.0%

N-Methylpyrrole (96-54-8) + cyanoacetic acid (372-09-8) → 1-methyl-β-oxo-2-pyrrolepropionitrile (77640-03-0)

Guidance literature:

With acetic anhydride; for 1h; Reflux;

DOI:10.1016/j.jfluchem.2015.08.005

Reference yield:

→ 1-methyl-β-oxo-2-pyrrolepropionitrile (77640-03-0)

Guidance literature:

Reference yield: 89.0%

3-pyridinecarboxaldehyde (500-22-1) + phthalic anhydride (85-44-9) + 1-methyl-β-oxo-2-pyrrolepropionitrile (77640-03-0) → 3-amino-1-(pyridin-3-yl)-2-(1-methyl-1H-pyrrole-2-carbonyl)-1H-pyrazolo[1,2-b]phthalazine-5,10-dione

Guidance literature:

With 1-carboxymethyl-2,3-dimethylimidazolium iodide; hydrazine hydrate; In ethanol; for 4h; Reflux; Green chemistry;

DOI:10.1039/c9nj00993k

upstream raw materials:

N-Methylpyrrole

cyanoacetic acid

Downstream raw materials:

1-methyl-beta-oxo-alpha-phenylcarbamoyl-2-pyrrolepropionitrile

(5-amino-1-phenyl-1H-1,2,3-triazol-4-yl)(1-methyl-1H-pyrrol-2-yl)methanone

C₁₇H₁₆N₂O

C₂₇H₂₆N₄O₂

Refernces

• 1、 Andicsovà-Eckstein, Anita,Kozma, Erika,Végh, Daniel. "Simple Synthesis of 3-Oxopropanenitriles via Electrophilic Cyanoacetylation of Heterocycles with Mixed Anhydrides". . p. 1945 - 1949. Retrieved 2016/11/24.
• 2、 Slaett, Johnny,Romero, Ivan,Bergman, Jan. "Cyanoacetylation of indoles, pyrroles and aromatic amines with the combination cyanoacetic acid and acetic anhydride". . p. 2760 - 2765. Retrieved 2007/10/03.