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

Base Information

• Chemical Name: 1-(2-methyl-1H-pyrrol-3-yl)ethanone
• CAS No.: 6009-46-7
• Molecular Formula: C7H9 N O
• Molecular Weight: 123.155
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20462525
• Nikkaji Number: J1.309.046G,J1.309.047E,J1.309.048C
• Wikidata: Q82287072
• Mol file: 6009-46-7.mol

Synonyms:1-(2-methyl-1H-pyrrol-3-yl)ethanone;6009-46-7;1-(2-METHYL-1H-PYRROL-3-YL)-ETHANONE;1-(2-Methyl-1H-pyrrol-3-yl)ethan-1-one;2-methyl-3-acetyl pyrrole;SCHEMBL3657128;DTXSID20462525;AKOS006329631;SB62548;CS-0377536

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

Chemical Property:

• Vapor Pressure: 1.09E-15mmHg at 25°C
• Melting Point: 75 °C
• Boiling Point: 628.1°C at 760 mmHg
• PKA: 16.10±0.50(Predicted)
• Flash Point: 333.7°C
• PSA: 32.86000
• Density: 1.307g/cm³
• LogP: 1.52570
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

1-(2-METHYL-1H-PYRROL-3-YL)-ETHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CN1)C(=O)C

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

There total 17 articles about 1-(2-methyl-1H-pyrrol-3-yl)ethanone 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: 97.0%

3-(2-azido-1-methoxyethyl)pentane-2,4-dione → 3-acetyl-2-methylpyrrole (6009-46-7)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; at 80 ℃; for 4h;

DOI:10.1021/jo047856x

Reference yield: 87.0%

ethanolamine (141-43-5) + acetylacetone (123-54-6,81235-32-7) → 3-acetyl-2-methylpyrrole (6009-46-7)

Guidance literature:

With Keggin-type heteropolyacid; at 20 ℃; for 6h; Neat (no solvent);

DOI:10.1080/00397910903161793

Reference yield: 68.0%

4-(2,2-diethoxyethylamino)pent-3-en-2-one (879214-79-6) → 3-acetyl-2-methylpyrrole (6009-46-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2006.01.121

upstream raw materials:

2,2-diethoxy-ethanamine

acetylacetone

4-Aminopent-3-en-2-one

1,2-dibromoethyl acetate

Downstream raw materials:

Benzyl 4-acetyl-4',5-dimethyl-3'-<2-(ethoxycarbonyl)ethyl>dipyrrylmethane-5'-carboxylate

C₄₅H₅₁N₃O₉

3-[4-(3,5-dichloro-phenyl)-piperazin-1-yl]-1-(2-methyl-1-pyrimidin-2-yl-1H-pyrrol-3-yl)-propan-1-one

Refernces

• 1、 Bellur, Esen,Yawer, Mirza A.,Hussain, Ibrar,Riahi, Abdolmajid,Fatunsin, Olumide,Fischer, Christine,Langer, Peter. "Synthesis of 3-Acylpyrroles, 3-(Alkoxycarbonyl)pyrroles, 1,5,6,7-Tetrahydro-4H-indol-4-ones and 3-Benzoylpyridines Based on Staudinger-Aza-Wittig Reactions of 1,3-Dicarbonyl Compounds with 2- and 3-Azido-1,1-dialkoxy- alkanes". experimental part. p. 227 - 242. Retrieved 2009/06/24.
• 2、 Bellur, Esen,Goerls, Helmar,Langer, Peter. "Synthesis of 2-alkylidenepyrrolidines, pyrroles, and indoles by condensation of silyl enol ethers and 1,3-bis-silyl enol ethers with 1-azido-2,2-dimethoxyethane and subsequent reductive cyclization". . p. 4751 - 4761. Retrieved 2007/10/03.