1-Methanesulfonylpyrrole

Base Information

• Chemical Name: 1-Methanesulfonylpyrrole
• CAS No.: 51832-28-1
• Molecular Formula: C5H7NO2S
• Molecular Weight: 145.182
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID30523818
• Nikkaji Number: J847.520B
• Wikidata: Q82390172
• Mol file: 51832-28-1.mol

Synonyms:1-Methanesulfonylpyrrole;51832-28-1;1-methylsulfonylpyrrole;1-methanesulfonyl-1H-pyrrole;N-mesylpyrrole;1-(Methylsulfonyl)-1H-pyrrole;SCHEMBL6347129;1-(Methanesulfonyl)-1H-pyrrole;DTXSID30523818;BCA83228;MFCD05144862;AKOS003961481;SB62360;BS-28791;CS-0208643;EN300-1590342

Chemical Property of 1-Methanesulfonylpyrrole

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 145.01974964
• Heavy Atom Count: 9
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

1-Methanesulfonylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)N1C=CC=C1

Technology Process of 1-Methanesulfonylpyrrole

There total 4 articles about 1-Methanesulfonylpyrrole 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: 91.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + methanesulfonamide (3144-09-0) → 1-(methylsulfonyl)-1H-pyrrole (51832-28-1)

Guidance literature:

With montmorillonite K-10; at 100 ℃; for 0.05h; microwave irradiation;

DOI:10.1080/00304940609356444

Reference yield: 44.0%

pyrrole (109-97-7,30604-81-0) + methanesulfonyl chloride (124-63-0) → 1-(methylsulfonyl)-1H-pyrrole (51832-28-1)

Guidance literature:

pyrrole; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.166667h;

methanesulfonyl chloride; In tetrahydrofuran; for 0.166667h;

DOI:10.1039/c6cc00133e

Reference yield: 5.0%

1-methylthiopyrrole (108279-49-8) → 1-(methylsulfonyl)-1H-pyrrole (51832-28-1) + 1-methylsulfoxylpyrrole (108279-54-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid;

DOI:10.1016/S0040-4039(00)85039-X

upstream raw materials:

1-methylthiopyrrole

cis,trans-2,5-dimethoxytetrahydrofuran

methanesulfonamide

pyrrole

Downstream raw materials:

1-methanesulfonyl-2,5-dihydropyrrole

C₁₃H₁₃IN₂O₂S

pyrrole

(1,1'-biphenyl)-4,4'-dicarbonitrile

Refernces

• 1、 Laha, Joydev K.,Bhimpuria, Rohan A.,Prajapati, Dilip V.,Dayal, Neetu,Sharma, Shubhra. "Palladium-catalyzed regioselective C-2 arylation of 7-azaindoles, indoles, and pyrroles with arenes". supporting information. p. 4329 - 4332. Retrieved 2016/03/22.
• 2、 Krajewska, Dorota,Dabrowska, Marta,Jakoniuk, Piotr,Rozanski, Andrzej. "Pyrrole analogues of chloramphenicol. III. Synthesis and antibacterial activity of". . p. 127 - 132. Retrieved 2007/10/03.