1-Tosylpyrrole

Base Information

• Chemical Name: 1-Tosylpyrrole
• CAS No.: 17639-64-4
• Molecular Formula: C11H11NO2S
• Molecular Weight: 221.28
• Hs Code.: 2933990090
• European Community (EC) Number: 627-473-1
• DSSTox Substance ID: DTXSID80348694
• Nikkaji Number: J534.173F
• Wikidata: Q72509440
• ChEMBL ID: CHEMBL508732
• Mol file: 17639-64-4.mol

Synonyms:1-Tosylpyrrole;17639-64-4;1-tosyl-1H-pyrrole;1-(p-Toluenesulfonyl)pyrrole;N-Tosylpyrrole;1-(p-Tolylsulfonyl)pyrrole;1-(4-methylphenyl)sulfonylpyrrole;1-[(4-methylphenyl)sulfonyl]-1H-pyrrole;1-Tosyl-Pyrrole;1H-pyrrole, 1-[(4-methylphenyl)sulfonyl]-;CHEMBL508732;1-(4-methylbenzenesulfonyl)-1H-pyrrole;1-[(4-Methylphenyl)sulphonyl]-1H-pyrrole;1-(4-Methylphenylsulfonyl)pyrrole;CBMicro_017007;1-Tosyl Pyrrole;1-tosyl-1-H-pyrrole;Cambridge id 5126265;1-(4-Tolylsulfonyl)pyrrole;N-(p-Toluenesulfonyl)pyrrole;SCHEMBL1364805;1-p-toluenesulfonyl-1H-pyrrole;DTXSID80348694;1-(p-Tolylsulfonyl)pyrrole, 97%;CCG-5047;BDBM50266686;MFCD00145014;STK366627;1-[(4-Methylbenzene)sulfonyl]pyrrole;AKOS003270574;BS-4298;SB62007;BIM-0016960.P001;CS-0037471;FT-0637577;T1386;10.14272/OXWIEWFMRVJGNY-UHFFFAOYSA-N.1;doi:10.14272/OXWIEWFMRVJGNY-UHFFFAOYSA-N.1;J-011187

Chemical Property of 1-Tosylpyrrole

Chemical Property:

• Appearance/Colour: Beige to light brown crystalline powder
• Vapor Pressure: 3.71E-05mmHg at 25°C
• Melting Point: 98-102 °C
• Refractive Index: 1.574
• Boiling Point: 377.344 °C at 760 mmHg
• PKA: -8.34±0.70(Predicted)
• Flash Point: 182.011 °C
• PSA: 47.45000
• Density: 1.21 g/cm³
• LogP: 3.11430
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 221.05104977
• Heavy Atom Count: 15
• Complexity: 293

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Tosylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C=CC=C2
• Uses: N-Tosylpyrrole (cas# 17639-64-4) is a compound useful in organic synthesis.

Technology Process of 1-Tosylpyrrole

There total 23 articles about 1-Tosylpyrrole 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: 100.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + toluene-4-sulfonamide (70-55-3) → N-p-toluenesulfonylpyrrole (17639-64-4)

Guidance literature:

With phosphorus pentoxide; In toluene; at 110 ℃; for 0.333333h;

DOI:10.1080/00397919508015431

Reference yield: 99.0%

pyrrole (109-97-7,30604-81-0) + p-toluenesulfonyl chloride (98-59-9) → N-p-toluenesulfonylpyrrole (17639-64-4)

Guidance literature:

With NaH; In tetrahydrofuran; water;

Reference yield: 99.0%

1-[(4-methylphenyl)sulfonyl]-2,5-dihydro-1H-pyrrole (16851-72-2) → N-p-toluenesulfonylpyrrole (17639-64-4)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; at 110 ℃; for 5h; Inert atmosphere;

DOI:10.1002/ejoc.201301621

upstream raw materials:

pyrrole

p-toluenesulfonyl chloride

C₁₇H₁₇NO₂S₂

2-p-toluenesulfonyl-3,6-dihydro-1,2-thiazine oxide

Downstream raw materials:

4-[1-(toluene-4-sulfonyl)-1H-pyrrole-3-carbonyl]-benzonitrile

2-acetyl-1-(4-toluenesulfonyl)pyrrole

C₂₂H₂₇NO₅S

C₂₆H₃₃NO₅S

Refernces

• 1、 Williams, Corey W.,Shenje, Raynold,France, Stefan. "Catalytic, Interrupted Formal Homo-Nazarov Cyclization with (Hetero)arenes: Access to α-(Hetero)aryl Cyclohexanones". . p. 8253 - 8267. Retrieved 2016.
• 2、 Akhmanova, Anna,Heise, Constanze,Meiring, Joyce C. M.,Pettersson, Linda N.,Sailer, Alexander,Thorn-Seshold, Julia,Thorn-Seshold, Oliver. "Pyrrole Hemithioindigo Antimitotics with Near-Quantitative Bidirectional Photoswitching that Photocontrol Cellular Microtubule Dynamics with Single-Cell Precision**". supporting information. p. 23695 - 23704. Retrieved 2021/10/05.
• 3、 -. "Paramagnetic calix[4]porphyrin compound and preparation method thereof". Paragraph 0029; 0034; 0038. . Retrieved 2020/11/09.