N-Tosyl-3-pyrrolecarboxylic Acid

Base Information

• Chemical Name: N-Tosyl-3-pyrrolecarboxylic Acid
• CAS No.: 106058-86-0
• Molecular Formula: C12H11NO4S
• Molecular Weight: 265.29
• Hs Code.: 2933990090
• European Community (EC) Number: 843-857-3
• DSSTox Substance ID: DTXSID20369207
• Nikkaji Number: J3.596.248D
• Wikidata: Q72509443
• Mol file: 106058-86-0.mol

Synonyms:106058-86-0;N-Tosyl-3-pyrrolecarboxylic Acid;1-Tosyl-1H-pyrrole-3-carboxylic acid;N-Tosyl-1H-pyrrole-3-carboxylic acid;1-(4-methylphenyl)sulfonylpyrrole-3-carboxylic Acid;1-[(4-methylphenyl)sulfonyl]-1H-pyrrole-3-carboxylic acid;1-tosyl-1H-pyrrole-3-carboxylicacid;N-Tosyl-pyrrole-3-carboxylic acid;MFCD00145013;1-(Toluene-4-sulfonyl)-1H-pyrrole-3-carboxylic acid;1-TOSYL-PYRROLE-3-CARBOXYLIC ACID;1H-Pyrrole-3-carboxylic acid, 1-[(4-methylphenyl)sulfonyl]-;N-Tosyl-3-pyrrolecarboxylicAcid;N-TOSYL-PYRRLE-3-CARBOXYLIC ACID;SCHEMBL1504624;DTXSID20369207;UYHPMGMXSFLPOF-UHFFFAOYSA-N;STK503380;AKOS005146213;AC-7298;SB62418;AS-38512;SY005547;A2019;BB 0237691;CS-0172157;FT-0654550;n-tosyl-3-pyrrolecarboxylic acid, AldrichCPR;EN300-73409;J3.596.248D;Q-101889;1-(Toluene-4-sulfonyl)-1H-pyrrole-3-carboxyli c acid;Z1160796967;1-(4-methylbenzenesulfonyl)-1H-pyrrole-3-carboxylic acid

Chemical Property of N-Tosyl-3-pyrrolecarboxylic Acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 6.86E-11mmHg at 25°C
• Melting Point: 202-206 °C
• Refractive Index: 1.4950 (estimate)
• Boiling Point: 501.8 °C at 760 mmHg
• PKA: 4.34±0.10(Predicted)
• Flash Point: 257.3 °C
• PSA: 84.75000
• Density: 1.37 g/cm³
• LogP: 2.81250
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 265.04087901
• Heavy Atom Count: 18
• Complexity: 406

Purity/Quality:

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

1-Tosyl-1H-pyrrole-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C=CC(=C2)C(=O)O

Technology Process of N-Tosyl-3-pyrrolecarboxylic Acid

There total 2 articles about N-Tosyl-3-pyrrolecarboxylic Acid 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%

1-(1-tosyl-1H-pyrrol-3-yl)ethan-1-one (106058-85-9) → 1-[(4-methylphenyl)sulfonyl]-1H-pyrrole-3-carboxylic acid (106058-86-0)

Guidance literature:

With sodium hydroxide; bromine; In 1,4-dioxane; water; at 10 ℃; for 0.5h;

DOI:10.3987/com-03-9855

Reference yield:

p-toluenesulfonyl chloride (98-59-9) + 1H-pyrrole-3-carboxylic acid tert-butyl ester → 1-[(4-methylphenyl)sulfonyl]-1H-pyrrole-3-carboxylic acid (106058-86-0)

Guidance literature:

p-toluenesulfonyl chloride; 1H-pyrrole-3-carboxylic acid tert-butyl ester; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

With trifluoroacetic acid; In dichloromethane;

Reference yield: 92.0%

(2S)-2-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)pyrrolidine (134756-75-5) + 1-[(4-methylphenyl)sulfonyl]-1H-pyrrole-3-carboxylic acid (106058-86-0) → C23H34N2O4SSi (1613376-99-0)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1039/c4cc00137k

upstream raw materials:

1-(1-tosyl-1H-pyrrol-3-yl)ethan-1-one

p-toluenesulfonyl chloride

Downstream raw materials:

[3-(hydroxymethyl)pyrrol-1-yl]methyl 4-methylbenzenesulfonate

3,5-diamino-6-chloropyrazine-2-carboxylic acid [8-[1-(toluene-4-sulfonyl)-1H-pyrrole-3-carbonyl]-1,3,8-triazaspiro[4.5]dec-(2E)-ylidene]amide

N-{5-methyl-6-[4-(morpholin-4-yl)cyclohex-1-en-1-yl]pyridin-3-yl}-1H-pyrrole-3-carboxamide

N-{5-methyl-6-[4-(morpholin-4-yl)cyclohex-1-en-1-yl]pyridin-3-yl}-1-[5-(trifluoromethyl)-pyridin-2-yl]-1H-pyrrole-3-carboxamide mesylate

Refernces

• 1、 Zhu, Jie-Wen,Chen, Hai-Bao. "Synthesis of 3-substituted pyrrole derivatives with oligo(ethylene glycol) chains". . p. 2315 - 2321. Retrieved 2007/10/03.