Tolpyrramide

Base Information

• Chemical Name: Tolpyrramide
• CAS No.: 5588-38-5
• Molecular Formula: C12H16 N2 O3 S
• Molecular Weight: 268.337
• NSC Number: 106572
• UNII: W68DD2C7VG
• DSSTox Substance ID: DTXSID30204478
• Nikkaji Number: J8.017I
• Wikidata: Q27292388
• NCI Thesaurus Code: C72872
• ChEMBL ID: CHEMBL2105608
• Mol file: 5588-38-5.mol

Synonyms:Tolpyrramide;5588-38-5;Topyrramide;N-(4-methylphenyl)sulfonylpyrrolidine-1-carboxamide;Tolpyrramide [USAN:INN];UNII-W68DD2C7VG;W68DD2C7VG;NSC-106572;N-p-Tolylsulfonyl-1-pyrrolidinecarboxamide;MLS002703925;NSC 106572;1-Pyrrolidinecarboxamide, N-((4-methylphenyl)sulfonyl)-;1-Pyrrolidinecarboxamide, N-[(4-methylphenyl)sulfonyl]-;SMR001570637;Maybridge4_004001;Tolpyrramide (USAN/INN);TOLPYRRAMIDE [INN];1-Pyrrolidinecarboxamide, N-(p-tolylsulfonyl)-;TOLPYRRAMIDE [USAN];Oprea1_300782;MLS006014409;SCHEMBL667821;CHEMBL2105608;N-Tosylpyrrolidine-1-carboxamide;DTXSID30204478;CHEBI:177526;HMS1532F19;NSC106572;1-Tetramethylene-3-p-tolylsulfonylurea;CCG-246739;IDI1_032823;N-(p-Tolylsulfonyl)-1-pyrrolidinecarboxamide;D06186;N-(4-methylphenyl)sulonylpyrrolidine-1-carboxamide;SR-01000004604;SR-01000004604-1;Q27292388

Chemical Property of Tolpyrramide

Chemical Property:

• Melting Point: 211-213 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• PKA: 5.40±0.20(Predicted)
• PSA: 74.86000
• Density: 1.303g/cm³
• LogP: 2.89870
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 268.08816355
• Heavy Atom Count: 18
• Complexity: 388

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)N2CCCC2

Technology Process of Tolpyrramide

There total 1 articles about Tolpyrramide 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: 93.0%

pyrrolidine (123-75-1) + Tosyl isocyanate (4083-64-1) → N-[(4-methylphenyl)sulfonyl]pyrrolidine-1-carboxamide (5588-38-5)

Guidance literature:

In acetonitrile; at 20 ℃;

DOI:10.1016/j.bioorg.2019.103290

Reference yield:

N-[(4-methylphenyl)sulfonyl]pyrrolidine-1-carboxamide (5588-38-5) → C12H15N2O3S(1-)*Na(1+)

Guidance literature:

N-[(4-methylphenyl)sulfonyl]pyrrolidine-1-carboxamide; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

With Ph₃P-AuMe(OAc)2; at 20 ℃;

DOI:10.1002/chem.200901199

upstream raw materials:

pyrrolidine

Tosyl isocyanate