Tolpropamine

Base Information

• Chemical Name: Tolpropamine
• CAS No.: 5632-44-0
• Molecular Formula: C18H23 N
• Molecular Weight: 253.387
• European Community (EC) Number: 227-071-2
• UNII: TBZ8909KFS
• DSSTox Substance ID: DTXSID30863584
• Nikkaji Number: J8.034I
• Wikipedia: Tolpropamine
• Wikidata: Q7814615
• NCI Thesaurus Code: C90861
• Metabolomics Workbench ID: 154123
• ChEMBL ID: CHEMBL2107261
• Mol file: 5632-44-0.mol

Synonyms:N,N-4-trimethyl-gamma-phenylbenzenepropan;N,N-dimethyl-3-phenyl-3-(p-tolyl)propylamine;Pragman;tolpropamine;tolpropamine hydrochloride

Chemical Property of Tolpropamine

Chemical Property:

• Boiling Point: 359.8±31.0 °C(Predicted)
• PKA: 9.49±0.28(Predicted)
• PSA: 3.24000
• Density: 0.977±0.06 g/cm3(Predicted)
• LogP: 4.07860
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 253.183049738
• Heavy Atom Count: 19
• Complexity: 234

Purity/Quality:

95-99% ^*data from raw suppliers

TOLPROPAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(CCN(C)C)C2=CC=CC=C2

Technology Process of Tolpropamine

There total 16 articles about Tolpropamine 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: 86.0%

carbon monoxide (201230-82-2) + 1-phenyl-1-p-tolyl-ethylene (948-55-0) + dimethyl amine (124-40-3) → 1-[3-(4-methylphenyl)-3-phenylpropyl]-N,N-dimethylamine (5632-44-0)

Guidance literature:

With hydrogen; [Rh(1,3-dimesitylimidazole-2-ylidene)(cod)Cl]; In toluene; at 125 ℃; for 24h;

DOI:10.1002/chem.200601155

Reference yield: 81.0%

N,N-dimethyl-3-phenyl-3-(p-tolyl)propanamide (1601480-52-7) → 1-[3-(4-methylphenyl)-3-phenylpropyl]-N,N-dimethylamine (5632-44-0)

Guidance literature:

With aluminum (III) chloride; lithium aluminium tetrahydride; In tetrahydrofuran; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2013.10.014

Reference yield: 76.0%

N,N-dimethyl-3-phenylpropylamine (1199-99-1) + para-chlorotoluene (106-43-4) → 1-[3-(4-methylphenyl)-3-phenylpropyl]-N,N-dimethylamine (5632-44-0)

Guidance literature:

N,N-dimethyl-3-phenylpropylamine; With n-butyllithium; potassium tert-butylate; at -40 ℃;

With zinc(II) chloride;

para-chlorotoluene; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos;

DOI:10.1021/acscatal.1c03180

upstream raw materials:

1-phenyl-1-(4-methylphenyl)methyl methyl ether

2-(dimethylamino)ethyl chloride

3-phenyl-3-(4-methylphenyl)propanal

dimethyl amine

Refernces

• 1、 Gu, Fangjun,Huang, Wenhao,Liu, Xu,Chen, Wenxin,Cheng, Xu. "Substituted Hantzsch Esters as Versatile Radical Reservoirs in Photoredox Reactions". . p. 925 - 931. Retrieved 2018/01/04.
• 2、 Ahmed, Moballigh,Buch, Cathleen,Routaboul, Lucie,Jackstell, Ralf,Klein, Holger,Spannenberg, Anke,Beller, Matthias. "Hydroaminomethylation with novel Rhodium-Carbene complexes: An efficient catalytic approach to pharmaceuticals". . p. 1594 - 1601. Retrieved 2008/02/04.