1,3-Dimethylbenzimidazoline

Base Information

• Chemical Name: 1,3-Dimethylbenzimidazoline
• CAS No.: 3204-31-7
• Molecular Formula: C9H12 N2
• Molecular Weight: 148.208
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10185857
• Nikkaji Number: J69.239E
• Wikidata: Q83056994
• Mol file: 3204-31-7.mol

Synonyms:1,3-Dimethylbenzimidazoline;3204-31-7;BRN 0511381;Benzimidazoline, 1,3-dimethyl-;1H-Benzimidazole, 2,3-dihydro-1,3-dimethyl-;5-23-06-00012 (Beilstein Handbook Reference);1H-Benzimidazole, 2,3-dihydro-1,3-dimethyl- (9CI);1,3-dimethyl-2H-benzimidazole;1,3-dimethylbenzoimidazole;SCHEMBL178983;Benzimidazoline,1,3-dimethyl-;SCHEMBL10703165;DTXSID10185857;LS-33226;1,3-Dimethyl-1,3-dihydro-2H-benzimidazole;1,3-dimethyl-2,3-dihydro-1H-1,3-benzodiazole

Chemical Property of 1,3-Dimethylbenzimidazoline

Chemical Property:

• Vapor Pressure: 0.0429mmHg at 25°C
• Boiling Point: 238.2°C at 760 mmHg
• PKA: 6.46±0.20(Predicted)
• Flash Point: 93°C
• PSA: 6.48000
• Density: 1.053g/cm³
• LogP: 1.66010
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 148.100048391
• Heavy Atom Count: 11
• Complexity: 131

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CN(C2=CC=CC=C21)C

Technology Process of 1,3-Dimethylbenzimidazoline

There total 12 articles about 1,3-Dimethylbenzimidazoline 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: 84.0%

1,3-dimethylbenzimidazolium Iodide (7181-87-5) → 1,3-Dimethyl-2,3-dihydro-1H-benzoimidazole (3204-31-7)

Guidance literature:

With sodium tetrahydroborate; sodium hydroxide; In water; toluene; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/anie.201905814

Reference yield: 77.0%

C17H30B2O2 + N,N'-dimethyl-1,2-phenylenediamine (3213-79-4) → 1,3-Dimethyl-2,3-dihydro-1H-benzoimidazole (3204-31-7)

Guidance literature:

at 20 ℃; for 3h; Schlenk technique; Glovebox; Inert atmosphere;

DOI:10.1021/jacs.5b06077

Reference yield: 73.0%

carbon dioxide (124-38-9,18923-20-1) + N,N'-dimethyl-1,2-phenylenediamine (3213-79-4) → N,N,N',N'-tetramethyl-o-phenylenediamine (704-01-8) + 1,3-Dimethyl-2,3-dihydro-1H-benzoimidazole (3204-31-7)

Guidance literature:

With dichlorotetrakis(dimethylsulfoxide)ruthenium(II); phenylsilane; catacxium A; In toluene; at 110 ℃; for 16h; under 22502.3 Torr; chemoselective reaction; Autoclave; Inert atmosphere;

DOI:10.1002/anie.201301349

upstream raw materials:

formic acid-(N-methyl-2-methylamino-anilide)

1,3-dimethyl-2-(o-hydroxyphenyl)-2,3-dihydro-1H-benzo[d]imidazole

1,3-dimethylbenzimidazolium Iodide

1,3-dimethyl-benzoimidazolium

Downstream raw materials:

3-diethylamino-1-phenyl-propan-1-one

4-(diethylamino)butan-2-one

1-phenyl-3-(phenylamino)propan-1-one

4-phenylamino-butan-2-one

Refernces

• 1、 Cheng, Jin-Pei,Yang, Jin-Dong,Zhang, Jingjing. "Diazaphosphinanes as hydride, hydrogen atom, proton or electron donors under transition-metal-free conditions: Thermodynamics, kinetics, and synthetic applications". . p. 3672 - 3679. Retrieved 2020/04/21.
• 2、 Frogneux, Xavier,Blondiaux, Enguerrand,Thuéry, Pierre,Cantat, Thibault. "Bridging amines with CO2: Organocatalyzed reduction of CO2 to aminals". . p. 3983 - 3987. Retrieved 2015/11/11.