1H-Indole, 3-(2-imidazolin-2-ylmethyl)-

Base Information

• Chemical Name: 1H-Indole, 3-(2-imidazolin-2-ylmethyl)-
• CAS No.: 19853-01-1
• Molecular Formula: C12H13N3
• Molecular Weight: 199.2517
• DSSTox Substance ID: DTXSID60173603
• Nikkaji Number: J629.325E
• Wikidata: Q83043650
• Mol file: 19853-01-1.mol

Synonyms:19853-01-1;BRN 0173110;1H-INDOLE, 3-(2-IMIDAZOLIN-2-YLMETHYL)-;3-((4,5-dihydro-1h-imidazol-2-yl)methyl)-1h-indole;3-(2-Imidazolin-2-ylmethyl)1H-indole;2-(Indolyl-(3')-methyl)imidazolin [German];2-(Indolyl-(3')-methyl)imidazolin;4-26-00-00196 (Beilstein Handbook Reference);3-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-1H-indole;SCHEMBL956475;DTXSID60173603;LS-83150;3-[(2-Imidazolin-2-yl)methyl]-1H-indole

Chemical Property of 1H-Indole, 3-(2-imidazolin-2-ylmethyl)-

Chemical Property:

• Vapor Pressure: 6.41E-09mmHg at 25°C
• Boiling Point: 480.3°Cat760mmHg
• Flash Point: 244.3°C
• Density: 1.29g/cm³
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 199.110947427
• Heavy Atom Count: 15
• Complexity: 262

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN=C(N1)CC2=CNC3=CC=CC=C32

Technology Process of 1H-Indole, 3-(2-imidazolin-2-ylmethyl)-

There total 5 articles about 1H-Indole, 3-(2-imidazolin-2-ylmethyl)- 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: 82.0%

indole-3-acetonitrile (771-51-7) + ethylenediamine (107-15-3,85404-18-8) → 3-((4,5-dihydro-1H-imidazol-2-yl)methyl)-1H-indole (19853-01-1)

Guidance literature:

With sulfur; Reflux;

DOI:10.1007/s00044-018-2177-x

Reference yield: 48.0%

indole-3-acetic acid (87-51-4) + ethylenediamine (107-15-3,85404-18-8) → 3-((4,5-dihydro-1H-imidazol-2-yl)methyl)-1H-indole (19853-01-1)

Guidance literature:

With hydrogenchloride; for 15h; Heating;

DOI:10.1016/0223-5234(94)90193-7

Reference yield:

indole-3-acetonitrile (771-51-7) → 3-((4,5-dihydro-1H-imidazol-2-yl)methyl)-1H-indole (19853-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / HCl(g) / diethyl ether / 13 h / 0 °C

2: CH₃ONa / 1) methanol, reflux, 10 h, 2) methanol, 0 degC, 2 h

With hydrogenchloride; sodium methylate; In diethyl ether;

DOI:10.1007/BF00561348

upstream raw materials:

indole-3-acetonitrile

ethylenediamine

3-indolylacetic acid ethyl imido ester hydrochloride

indole-3-acetic acid

Refernces

• 1、 Verma,Tripathi,Saxena,Shanker. "Antiinflammatory activity of novel indole derivatives". . p. 941 - 946. Retrieved 2007/10/02.
• 2、 Piotrowska,Serafin,Wejroch Matacz. "New amidine derivatives of indole". . p. 297 - 303. Retrieved 2007/10/04.