4-(2-Methoxyphenyl)-2-((5-methyl-1H-imidazol-4-yl)methyl)thiazole

Base Information

• Chemical Name: 4-(2-Methoxyphenyl)-2-((5-methyl-1H-imidazol-4-yl)methyl)thiazole
• CAS No.: 129486-32-4
• Molecular Formula: C15H15 N3 O S
• Molecular Weight: 285.37
• DSSTox Substance ID: DTXSID70156184
• Nikkaji Number: J347.264G
• Wikidata: Q83024208
• Pharos Ligand ID: 5JQDPDVMM1JX
• ChEMBL ID: CHEMBL93919
• Mol file: 129486-32-4.mol

Synonyms:4-(2-methoxyphenyl)-2-(4(5)-methyl-5(4)-imidazolylmethyl)thiazole;MMIMT

Chemical Property of 4-(2-Methoxyphenyl)-2-((5-methyl-1H-imidazol-4-yl)methyl)thiazole

Chemical Property:

• Vapor Pressure: 1.65E-10mmHg at 25°C
• Boiling Point: 522.9°Cat760mmHg
• Flash Point: 270°C
• PSA: 79.04000
• Density: 1.248g/cm³
• LogP: 3.44100
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 285.09358328
• Heavy Atom Count: 20
• Complexity: 318

Purity/Quality:

4-(2-METHOXYPHENYL)-2-(4(5)-METHYL-5(4)-IMIDAZOLYLMETHYL)THIAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=CN1)CC2=NC(=CS2)C3=CC=CC=C3OC

Technology Process of 4-(2-Methoxyphenyl)-2-((5-methyl-1H-imidazol-4-yl)methyl)thiazole

There total 7 articles about 4-(2-Methoxyphenyl)-2-((5-methyl-1H-imidazol-4-yl)methyl)thiazole 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: 48.0%

bromomethyl 2-methoxyphenyl ketone (31949-21-0) + 4(5)-methyl-5(4)-<(thioacetamido)methyl>imidazole hydrochloride (124583-55-7) → 4-(2-methoxyphenyl)-2-<<4(5)-methyl-5(4)-imidazolyl>methyl>thiazole (129486-32-4)

Guidance literature:

In isopropyl alcohol; at 80 ℃; for 3h;

DOI:10.1021/jm00172a006

Reference yield:

4-(5-bromo-2-methoxyphenyl)-2-<<4(5)-methyl-5(4)-imidazolyl>methyl>thiazole (129486-47-1) → 4-(2-methoxyphenyl)-2-<<4(5)-methyl-5(4)-imidazolyl>methyl>thiazole (129486-32-4)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; for 5h;

DOI:10.1021/jm00173a017

Reference yield:

bromomethyl 2-methoxyphenyl ketone (31949-21-0) → 4-(2-methoxyphenyl)-2-<<4(5)-methyl-5(4)-imidazolyl>methyl>thiazole (129486-32-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.4 g / N-bromosuccinimide / methanol / Ambient temperature

2: 2.) 10percent Pd/C / 1.) 2-propanol, 80 deg C, 1.5 h, 2.) CHCl₃, 30 min

3: H₂, Et₃N / 10percent Pd/C / tetrahydrofuran / 5 h

With palladium on activated charcoal; N-Bromosuccinimide; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/jm00173a017

upstream raw materials:

bromomethyl 2-methoxyphenyl ketone

4(5)-methyl-5(4)-<(thioacetamido)methyl>imidazole hydrochloride

4-(5-bromo-2-methoxyphenyl)-2-<<4(5)-methyl-5(4)-imidazolyl>methyl>thiazole

4⁽⁵⁾-(cyanomethyl)-5⁽⁴⁾-methylimidazole

Refernces

• 1、 Rosen,Seeger,McLean,Nagel,Ives,Guarino,Bryce,Furman,Roth,Chalabi,Windels. "Synthesis, in vitro binding profile, and central nervous system penetrability of the highly potent 5-HT3 receptor antagonist [3H]-4-(2-methoxyphenyl)-2-[4(5)-methyl-5(4)-imidazolylmethyl]thiazol e". . p. 3020 - 3023. Retrieved 2007/10/02.