5-Methoxy-1-methyl-1H-benzo[d]imidazole

Base Information

• Chemical Name: 5-Methoxy-1-methyl-1H-benzo[d]imidazole
• CAS No.: 10394-39-5
• Molecular Formula: C9H10N2O
• Molecular Weight: 162.191
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60401630
• Nikkaji Number: J3.505.543F
• Wikidata: Q82204834
• Mol file: 10394-39-5.mol

Synonyms:5-Methoxy-1-methyl-1H-benzo[d]imidazole;10394-39-5;5-methoxy-1-methylbenzimidazole;5-METHOXY-1-METHYL-1,3-BENZODIAZOLE;MFCD00962665;SCHEMBL230452;1-methyl-5-methoxy-benzimidazole;DTXSID60401630;HQACNRVQEIYCKZ-UHFFFAOYSA-N;5-methoxy-1-methyl-1H-benzimidazole;AKOS006274017;DS-6979;SY115055;CS-0043866;FT-0712778;C71166;A896332

Chemical Property of 5-Methoxy-1-methyl-1H-benzo[d]imidazole

Chemical Property:

• Melting Point: 112-113 °C(Solv: benzene (71-43-2))
• Boiling Point: 300.256 °C at 760 mmHg
• PKA: 5.61±0.10(Predicted)
• Flash Point: 135.39 °C
• PSA: 27.05000
• Density: 1.154 g/cm³
• LogP: 1.58190
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.079312947
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Methoxy-1-methyl-1H-benzo[d]imidazole 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC2=C1C=CC(=C2)OC

Technology Process of 5-Methoxy-1-methyl-1H-benzo[d]imidazole

There total 14 articles about 5-Methoxy-1-methyl-1H-benzo[d]imidazole 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: 97.0%

formamidine acetic acid (3473-63-0) + 4-methoxy-N-methyl-1,2-phenylenediamine (3360-78-9) → 5-methoxy-1-methyl-1H-benzo[d]imidazole (10394-39-5)

Guidance literature:

In 2-methoxy-ethanol; at 120 ℃; for 20h;

Reference yield: 86.0%

4-methoxy-N-methyl-1,2-phenylenediamine (3360-78-9) + trimethyl orthoformate (149-73-5) → 5-methoxy-1-methyl-1H-benzo[d]imidazole (10394-39-5)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 1h;

DOI:10.1021/jacs.1c05531

Reference yield: 79.0%

orthoformic acid triethyl ester (122-51-0) + 4-methoxy-N-methyl-1,2-phenylenediamine (3360-78-9) → 5-methoxy-1-methyl-1H-benzo[d]imidazole (10394-39-5)

Guidance literature:

With ammonium chloride; In ethanol; at 110 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02346

upstream raw materials:

N-methyl-4-methoxy-2-nitroaniline

formic acid

4-methoxy-N-methyl-1,2-phenylenediamine

3-nitro-4(benzotriazol-1-ylmethyl)aminoanisole

Downstream raw materials:

5-methoxy-1-methyl-1H-benzoimidazol-2-ylamine

C₁₆H₁₆N₂O

1-methyl-1H-benzo[d]imidazol-5-ol

{4-Methoxy-2-[4-(4-nitro-phenyl)-imidazol-1-yl]-phenyl}-methyl-amine

Refernces

• 1、 Gillespie, James E.,Morrill, Charlotte,Phipps, Robert J.. "Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines". supporting information. p. 9355 - 9360. Retrieved 2021/07/19.
• 2、 -. "PRMT5 INHIBITORS AND USES THEREOF". Paragraph 0327-0328. . Retrieved 2019/04/05.