6-Methoxy-1-methylbenzimidazole

Base Information

• Chemical Name: 6-Methoxy-1-methylbenzimidazole
• CAS No.: 10394-42-0
• Molecular Formula: C9H10 N2 O
• Molecular Weight: 162.191
• DSSTox Substance ID: DTXSID201294369
• Nikkaji Number: J2.556.333F
• Mol file: 10394-42-0.mol

Synonyms:10394-42-0;6-methoxy-1-methylbenzimidazole;6-methoxy-1-methyl-1H-benzimidazole;1H-Benzimidazole,6-methoxy-1-methyl-(9CI);SCHEMBL718397;TXHMJOYVFNDGMQ-UHFFFAOYSA-N;DTXSID201294369;6-methoxy-1-methyl-1H-benzoimidazole;AKOS015899073;6-Methoxy-1-methyl-1H-benzo[d]imidazole

Chemical Property of 6-Methoxy-1-methylbenzimidazole

Chemical Property:

• Melting Point: 67-68 °C
• Boiling Point: 185-190 °C(Press: 15 Torr)
• PKA: 5.45±0.10(Predicted)
• PSA: 27.05000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 1.58190
• 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

6-methoxy-1-methyl-1H-Benzimidazole 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-Methoxy-1-methylbenzimidazole

There total 18 articles about 6-Methoxy-1-methylbenzimidazole 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: 98.0%

methanol (67-56-1) + N-methyl-5-methoxy-2-nitroaniline (69397-93-9) → 6-methoxy-1-methylbenzimidazole (10394-42-0)

Guidance literature:

With iron; ammonium chloride; at 68 - 70 ℃; for 48h; Inert atmosphere;

Reference yield: 75.0%

1-(3-Benzenesulfonyl-6-methoxy-2,3-dihydro-benzoimidazol-1-ylmethyl)-1H-benzotriazole (159383-45-6) → 6-methoxy-1-methylbenzimidazole (10394-42-0)

Guidance literature:

With sodium tetrahydroborate; In 1,4-dioxane; for 5h; Heating;

Reference yield: 61.0%

methanol (67-56-1) + 4-methoxy-2-nitroaniline (96-96-8) → 6-methoxy-1-methylbenzimidazole (10394-42-0) + 5-methoxy-1-methyl-1H-benzo[d]imidazole (10394-39-5) + 5-methoxy-1H-benzimidazole (4887-80-3)

Guidance literature:

With Cu-Zn-PMO; at 250 ℃; for 3h; Sealed tube; Supercritical conditions; Green chemistry;

DOI:10.1039/c5gc01040c

upstream raw materials:

N-methyl-5-methoxy-2-nitroaniline

1,2,3-Benzotriazole

formaldehyd

benzenesulfonyl chloride

Downstream raw materials:

(2-{[(4E)-2-amino-1-oxaspiro[4.5]dec-2-en-4-ylidene]amino}-5-methoxyphenyl)methylformamide

(2-{[(3E)-5-amino-2,2-dimethylfuran-3(2H)-ylidene]amino}-5-methoxyphenyl)methylformamide

1-methyl-1H-benzo[d]imidazol-6-ol

Refernces

• 1、 -. "Synthesis method of benzimidazole compound based on iron catalytic oxidation-reduction coupling reaction". Paragraph 0054-0058. . Retrieved 2020/10/05.
• 2、 Chen, Shuai,Graceffa, Russell F.,Boezio, Alessandro A.. "Direct, Regioselective N-Alkylation of 1,3-Azoles". supporting information. p. 16 - 19. Retrieved 2016/01/15.