5-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole-N-oxide

Base Information

• Chemical Name: 5-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole-N-oxide
• CAS No.: 953787-51-4
• Molecular Formula: C16H15 F2 N3 O4 S
• Molecular Weight: 383.376
• Mol file: 953787-51-4.mol

Synonyms:2-[[(3,4-Dimethoxy-1-oxopyridin-2-yl)methyl]sulfanyl]-5-difluoromethoxy-1H-benzimidazole

Chemical Property of 5-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole-N-oxide

Chemical Property:

• Vapor Pressure: 1.48E-15mmHg at 25°C
• Melting Point: 124-127掳C
• Refractive Index: 1.616
• Boiling Point: 625.4°C at 760 mmHg
• PKA: 9.28±0.10(Predicted)
• Flash Point: 332°C
• PSA: 107.13000
• Density: 1.47g/cm³
• LogP: 3.90230
• Storage Temp.: -20?C Freezer

Purity/Quality:

NLT 98% ^*data from raw suppliers

PantoprazoleSulfideN-Oxide(PantoprazoleImpurity) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An impurity arising in the synthesis of Pantoprazole An impurity arising in the synthesis of Pantoprazole.

Technology Process of 5-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole-N-oxide

There total 2 articles about 5-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole-N-oxide 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: 98.44%

2-chloromethyl-3,4-dimethoxypyridine-N-oxide (953787-47-8) + 5-(difluoromethoxy)-2-mercapto-1H-benzimidazole (97963-62-7) → 5-(difluoromethoxy)-2-[[(3,4-dimethoxypyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole (953787-51-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1080/00397910701470693

Reference yield:

2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride (72830-09-2) → 5-(difluoromethoxy)-2-[[(3,4-dimethoxypyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole (953787-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium bicarbonate / CHCl₃

1.2: 84 percent / m-chloroperbenzoic acid / 2.42 h / 5 °C

2.1: 98.44 percent / potassium carbonate / dimethylformamide / 20 °C

With sodium hydrogencarbonate; potassium carbonate; In chloroform; N,N-dimethyl-formamide;

DOI:10.1080/00397910701470693

Reference yield:

5-(difluoromethoxy)-2-[[(3,4-dimethoxypyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole (953787-51-4) → 5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole (102625-70-7)

Guidance literature:

With trisodium Edetate; ruthenium trichloride; In tetrahydrofuran; 1,4-dioxane; water; at 80 ℃; for 1h;

upstream raw materials:

2-chloromethyl-3,4-dimethoxypyridine-N-oxide

5-(difluoromethoxy)-2-mercapto-1H-benzimidazole

2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride

Downstream raw materials:

5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole

5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole

Refernces

• 1、 Ray, Purna C.,Mittapelli, Vasantha,Rohatgi, Amit,Tyagi, Om Dutt. "Efficient synthesis of N-Oxide derivatives: Substituted 2-(2-(pyridyl-N-oxide)methylsulphinyl)benzimidazoles". . p. 2861 - 2868. Retrieved 2008/02/12.