2-(((4-Chloro-3-methylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole

Base Information

• Chemical Name: 2-(((4-Chloro-3-methylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole
• CAS No.: 103312-62-5
• Molecular Formula: C14H12ClN3S
• Molecular Weight: 289.788
• Hs Code.: 2933990090
• European Community (EC) Number: 600-417-3
• DSSTox Substance ID: DTXSID80468008
• Nikkaji Number: J2.406.421B
• Wikidata: Q72460751
• Mol file: 103312-62-5.mol

Synonyms:103312-62-5;2-(((4-Chloro-3-methylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole;4-Desmethoxypropoxyl-4-chloro Rabeprazole Sulfide;2-[(4-chloro-3-methylpyridin-2-yl)methylsulfanyl]-1H-benzimidazole;2-(((4-Chloro-3-methylpyridin-2-yl)-methyl)thio)-1H-benzo[d]imidazole;2-(((4-Chloro-3-methyl-2-pyridinyl)methyl)thio)-1H-benzimidazole;2-[(4-Chloro-3-methyl-2-pyridinyl)methylthio]-1H-benzimidazole;2-[[(4-chloro-3-methyl-2-pyridinyl)methyl]thio]-1H-benzimidazole;NKBICFMRRCFCFT-UHFFFAOYSA-N;EC 600-417-3;SCHEMBL1268987;DTXSID80468008;2-[(4-chloro-3-methyl-2-pyridyl)methylsulfanyl]-1H-benzimidazole;2-[(4-Choloro-3-methyl-2-pyridinyl methyl)thio]-1H-benzimidazole;AKOS015909265;AC-7778;tert-butyl?6-methylpyridin-3-ylcarbamate;FT-0666067;NS00008699;F95306;A926955;J-000929;2-((4-chloro-3-methylpyridin-2-yl)thio)-1H-benzo[d]imidazole;2-{[(4-Chloro-3-methylpyridin-2-yl)methyl]sulfanyl}-1H-benzimidazole

Chemical Property of 2-(((4-Chloro-3-methylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 155-160 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.707
• Boiling Point: 495.38 °C at 760 mmHg
• PKA: 10.59±0.10(Predicted)
• Flash Point: 253.397 °C
• PSA: 66.87000
• Density: 1.4 g/cm³
• LogP: 4.21200
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 289.0440463
• Heavy Atom Count: 19
• Complexity: 304

Purity/Quality:

99.9% ^*data from raw suppliers

2-(((4-Chloro-3-methylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CN=C1CSC2=NC3=CC=CC=C3N2)Cl
• Uses: A process impurity of Rabeprazole (R070500).

Technology Process of 2-(((4-Chloro-3-methylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole

There total 6 articles about 2-(((4-Chloro-3-methylpyridin-2-yl)methyl)thio)-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: 94.0%

2-chloromethyl-4-chloro-3-methylpyridine hydrochloride (152402-97-6) + Benzimidazol-2-thiol (134469-07-1) → 2-[(4-chloro-3-methylpyridin-2-yl)methylsulfanyl]-1H-benzoimidazole (103312-62-5)

Guidance literature:

With sodium hydroxide; In water; at 25 ℃; for 4h;

Reference yield: 69.0%

4-chloro-2-methanesulfonyloxymethyl-3-methylpyridine methanesulfonate + Benzimidazol-2-thiol (134469-07-1) → 2-[(4-chloro-3-methylpyridin-2-yl)methylsulfanyl]-1H-benzoimidazole (103312-62-5)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 18h;

DOI:10.1002/jhet.5570430606

Reference yield:

4-chloro-2,3-dimethylpyridine-N-oxide (59886-90-7) → 2-[(4-chloro-3-methylpyridin-2-yl)methylsulfanyl]-1H-benzoimidazole (103312-62-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / CH₂Cl₂ / 12 h / Heating

2: 69 percent / triethylamine / acetonitrile / 18 h / 20 °C

With triethylamine; In dichloromethane; acetonitrile;

DOI:10.1002/jhet.5570430606

upstream raw materials:

2-chloromethyl-4-chloro-3-methylpyridine hydrochloride

Benzimidazol-2-thiol

2,3-dimethyl-4-nitropyridine N-oxide

4-chloro-2,3-dimethylpyridine-N-oxide

Downstream raw materials:

2-[(R)-[(4-chloro-3-methyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole

LY 307640 sulfone

2-[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole

rabeprazole sulfide

Refernces

• 1、 Pingili, R. Reddy,Jambula, M. Reddy,Ganta, M. Reddy,Ghanta, M. Reddy,Sajja,Sundaram,Boluggdu, V. Bhaskar. "Identification and synthesis of potential impurities of rabeprazole sodium". . p. 814 - 818. Retrieved 2007/10/03.