1-(Ethoxycarbonylmethyl)-2-chlorobenzimidazole

Base Information

• Chemical Name: 1-(Ethoxycarbonylmethyl)-2-chlorobenzimidazole
• CAS No.: 59769-22-1
• Molecular Formula: C11H11ClN2O2
• Molecular Weight: 238.67000
• European Community (EC) Number: 637-369-8
• DSSTox Substance ID: DTXSID00400081
• Wikidata: Q82202908
• Mol file: 59769-22-1.mol

Synonyms:59769-22-1;1-(ethoxycarbonylmethyl)-2-chlorobenzimidazole;ethyl 2-(2-chlorobenzimidazol-1-yl)acetate;Ethyl 2-(2-chloro-1H-benzo[d]imidazol-1-yl)acetate;Ethyl (2-chloro-1H-benzimidazol-1-yl)acetate;SCHEMBL569988;DTXSID00400081;SOBCJCHWPKALNG-UHFFFAOYSA-N;AKOS024331837;FT-0739450;ethyl 2-(2-chloro-1H-1,3-benzodiazol-1-yl)acetate

Chemical Property of 1-(Ethoxycarbonylmethyl)-2-chlorobenzimidazole

Chemical Property:

• PSA: 44.12000
• LogP: 2.25280
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 238.0509053
• Heavy Atom Count: 16
• Complexity: 262

Purity/Quality:

(2-CHLORO-BENZOIMIDAZOL-1-YL)-ACETIC ACID ETHYL ESTER Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CN1C2=CC=CC=C2N=C1Cl

Technology Process of 1-(Ethoxycarbonylmethyl)-2-chlorobenzimidazole

There total 4 articles about 1-(Ethoxycarbonylmethyl)-2-chlorobenzimidazole 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%

2-chloro-1H-benzoimidazole (4857-06-1) + ethyl bromoacetate (105-36-2) → ethyl 2-(2-chloro-1H-benzo[d]imidazol-1-yl)acetate (59769-22-1)

Guidance literature:

With sodium hydride; In paraffin oil;

DOI:10.1016/j.bmc.2018.10.039

Reference yield:

2-chloro-1H-benzoimidazole (4857-06-1) → ethyl 2-(2-chloro-1H-benzo[d]imidazol-1-yl)acetate (59769-22-1)

Guidance literature:

With sodium hydride;

Reference yield:

1H-benzimidazol-2-ol (615-16-7,102976-62-5) → ethyl 2-(2-chloro-1H-benzo[d]imidazol-1-yl)acetate (59769-22-1)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃ / 120 °C

2: 1.) NaH

With sodium hydride; trichlorophosphate;

upstream raw materials:

2-chloro-1H-benzoimidazole

1H-benzimidazol-2-ol

ethyl bromoacetate

Downstream raw materials:

ethyl (2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-1H-benzimidazol-1-yl)acetate

Refernces

• 1、 Babu, P. N. Kishore,Devi, B. Rama,Dubey, P. K.. "Ultrasound promoted simple and efficient N-alkylation of 2-substituted benzimidazoles". . p. 5756 - 5758,3. Retrieved 2020/09/14.
• 2、 Orjales,Bordell,Rubio. "Synthesis and structure-activity relationship of new piperidinyl and piperazinyl derivatives as antiallergics". . p. 707 - 718. Retrieved 2007/10/02.