2-Chlorobenzimidazole

Base Information

• Chemical Name: 2-Chlorobenzimidazole
• CAS No.: 4857-06-1
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 29332900
• European Community (EC) Number: 225-453-3
• NSC Number: 111358
• UNII: 5F4MJ5PT4K
• DSSTox Substance ID: DTXSID8063626
• Nikkaji Number: J262.494J
• Wikidata: Q72517175
• Mol file: 4857-06-1.mol

Synonyms:2-Chlorobenzimidazole;4857-06-1;2-Chloro-1H-benzimidazole;2-chloro-1H-benzo[d]imidazole;1H-Benzimidazole, 2-chloro-;2-chloro-1h-benzoimidazole;Benzimidazole, 2-chloro-;MFCD00051944;2-Chloro-1H-1,3-Benzodiazole;5F4MJ5PT4K;2-Chloro-1H-1,3-benzimidazole;2-chloranyl-1~{H}-benzimidazole;NSC-111358;NSC111358;2-chlorobenzoimidazole;2-chloro-benzimidazole;2-chloro-benzoimidazole;2-chloro-1H-benzimidazol;UNII-5F4MJ5PT4K;2-chloro benzo[d]imidazole;1h-benzimidazole,2-chloro-;2-chloro -1H-benzimidazole;2-chloro-1H -benzoimidazole;2-Chlorobenzimidazole, 98%;SCHEMBL277761;DTXSID8063626;BCP22926;EINECS 225-453-3;GEO-00651;STK397889;AKOS000313281;AC-3152;CS-W016291;NSC 111358;PS-4050;SB37324;AM100871;BP-10346;SY004072;C1719;FT-0611687;EN300-31231;A827553;SR-01000389321;Q-101097;SR-01000389321-1;F0771-0066;Z276129254;98K

Chemical Property of 2-Chlorobenzimidazole

Chemical Property:

• Appearance/Colour: beige to brown crystalline powder
• Vapor Pressure: 0.000188mmHg at 25°C
• Melting Point: 207-211 °C(lit.)
• Refractive Index: 1.703
• Boiling Point: 328.5 °C at 760 mmHg
• PKA: 9.81±0.10(Predicted)
• Flash Point: 182.5 °C
• PSA: 28.68000
• Density: 1.425 g/cm³
• LogP: 2.21630
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.0141259
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

≥99.10% ^*data from raw suppliers

2-Chloro-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)Cl
• Uses: 2-Chlorobenzimidazole is mainly used for the synthesis of medicine and as an intermediate in organic synthesis.

Technology Process of 2-Chlorobenzimidazole

There total 16 articles about 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%

1,3-dihydro-2H-benzimidazol-2-one (615-16-7) → 2-chloro-1H-benzoimidazole (4857-06-1)

Guidance literature:

With trichlorophosphate; phenol; at 103 - 107 ℃; for 12h;

Reference yield: 85.0%

carboxy chlorine (463-73-0) + 1,2-diamino-benzene (95-54-5) → 2-chloro-1H-benzoimidazole (4857-06-1)

Guidance literature:

With tetrabutyl-ammonium chloride; In water; toluene; at 160 ℃; for 0.283333h; Microwave irradiation;

DOI:10.5012/jkcs.2010.54.5.589

Reference yield: 80.0%

1H-benzimidazole-2-sulfonic acid (40828-54-4) → 2-chloro-1H-benzoimidazole (4857-06-1)

Guidance literature:

With phosphorus pentachloride; In trichlorophosphate; for 6h; Heating;

DOI:10.1080/00397919808006874

upstream raw materials:

1,3-dihydro-2H-benzimidazol-2-one

2-hydrazinobenzimidazole

1H-benzimidazol-2-ol

1H-benzimidazole-2-sulfonic acid

Downstream raw materials:

2-(phenylsulfanyl)-1H-benzimidazole

2-(4-nitrophenylthio)benzimidazole

1-(thiethanyl-3)-2-chlorobenzimidazole

2-<1-(2-chlorobenzimidazolyl)>methyl-2,3-dihydrothiazolo<3,2-a>benzimidazole

Refernces

• 1、 Velagapudi, Uday Kiran,Langelier, Marie-France,Delgado-Martin, Cristina,Diolaiti, Morgan E.,Bakker, Sietske,Ashworth, Alan,Patel, Bhargav A.,Shao, Xuwei,Pascal, John M.,Talele, Tanaji T.. "Design and Synthesis of Poly(ADP-ribose) Polymerase Inhibitors: Impact of Adenosine Pocket-Binding Motif Appendage to the 3-Oxo-2,3-dihydrobenzofuran-7-carboxamide on Potency and Selectivity". . p. 5330 - 5357. Retrieved 2019/06/07.
• 2、 Hodges, Timothy R.,Abbott, Jason R.,Little, Andrew J.,Sarkar, Dhruba,Salovich, James M.,Howes, Jennifer E.,Akan, Denis T.,Sai, Jiqing,Arnold, Allison L.,Browning, Carrie,Burns, Michael C.,Sobolik, Tammy,Sun, Qi,Beesetty, Yugandhar,Coker, Jesse A.,Scharn, Dirk,Stadtmueller, Heinz,Rossanese, Olivia W.,Phan, Jason,Waterson, Alex G.,McConnell, Darryl B.,Fesik, Stephen W.. "Discovery and Structure-Based Optimization of Benzimidazole-Derived Activators of SOS1-Mediated Nucleotide Exchange on RAS". . p. 8875 - 8894. Retrieved 2018/10/09.