5-Iodo-2-methyl-1H-benzo[D]imidazole

Base Information

• Chemical Name: 5-Iodo-2-methyl-1H-benzo[D]imidazole
• CAS No.: 2818-70-4
• Molecular Formula: C8H7 I N2
• Molecular Weight: 258.061
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20347388
• Nikkaji Number: J103.407C
• Wikidata: Q82121249
• Mol file: 2818-70-4.mol

Synonyms:5-IODO-2-METHYL-1H-BENZO[D]IMIDAZOLE;2818-70-4;6-iodo-2-methyl-1H-benzimidazole;5-IODO-2-METHYLBENZIMIDAZOLE;1H-Benzimidazole,6-iodo-2-methyl-;Benzimidazole, 5-iodo-2-methyl-;5-Iodo-2-methyl-1H-benzimidazole;2-Methyl-pyridine1-oxide;SCHEMBL8290000;DTXSID20347388;AMY39222;CAA81870;MFCD00457529;5-Iodo-2-methyl-1H-benzimidazole #;AKOS023169808;AKOS032947580;AB06070;DS-3166;5-iodo-2-methylbenzimidazole, AldrichCPR;CS-0041379;FT-0763168;5-IODO-2-METHYL-1H-1,3-BENZODIAZOLE;A876765

Chemical Property of 5-Iodo-2-methyl-1H-benzo[D]imidazole

Chemical Property:

• Melting Point: 220 °C
• Boiling Point: 419.4±18.0 °C(Predicted)
• PKA: 10.65±0.10(Predicted)
• PSA: 28.68000
• Density: 1.933±0.06 g/cm3(Predicted)
• LogP: 2.47590
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 257.96540
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

5-Iodo-2-methyl-1H-benzo[d]imidazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(N1)C=C(C=C2)I

Technology Process of 5-Iodo-2-methyl-1H-benzo[D]imidazole

There total 2 articles about 5-Iodo-2-methyl-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: 74.0%

Trimethyl orthoacetate (1445-45-0) + 4-iodo-2-nitroaniline (20691-72-9) → 2-Methyl-1H-benzimidazole (615-15-6) + 5-iodo-2-methyl-1H-benzimidazole (2818-70-4)

Guidance literature:

With indium; acetic acid; In ethyl acetate; for 5h; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2011.08.017

Reference yield: 64.0%

4-iodo-2-nitroaniline (20691-72-9) + acetaldehyde (75-07-0,9002-91-9) → 5-iodo-2-methyl-1H-benzimidazole (2818-70-4)

Guidance literature:

With sodium dithionite; In ethanol; water; at 80 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201601505

Reference yield: 58.0%

tetrakis(triphenylphosphine) palladium(0) (14221-01-3) + C73H78N6O13Zn + 5-iodo-2-methyl-1H-benzimidazole (2818-70-4) → (tetraethyl 4,4',4'',4'''-{[10-(2-(2-methyl-1H-benzo[d]imidazol-6-ylethynyl)-5-{[6-(1H-imidazol-1-yl)hexyl]oxy}phenyl)porphyrin-5,15-diyl-κN21,κN22,κN23,κN24]bis[benzene-2,1,3-triylbis(oxy)]}tetrabutanoato(2-))zinc + (tetraethyl 4,4',4'',4'''-{[10-(2-(phenylethynyl)-5-{[6-(1H-imidazol-1-yl)hexyl]oxy}phenyl)porphyrin-5,15-diyl-κN21,κN22,κN23,κN24]bis[benzene-2,1,3-triylbis(oxy)]}tetrabutanoato(2-))zinc

Guidance literature:

With copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 25 - 80 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201601505

upstream raw materials:

Trimethyl orthoacetate

4-iodo-2-nitroaniline

acetaldehyde

Refernces

• 1、 Kim, Jaeho,Kim, Jihye,Lee, Hyunseung,Lee, Byung Min,Kim, Byeong Hyo. "Indium-mediated one-pot benzimidazole synthesis from 2-nitroanilines or 1,2-dinitroarenes with orthoesters". experimental part. p. 8027 - 8033. Retrieved 2011/11/06.