5-fluoro-2-methyl-1H-benzo[d]imidazole

Base Information

• Chemical Name: 5-fluoro-2-methyl-1H-benzo[d]imidazole
• CAS No.: 118469-15-1
• Molecular Formula: C8H7FN2
• Molecular Weight: 150.155
• Hs Code.: 2933990090
• European Community (EC) Number: 807-796-6
• DSSTox Substance ID: DTXSID20379543
• Nikkaji Number: J3.003.973D
• Wikidata: Q72490744
• Mol file: 118469-15-1.mol

Synonyms:118469-15-1;5-fluoro-2-methyl-1H-benzo[d]imidazole;5-FLUORO-2-METHYLBENZIMIDAZOLE;6-fluoro-2-methyl-1H-benzimidazole;5-fluoro-2-methyl-1H-benzimidazole;6-fluoro-2-methyl-1H-benzo[d]imidazole;5-fluoro-2-methyl-1H-1,3-benzodiazole;SCHEMBL2008567;5-Fluoro-2-methylbenzimidiazole;DTXSID20379543;IWDUKSHNFODGKM-UHFFFAOYSA-N;MFCD00792439;MFCD18381200;2-Methyl-5-fluoro-1H-benzoimidazole;2-METHYL-5-FLUOROBENZIMIDAZOLE;AKOS009159008;AB07102;CS-W007029;6-fluoro-2-methyl-1H-1,3-benzodiazole;DS-18539;FT-0600367;A18113;EN300-191222;W17343

Chemical Property of 5-fluoro-2-methyl-1H-benzo[d]imidazole

Chemical Property:

• Melting Point: 177-179 °C
• Boiling Point: 343.642 °C at 760 mmHg
• PKA: 10.68±0.10(Predicted)
• Flash Point: 161.629 °C
• PSA: 28.68000
• Density: 1.299 g/cm³
• LogP: 2.01040
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 150.05932639
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-fluoro-2-methyl-1H-benzo[d]imidazole

There total 16 articles about 5-fluoro-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: 94.0%

5-fluoro-2-nitroaniline (2369-11-1) + Triethyl orthoacetate (78-39-7) → 6-fluoro-2-methyl-1H-benzo[d]imidazole (118469-15-1)

Guidance literature:

With 10% Pd/C; hydrogen; acetic acid; In methanol; at 20 ℃; under 760.051 Torr;

DOI:10.3987/COM-08-11384

Reference yield: 92.0%

malonic acid (141-82-2) + 4-fluoro-1,2-phenylenediamine (367-31-7) → 5-fluoro-2-methyl-1H-benzo[d]imidazole (118469-15-1)

Guidance literature:

In 1,4-dioxane; at 120 ℃; for 6h; Green chemistry;

DOI:10.1039/c7ob03064a

Reference yield: 88.0%

4-fluoro-1,2-phenylenediamine (367-31-7) + acetic acid (64-19-7,77671-22-8) → 6-fluoro-2-methyl-1H-benzo[d]imidazole (118469-15-1)

Guidance literature:

at 180 ℃; for 1h; Microwave irradiation;

upstream raw materials:

4-fluoro-1,2-phenylenediamine

ethyl acetimidate hydrochloride

acetylacetone

propylene glycol

Downstream raw materials:

1-(4,6-dichloro-5-fluoropyrimidin-2-yl)-6-fluoro-2-methyl-1H-benzo[d]imidazole

6-chloro-5-fluoro-2-(6-fluoro-2-methyl-1H-benzo[d]imidazol-1-yl)-N-(4-methoxyphenyl)pyrimidin-4-amine

5-fluoro-2-(6-fluoro-2-methyl-1H-benzimidazol-1-yl)-N-(4-methoxyphenyl)pyrimidine-4,6-diamine

2-Methyl-5-fluoro-1-(3,4,5-trimethoxybenzyl)-benzimidazole

Refernces

• 1、 Shaikh, Altab,Ravi, Owk,Pushpa Ragini,Sadhana, Nimma,Reddy Bathula, Surendar. "Benzimidazoles and benzothiazoles from styrenes and N-vinylimidazole via palladium catalysed oxidative C[dbnd]C and C[sbnd]N bond cleavage". . . Retrieved 2020.
• 2、 Liu, Zheng,Li, Haihong,Zhao, Qingjie,Shen, Jingshan. "A facile one-pot synthesis of benzimidazoles from 2-nitroanilines by reductive cyclization". . p. 1907 - 1911. Retrieved 2008.
• 3、 Sharma, Saurabh,Sharma, Ajay,Yamini,Das, Pralay. "Supported Rhodium (Rh@PS) Catalyzed Benzimidazoles Synthesis Using Ethanol/Methanol as C2H3/CH Source". supporting information. p. 67 - 72. Retrieved 2018/12/05.