2-Methyl-1-phenyl-1H-benzoimidazole-5-carboxylic acid

Base Information

• Chemical Name: 2-Methyl-1-phenyl-1H-benzoimidazole-5-carboxylic acid
• CAS No.: 92437-43-9
• Molecular Formula: C15H12 N2 O2
• Molecular Weight: 252.272
• Hs Code.: 2933990090
• European Community (EC) Number: 878-493-4
• DSSTox Substance ID: DTXSID00347306
• Wikidata: Q82121080
• ChEMBL ID: CHEMBL1572106
• Mol file: 92437-43-9.mol

Synonyms:92437-43-9;2-Methyl-1-phenyl-1H-benzoimidazole-5-carboxylic acid;2-Methyl-1-phenyl-1H-benzo[d]imidazole-5-carboxylic acid;2-methyl-1-phenylbenzimidazole-5-carboxylic acid;2-METHYL-1-PHENYL-1H-1,3-BENZODIAZOLE-5-CARBOXYLIC ACID;2-Methyl-1-phenyl-1H-benzimidazole-5-carboxylic acid;MLS000120505;1H-Benzimidazole-5-carboxylicacid, 2-methyl-1-phenyl-;Enamine_005236;Cambridge id 5119833;Oprea1_504034;Oprea1_776069;CBDivE_012800;SCHEMBL120600;CHEMBL1572106;DTXSID00347306;HMS1408N22;HMS2249F04;AMY31649;BBL000189;MFCD00218479;STK396330;AKOS000732762;AB04917;IDI1_007823;BS-14105;SMR000097370;CS-0208382;EU-0033728;FT-0676612;EN300-04968;F76845;1-phenyl-2-methylbenzimidazole-5-carboxylic acid;SR-01000391517;J-509911;SR-01000391517-1;Benzimidazole-5-carboxylic acid, 2-methyl-1-phenyl-;Z56899018;2-Methyl-1-phenyl-1H-benzimidazole-5-carboxylic acid #;2-methyl-1-phenyl-1H-1,3-benzimidazole-5-carboxylic acid

Chemical Property of 2-Methyl-1-phenyl-1H-benzoimidazole-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 6.14E-11mmHg at 25°C
• Boiling Point: 503°C at 760 mmHg
• Flash Point: 258°C
• PSA: 55.12000
• Density: 1.27g/cm³
• LogP: 3.03210
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 252.089877630
• Heavy Atom Count: 19
• Complexity: 341

Purity/Quality:

97% ^*data from raw suppliers

2-Methyl-1-phenyl-1H-benzoimidazole-5-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(N1C3=CC=CC=C3)C=CC(=C2)C(=O)O
• Uses: 2-Methyl-1-phenyl-1H-benzoimidazole-5-carboxylic Acid is used in preparation of piperazine derivatives as MAGL inhibitors.

Technology Process of 2-Methyl-1-phenyl-1H-benzoimidazole-5-carboxylic acid

There total 5 articles about 2-Methyl-1-phenyl-1H-benzoimidazole-5-carboxylic acid 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: 83.5%

3-amino-4-(phenylamino)benzoic acid (55296-17-8) + acetyl chloride (75-36-5) → 2-methyl-1-phenyl-1H-benzoimidazole-5-carboxylic acid (92437-43-9)

Guidance literature:

3-amino-4-(phenylamino)benzoic acid; acetyl chloride; With hydrogenchloride; In toluene; for 2.75h; Reflux;

With sodium hydroxide; In water; toluene; at 20 ℃;

With hydrogenchloride; In water; at 5 - 10 ℃; pH=~ 4;

Reference yield:

aniline (62-53-3) → 2-methyl-1-phenyl-1H-benzoimidazole-5-carboxylic acid (92437-43-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol / 16 h / Reflux

2.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 2.5 h / 20 °C

3.1: hydrogenchloride / toluene / 2.75 h / Reflux

3.2: 20 °C

3.3: 5 - 10 °C / pH ~ 4

With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; toluene;

Reference yield:

2-nitrodiphenylamine-4-carboxylic acid (16927-49-4) → 2-methyl-1-phenyl-1H-benzoimidazole-5-carboxylic acid (92437-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 2.5 h / 20 °C

2.1: hydrogenchloride / toluene / 2.75 h / Reflux

2.2: 20 °C

2.3: 5 - 10 °C / pH ~ 4

With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; toluene;

upstream raw materials:

aniline

3-amino-4-(phenylamino)benzoic acid

acetyl chloride

2-nitrodiphenylamine-4-carboxylic acid

Downstream raw materials:

2-(2-methyl-1-phenyl-1H-benzoimidazol-5-yl)-benzothiazole

2'-methyl-1'-phenyl-1H,1'H-[2,5']bi[benzoimidazolyl]

2-(2-methyl-1-phenyl-1H-benzoimidazol-5-yl)-benzooxazole