Production Method 1

17626-40-3

92443-13-5

Reaction Conditions

1.1 Reagents: 2-Butenenitrile Catalysts: Palladium (carbon supported) Solvents: Toluene ;  1.5 h, 170 °C

Reference

Microwave-Assisted Synthesis of Polysubstituted Benzimidazoles by Heterogeneous Pd-Catalyzed Oxidative C-H Activation of Tertiary Amines

De Luca, Lidia; Porcheddu, Andrea, European Journal of Organic Chemistry, 2011, 2011(29), 5791-5795

Production Method 2

1445-45-0

6393-40-4

92443-13-5

Reaction Conditions

1.1 Reagents: Acetic acid ,  Indium Solvents: Ethyl acetate ;  6 h, reflux

Reference

Indium-mediated one-pot benzimidazole synthesis from 2-nitroanilines or 1,2-dinitroarenes with orthoesters

Kim, Jaeho; Kim, Jihye; Lee, Hyunseung; Lee, Byung Min; Kim, Byeong Hyo, Tetrahedron, 2011, 67(41), 8027-8033

Production Method 3

17626-40-3

92443-13-5

Reaction Conditions

1.1 Reagents: Acetic acid Solvents: Acetic acid ;  rt; 15 h, reflux; reflux → rt
1.2 Reagents: Sodium carbonate Solvents: Water ;  neutralized

Reference

Preparation of oxadiazole compounds as S1P1 agonists

, United States, , ,

Production Method 4

29289-18-7

92443-13-5

405314-03-6

Reaction Conditions

1.1 Catalysts: Sucrose Solvents: Ethanol ,  Acetone

Reference

Reductive cyclization with baker's yeast of 4-alkyl-2-nitroacetanilides to 6-alkylbenzimidazoles and 1-hydroxy-2-methyl-6-alkylbenzimidazoles

Navarro-Ocana, Arturo; Olguin, Luis F.; Luna, Hector; Jimenez-Estrada, Manuel; Barzana, Eduardo, Journal of the Chemical Society, 2001, (21), 2754-2756

Production Method 5

141-82-2

17626-40-3

92443-13-5

Reaction Conditions

1.1 Solvents: 1,4-Dioxane ;  8 h, 120 °C

Reference

Oxalic/malonic acids as carbon building blocks for benzazole, quinazoline and quinazolinone synthesis

Sharma, Saurabh; Bhattacherjee, Dhananjay; Das, Pralay, Organic & Biomolecular Chemistry, 2018, 16(8), 1337-1342

Production Method 6

99512-10-4

92443-13-5

Reaction Conditions

1.1 Reagents: Stannous chloride ;  1 min, rt → 130 °C; 5 min, 130 °C

Reference

Rapid one-pot preparation of 2-substituted benzimidazoles from 2-nitroanilines using microwave conditions

VanVliet, David S.; Gillespie, Paul; Scicinski, Jan J., Tetrahedron Letters, 2005, 46(39), 6741-6743

Production Method 7

17626-40-3

92443-13-5

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Rhodium (polymer supported) Solvents: Ethanol ,  1,4-Dioxane ;  48 h, 130 °C; 130 °C → rt
1.2 Reagents: Water ;  rt

Reference

Supported Rhodium (Rh@PS) Catalyzed Benzimidazoles Synthesis using Ethanol/Methanol as C2H3/CH Source

Sharma, Saurabh; Sharma, Ajay; Yamini; Das, Pralay, Advanced Synthesis & Catalysis, 2019, 361(1), 67-72

Production Method 8

17626-40-3

92443-13-5

Reaction Conditions

1.1 Catalysts: Rhodium ,  Amberlite IRA 900 (Cl - form) Solvents: 1,4-Dioxane ;  48 h, 140 °C
1.2 Reagents: Water

Reference

Rhodium catalyzed 2-alkyl-benzimidazoles synthesis from benzene-1,2-diamines and tertiary alkylamines as alkylating agents

Yamini ; Sharma, Saurabh ; Das, Pralay, Applied Organometallic Chemistry, 2021, 35(8),

Production Method 9

17626-40-3

92443-13-5

Reaction Conditions

1.1 12 h, reflux

Reference

Cyano-benzimidazole salts for electrochemical cells and method for synthesis thereof

, United States, , ,

Production Method 10

141-82-2

17626-40-3

92443-13-5

Reaction Conditions

1.1 Solvents: 1,4-Dioxane ;  24 h, 130 °C

Reference

Diheterocycle-substituted pyridine-2(1H)-ketone derivative, preparation method and pharmaceutical application

, World Intellectual Property Organization, , ,

Production Method 11

29289-18-7

92443-13-5

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Platinum Solvents: Acetic acid ;  30 min, 20 bar, 150 °C

Reference

A Novel One-pot Benzimidazole Ring Formation via a Continuous Flow Selective Reductive Cyclization Method

Szabo, Balazs; Faigl, Ferenc; Eles, Janos; Greiner, Istvan, Current Organic Chemistry, 2018, 22(19), 1940-1944

2-Methyl-1H-benzodimidazole-5-carbonitrile Raw materials

• propanedioic acid
• 1,1,1-Trimethoxyethane
• Acetamide,N-(4-cyano-2-nitrophenyl)-
• 4-Amino-3-nitrobenzonitrile
• 3,4-Diaminobenzonitrile
• 3-amino-4-nitro-benzonitrile

2-Methyl-1H-benzodimidazole-5-carbonitrile Preparation Products

• 2-Methyl-1H-benzodimidazole-5-carbonitrile (92443-13-5)
• 1H-Benzimidazole-6-carbonitrile,1-hydroxy-2-methyl- (405314-03-6)

• 1. An anti-ultrasonic-stripping effect in confined micro/nanoscale cavities and its applications for efficient multiscale metallic patterning?
  Quan Xiang,Yiqin Chen,Zhiqin Li,Kaixi Bi,Guanhua Zhang,Huigao Duan Nanoscale, 2016,8, 19541-19550
• 2. Aggregated-fluorescent detection of PFAS with a simple chip
  Cheng Fang,Jinjian Wu,Zahra Sobhani,Md. Al Amin,Youhong Tang Anal. Methods, 2019,11, 163-170
• 3. An artificial CO-releasing metalloprotein built by histidine-selective metallation?
  Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
• 4. An assessment of strategies for the development of solid-state adsorbents for vehicular hydrogen storage
  Mark D. Allendorf,Alauddin Ahmed,Tom Autrey,Jeffrey Camp,Eun Seon Cho,Maciej Haranczyk,Abhi Karkamkar,Di-Jia Liu,Katie R. Meihaus,Iffat H. Nayyar,Roman Nazarov,Donald J. Siegel,Vitalie Stavila,Jeffrey J. Urban,Srimukh Prasad Veccham,Brandon C. Wood Energy Environ. Sci., 2018,11, 2784-2812
• 5. An alternative biorefinery approach to address microalgal seasonality: blending with spent coffee grounds
  Andre Prates Pereira,Tao Dong,Eric P. Knoshaug,Nick Nagle,Ryan Spiller,Bonnie Panczak,Christopher J. Chuck,Philip T. Pienkos Sustainable Energy Fuels, 2020,4, 3400-3408

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzimidazoles Benzimidazoles
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzimidazoles

• 237429-61-7(1H-Benzimidazole-6-carbonitrile,2-(hydroxymethyl)-)
• 150613-50-6(2-Chloromethyl-3H-benzoimidazole-5-carbonitrile)
• 88422-24-6(1H-Benzimidazole-2-carbonitrile,6-methyl-)
• 878025-51-5(2-(aminomethyl)-3H-benzimidazole-5-carbonitrile)
• 226258-72-6(2-methyl-1H-1,3-benzodiazole-5,6-dicarbonitrile)
• 1792-41-2(2,5-Dimethyl-1H-benzimidazole)
• 825613-16-9(2-phenyl-1H-1,3-benzodiazole-5,6-dicarbonitrile)
• 6287-83-8(1H-1,3-benzodiazole-6-carbonitrile)
• 319916-65-9(2-propyl-1H-Benzimidazole-6-carbonitrile)
• 69984-78-7(1H-Benzimidazole-6-carbonitrile(9CI))