n-Butyl-1h-benzimidazol-2-amine

Base Information

• Chemical Name: n-Butyl-1h-benzimidazol-2-amine
• CAS No.: 51314-51-3
• Molecular Formula: C₁₁H₁₅N₃
• Molecular Weight: 189.26
• Hs Code.: 2933990090
• NSC Number: 139486
• DSSTox Substance ID: DTXSID20965602
• Nikkaji Number: J1.079.067K
• Wikidata: Q27212857
• Pharos Ligand ID: C271M1F5SJFH
• ChEMBL ID: CHEMBL1376358
• Mol file: 51314-51-3.mol

Synonyms:51314-51-3;n-butyl-1h-benzimidazol-2-amine;N-Butyl-1H-benzo[d]imidazol-2-amine;CHEMBL1376358;N-BUTYL-1H-1,3-BENZODIAZOL-2-AMINE;NSC 139486;M084;1H-Benzimidazol-2-amine,N-butyl-(9CI);NSC139486;MLS000567651;SCHEMBL22619945;GTPL10288;DTXSID20965602;CHEBI:123188;HMS1719N18;HMS2275D04;BCA31451;BDBM50492279;AKOS000119227;N-Butyl-1H-benzo[d]imidazole-2-amine;NSC-139486;SMR000154208;4-N-DECYLOXYBIPHENYL-4-CARBOXYLICACID;M-084;EN300-17867;N-Butyl-1,3-dihydro-2H-benzimidazol-2-imine;Q27212857;Z57052859

Chemical Property of n-Butyl-1h-benzimidazol-2-amine

Chemical Property:

• Vapor Pressure: 6.43E-05mmHg at 25°C
• Melting Point: 155 °C
• Boiling Point: 344.8°C at 760 mmHg
• PKA: 11.50±0.10(Predicted)
• Flash Point: 162.3°C
• PSA: 40.71000
• Density: 1.153g/cm³
• LogP: 2.84790
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 189.126597491
• Heavy Atom Count: 14
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

N-Butyl-1H-benzo[d]imidazol-2-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCNC1=NC2=CC=CC=C2N1

Technology Process of n-Butyl-1h-benzimidazol-2-amine

There total 14 articles about n-Butyl-1h-benzimidazol-2-amine 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: 95.0%

1H-benzimidazol-2-amine (934-32-7) + butan-1-ol (71-36-3) → N-butyl-1H-benzo[d]imidazol-2-amine (51314-51-3)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium carbonate; at 130 ℃; for 12h; regioselective reaction;

DOI:10.1002/ejoc.201200698

Reference yield: 90.0%

2-chloro-1H-benzoimidazole (4857-06-1) + N-butylamine (109-73-9,85404-21-3) → N-butyl-1H-benzo[d]imidazol-2-amine (51314-51-3)

Guidance literature:

at 150 ℃; for 2.5h; Microwave irradiation;

DOI:10.1016/j.bmc.2013.05.001

Reference yield: 89.0%

1-benzyl-N-butyl-1H-benzo[d]imidazol-2-amine → N-butyl-1H-benzo[d]imidazol-2-amine (51314-51-3)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4039(99)00290-7

upstream raw materials:

N-butylamine

1-benzyl-2-chlorobenzimidazole

2-phenyl-2H-benzo[4,5]imidazo[1,2-d][1,2,4]thiadiazol-3-one

2,3-dihydrobenzimidazol-2-thione

Refernces

• 1、 An, Taeyang,Lee, Yan. "Nucleophilic Substitution at the Guanidine Carbon Center via Guanidine Cyclic Diimide Activation". supporting information. p. 9163 - 9167. Retrieved 2021/11/24.
• 2、 Zhu, Tong-Hao,Wang, Shun-Yi,Wang, Gao-Nan,Ji, Shun-Jun. "Cobalt-catalyzed oxidative isocyanide insertion to amine-based bisnucleophiles: Diverse synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzothiazoles, and 2-aminobenzoxazoles". supporting information. p. 5850 - 5853. Retrieved 2013/06/26.