1H-Benzimidazole-2-butanamine

Base Information

• Chemical Name: 1H-Benzimidazole-2-butanamine
• CAS No.: 39650-64-1
• Molecular Formula: C11H15 N3
• Molecular Weight: 189.26
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20389804
• Wikidata: Q82185970
• Mol file: 39650-64-1.mol

Synonyms:1H-Benzimidazole-2-butanamine;39650-64-1;4-(1H-Benzo[d]imidazol-2-yl)butan-1-amine;4-(1H-benzimidazol-2-yl)butan-1-amine;SCHEMBL1884524;DTXSID20389804;BBL022231;STK895293;AKOS005613068;BB 0220517;4-(1H-1,3-benzodiazol-2-yl)butan-1-amine;EN300-1856181

Chemical Property of 1H-Benzimidazole-2-butanamine

Chemical Property:

• PSA: 54.70000
• LogP: 2.54460
• XLogP3: 1.4
• 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:

98% ^*data from raw suppliers

4-(1H-benzimidazol-2-yl)butan-1-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)CCCCN

Technology Process of 1H-Benzimidazole-2-butanamine

There total 7 articles about 1H-Benzimidazole-2-butanamine 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: 58.0%

piperidin-2-one (675-20-7) + 1,2-diamino-benzene (95-54-5) → 4-(1H-benzo[d]imidazol-2-yl)butan-1-amine (39650-64-1)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 19h;

DOI:10.1021/acs.jmedchem.5b00114

Reference yield:

1,2-diamino-benzene (95-54-5) + 5-aminopentanoic acid (660-88-8) → 4-(1H-benzo[d]imidazol-2-yl)butan-1-amine (39650-64-1)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 0.666667h; Microwave irradiation;

DOI:10.3390/molecules25173868

Reference yield:

3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9,26354-94-9) → 4-(1H-benzo[d]imidazol-2-yl)butan-1-amine (39650-64-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / water / 16 h / Reflux; Sealed tube

2: triphenylphosphine; di-isopropyl azodicarboxylate / diethyl ether / 20 °C

3: hydrazine hydrate / ethanol / Reflux

With hydrogenchloride; di-isopropyl azodicarboxylate; hydrazine hydrate; triphenylphosphine; In diethyl ether; ethanol; water; 2: |Mitsunobu Displacement;

DOI:10.1055/s-0040-1707112

upstream raw materials:

piperidin-2-one

1,2-diamino-benzene

5-aminopentanoic acid

3,4,5,6-tetrahydro-2H-pyran-2-one

Refernces

• 1、 Czopek, Anna,Partyka, Anna,Bucki, Adam,Paw?owski, Maciej,Ko?aczkowski, Marcin,Siwek, Agata,G?uch-Lutwin, Monika,Koczurkiewicz, Paulina,P?kala, El?bieta,Jaromin, Anna,Tyliszczak, Bo?ena,Weso?owska, Anna,Zagórska, Agnieszka. "Impact of N-Alkylamino Substituents on Serotonin Receptor (5-HTR) Affinity and Phosphodiesterase 10A (PDE10A) Inhibition of Isoindole-1,3-dione Derivatives". . . Retrieved 2020/09/04.