(1R)-1-(1H-benzimidazol-2-yl)ethanamine

Base Information

• Chemical Name: (1R)-1-(1H-benzimidazol-2-yl)ethanamine
• CAS No.: 163959-79-3
• Molecular Formula: C₉H₁₁N₃
• Molecular Weight: 161.206
• European Community (EC) Number: 813-072-0
• Nikkaji Number: J2.717.254G
• Mol file: 163959-79-3.mol

Synonyms:163959-79-3;(1R)-1-(1H-benzimidazol-2-yl)ethanamine;(1R)-1-(1H-1,3-benzodiazol-2-yl)ethan-1-amine;1H-Benzimidazole-2-methanamine,alpha-methyl-,(R)-(9CI);(R)-1-(1H-Benzo[d]imidazol-2-yl)ethan-1-amine;(1S)-1-(1H-1,3-benzodiazol-2-yl)ethan-1-amine;SCHEMBL8330903;NXSULSSADMIWQD-ZCFIWIBFSA-N;MFCD16038110;AKOS015909278;(R)-alpha-Methyl-1H-benzimidazole-2-methanamine;EN300-7830965;(R)-(+)-2-(-Methylmethanamine)-1H-benzimidazole;(R)-(+)-2-(a-Methylmethanamine)-1H-benzimidazole

Chemical Property of (1R)-1-(1H-benzimidazol-2-yl)ethanamine

Chemical Property:

• Melting Point: 188-190°C
• PSA: 54.70000
• LogP: 2.28290
• Sensitive.: air sensitive
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 161.095297364
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

95% ^*data from raw suppliers

(R)-(+)-2-(α-methylmethanamine)-1H-benzimidazole, min. 98% (R)-Me-BIMAH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=NC2=CC=CC=C2N1)N
• Isomeric SMILES: C[C@H](C1=NC2=CC=CC=C2N1)N

Technology Process of (1R)-1-(1H-benzimidazol-2-yl)ethanamine

There total 15 articles about (1R)-1-(1H-benzimidazol-2-yl)ethanamine 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: 67.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + 1,2-diamino-benzene (95-54-5) → (S)-α-methyl-1H-benzimidazole-2-methanamine (135875-04-6,163959-79-3)

Guidance literature:

With hydrogenchloride; In water; for 264h; Reflux;

DOI:10.3390/molecules200815206

Reference yield: 65.0%

1,2-diamino-benzene (95-54-5) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1) → 1-(benzimidazol-2-yl)ethylamine (73042-50-9,163959-79-3)

Guidance literature:

With hydrogenchloride; for 80h; Heating;

Reference yield: 45.0%

L-alanine amide (7324-05-2) + 1,2-diamino-benzene (95-54-5) → (S)-α-methyl-1H-benzimidazole-2-methanamine (135875-04-6,163959-79-3)

Guidance literature:

With phosphoric acid; at 150 ℃; for 2h; Microwave irradiation;

DOI:10.3390/molecules25081895

upstream raw materials:

(D,L)-2-(1-benzoylaminoethyl)benzimidazole

1,2-diamino-benzene

rac-Ala-OH

1-(1H-benzimidazol-2-yl)-ethylamine; dihydrochloride

Downstream raw materials:

(S)-3-Methyl-2,3-dihydro-1H-benzo[d]imidazo[1,5-a]imidazole

(S)-1-Methyl-1,2,3,4-tetrahydro-benzo[4,5]imidazo[1,2-a]pyrazine

Refernces

• 1、 Alasmary, Fatmah A.S.,Snelling, Anna M.,Zain, Mohammed E.,Alafeefy, Ahmed M.,Awaad, Amani S.,Karodia, Nazira. "Synthesis and evaluation of selected benzimidazole derivatives as potential antimicrobial agents". supporting information. p. 15206 - 15223. Retrieved 2015/09/21.
• 2、 Alatorre-Santamaria, Sergio,Gotor-Fernandez, Vicente,Gotor, Vicente. "Stereoselective chemoenzymatic synthesis of enantiopure 1-(Heteroaryl)ethanamines by lipase-Catalysed kinetic resolutions". experimental part. p. 2533 - 2538. Retrieved 2009/09/25.