N2-Benzyl-2,3-pyridinediamine

Base Information

• Chemical Name: N2-Benzyl-2,3-pyridinediamine
• CAS No.: 32282-07-8
• Molecular Formula: C12H13 N3
• Molecular Weight: 199.255
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50425087
• Nikkaji Number: J652.408G
• Wikidata: Q82237843
• Mol file: 32282-07-8.mol

Synonyms:32282-07-8;N2-Benzyl-2,3-pyridinediamine;N2-benzylpyridine-2,3-diamine;2-N-benzylpyridine-2,3-diamine;2-(BENZYLAMINO)-3-AMINOPYRIDINE;ChemDiv3_010253;3-amino-2-benzylaminopyridine;N-Benzylpyridine-2,3-diamine;2-benzylamino-3-amino pyridine;SCHEMBL6285864;3-Amino-2-(benZylamino)pyridine;DTXSID50425087;SLCKILPMRGVCQV-UHFFFAOYSA-N;HMS1502C01;MFCD09757497;AKOS005208102;SB53939;BB 0254828;CS-0222394;FT-0681550;EN300-111027;F2113-0137;Z359511798

Chemical Property of N2-Benzyl-2,3-pyridinediamine

Chemical Property:

• Vapor Pressure: 2.34E-06mmHg at 25°C
• Melting Point: 84-86 °C(Solv: hexane (110-54-3))
• Refractive Index: 1.684
• Boiling Point: 392.2°Cat760mmHg
• PKA: 6.92±0.10(Predicted)
• Flash Point: 191°C
• PSA: 50.94000
• Density: 1.206g/cm³
• LogP: 2.93010
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.110947427
• Heavy Atom Count: 15
• Complexity: 178

Purity/Quality:

98%min ^*data from raw suppliers

N2-Benzyl-2,3-pyridinediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=C(C=CC=N2)N

Technology Process of N2-Benzyl-2,3-pyridinediamine

There total 13 articles about N2-Benzyl-2,3-pyridinediamine 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: 97.0%

benzyl-(3-nitro-pyridin-2-yl)-amine (3723-70-4) → N2-benzyl-2,3-pyridinediamine (32282-07-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2018.12.007

Reference yield: 90.0%

N-(3-aminopyridin-2-yl)benzamide (69634-21-5) → N2-benzyl-2,3-pyridinediamine (32282-07-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1002/jhet.5570220216

Reference yield:

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → N2-benzyl-2,3-pyridinediamine (32282-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / Heating

2: tin(II) chloride dihydrate / ethyl acetate / 2 h / Heating

With tin(ll) chloride; In ethyl acetate; toluene; 1: Substitution / 2: Reduction;

DOI:10.1021/jm990560c

upstream raw materials:

N-(3-aminopyridin-2-yl)benzamide

benzyl-(3-nitro-pyridin-2-yl)-amine

2,3-Diaminopyridine

benzaldehyde

Downstream raw materials:

3-benzylimidazo[4,5-b]pyridine-2-thione

3-(Phenylmethyl)-3H-imidazo<4,5-b>pyridine

3-benzyl-2-methylimidazolo-<4,5-b>-pyridine

2-phenyl-1H-imidazo<4,5-b>pyridine

Refernces

• 1、 Sharma, Swagat H.,Pablo, Juan Lorenzo,Montesinos, Monica Suarez,Greka, Anna,Hopkins, Corey R.. "Design, synthesis and characterization of novel N-heterocyclic-1-benzyl-1H-benzo[d]imidazole-2-amines as selective TRPC5 inhibitors leading to the identification of the selective compound, AC1903". . p. 155 - 159. Retrieved 2018/12/11.
• 2、 Savitha, Bhaskaran,Sajith, Ayyiliath. M.,Joy, M. Nibin,Khader, K.K. Abdul,Muralidharan,Padusha, M. Syed Ali,Bodke, Yadav D.. "Palladium-Catalyzed Suzuki Cross-Coupling of 2-Halo-Deazapurines with Potassium Organotrifluoroborate Salts in the Regioselective Synthesis of Imidazo[4,5-b]pyridine Analogues". . p. 618 - 630. Retrieved 2016/07/06.