6-(3-Aminophenyl)-1,3,5-triazine-2,4-diamine

Base Information

• Chemical Name: 6-(3-Aminophenyl)-1,3,5-triazine-2,4-diamine
• CAS No.: 34095-30-2
• Molecular Formula: C₉H₁₀N₆
• Molecular Weight: 202.219
• DSSTox Substance ID: DTXSID30391276
• Nikkaji Number: J3.311.064B
• Wikidata: Q82188640

Synonyms:6-(3-aminophenyl)-1,3,5-triazine-2,4-diamine;34095-30-2;SCHEMBL3421554;DTXSID30391276;AKOS024382075;4-(3-Aminophenyl)-1,3,5-triazine-2,6-diamine

Chemical Property of 6-(3-Aminophenyl)-1,3,5-triazine-2,4-diamine

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 202.09669434
• Heavy Atom Count: 15
• Complexity: 201

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N)C2=NC(=NC(=N2)N)N

Technology Process of 6-(3-Aminophenyl)-1,3,5-triazine-2,4-diamine

There total 3 articles about 6-(3-Aminophenyl)-1,3,5-triazine-2,4-diamine 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: 89.0%

N-Cyanoguanidine (127099-85-8,780722-26-1,461-58-5) + m-cyanoaniline (2237-30-1) → 6-(3-aminophenyl)-1,3,5-triazine-2,4-diamine (34095-30-2)

Guidance literature:

With potassium hydroxide; In butan-1-ol; for 18h; Reflux;

DOI:10.1039/c4cc00805g

Reference yield:

N-(3-cyanophenyl)acetamide (58202-84-9) → 6-(3-aminophenyl)-1,3,5-triazine-2,4-diamine (34095-30-2)

Guidance literature:

Multi-step reaction with 2 steps

2: aqueous HCl

With hydrogenchloride;

DOI:10.1007/BF00899424

Reference yield:

→ 6-(3-aminophenyl)-1,3,5-triazine-2,4-diamine (34095-30-2)

Guidance literature:

Dicyanodiamid, m-Aminobenzonitril;

DOI:10.1246/bcsj.44.2444

upstream raw materials:

N-(3-cyanophenyl)acetamide

N-Cyanoguanidine

m-cyanoaniline

Refernces

Solvatochromic probes for detecting hydrogen-bond-donating solvents

10.1039/c4cc00805g

The research aims to develop solvatochromic dyes capable of detecting hydrogen-bond-donating solvents, such as water, independent of polarity. The purpose is to overcome the challenge of monitoring hydrogen bonding interactions separately from polarity, as both factors influence molecular conformations, reaction rates, and chemical equilibria. The researchers synthesized two organic dyes, 6-(3-aminophenyl)-1,3,5-triazine-2,4-diamine (MADAT) and its acetylated analog, AMADAT, which exhibit unique solvatochromism due to the triazine architecture. These dyes show significant bathochromic shifts in their emission spectra when exposed to protic solvents, indicating their potential to monitor hydrogen-bonding interactions. The study concludes that these new solvatochromic dyes can be used to monitor hydrogen-bonding interactions without the influence of environmental polarity, and that the triazine architecture can be a basis for developing a range of new solvatochromic materials for detecting hydrogen-bond-donating species.

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