3-Amino-4-(methylamino)benzonitrile

Base Information

• Chemical Name: 3-Amino-4-(methylamino)benzonitrile
• CAS No.: 64910-46-9
• Molecular Formula: C8H9N3
• Molecular Weight: 147.18
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60381524
• Nikkaji Number: J1.802.838G
• Wikidata: Q82172411
• Mol file: 64910-46-9.mol

Synonyms:3-amino-4-(methylamino)benzonitrile;64910-46-9;SCHEMBL1161036;DTXSID60381524;ZZVVQSAUJWSQBV-UHFFFAOYSA-N;3-amino-4-methylamino-benzonitrile;MFCD03407328;AKOS009158995;PS-4420;AC-26490;3-azanyl-4-(methylamino)benzenecarbonitrile;CS-0105576;FT-0614954;EN300-85559;A834918;Z425853148

Chemical Property of 3-Amino-4-(methylamino)benzonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 139 °C
• Refractive Index: 1.593
• Boiling Point: 346.783 °C at 760 mmHg
• PKA: 4.74±0.11(Predicted)
• Flash Point: 163.529 °C
• PSA: 61.84000
• Density: 1.155 g/cm³
• LogP: 1.83638
• Storage Temp.: Store under Nitrogen
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 147.079647300
• Heavy Atom Count: 11
• Complexity: 169

Purity/Quality:

98%min ^*data from raw suppliers

3-Amino-4-(methylamino)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: Xn:Harmful
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(C=C(C=C1)C#N)N

Technology Process of 3-Amino-4-(methylamino)benzonitrile

There total 4 articles about 3-Amino-4-(methylamino)benzonitrile 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: 93.2%

4-(methylamino)-3-nitrobenzonitrile (64910-45-8) → 3-amino-4-(methylamino)benzonitrile (64910-46-9)

Guidance literature:

palladium-carbon; In ethyl acetate;

Reference yield: 79.0%

→ 3-amino-4-(methylamino)benzonitrile (64910-46-9)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 8h;

Reference yield:

4-fluoro-3-nitrobenzonitrile (1009-35-4) → 3-amino-4-(methylamino)benzonitrile (64910-46-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / CH₂Cl₂; H₂O / 14 h / 20 °C

2: H₂ / Pd/C / 5 h / 20 °C

With hydrogen; potassium carbonate; palladium on activated charcoal; In dichloromethane; water;

DOI:10.1016/S0040-4039(02)01754-9

upstream raw materials:

4-(methylamino)-3-nitrobenzonitrile

4-fluoro-3-nitrobenzonitrile

4-chloro-3-nitrobenzonitrile

Downstream raw materials:

C₂₂H₁₆Cl₂N₆

1-methyl-1H-benzo[d]imidazole-5-carbonitrile

Refernces

• 1、 Farahat, Abdelbasset A.,Guo, Pu,Shoeib, Hadir,Paul, Ananya,Boykin, David W.,Wilson, W. David. "Small Sequence-Sensitive Compounds for Specific Recognition of the G?C Base Pair in DNA Minor Groove". . p. 4539 - 4551. Retrieved 2020/03/25.
• 2、 Farahat, Abdelbasset A.,Bennett-Vaughn, Cheree,Mineva, Ekaterina M.,Kumar, Arvind,Wenzler, Tanja,Brun, Reto,Liu, Yang,Wilson, W. David,Boykin, David W.. "Synthesis, DNA binding and antitrypanosomal activity of benzimidazole analogues of DAPI". . p. 5907 - 5910. Retrieved 2016/12/03.