4-Amino-3,5-difluorobenzonitrile

Base Information

• Chemical Name: 4-Amino-3,5-difluorobenzonitrile
• CAS No.: 110301-23-0
• Molecular Formula: C7H4F2N2
• Molecular Weight: 154.119
• Hs Code.: 2926907090
• European Community (EC) Number: 689-996-1
• NSC Number: 132110
• DSSTox Substance ID: DTXSID20299691
• Wikidata: Q72435863
• Mol file: 110301-23-0.mol

Synonyms:4-amino-3,5-difluorobenzonitrile;110301-23-0;Benzonitrile, 4-amino-3,5-difluoro-;4-Cyano-2,6-difluoroaniline;MFCD03407467;NSC132110;4-cyano-2,6difluoroaniline;SCHEMBL2540657;DTXSID20299691;KVHGANXAAWNSFM-UHFFFAOYSA-N;4-Amino-3,5-difluoro-benzonitrile;BBL103830;STL557640;AKOS005256061;MFCD003407467;CS-W018653;GS-4063;NSC-132110;SB76039;SY027848;FT-0701814;EN300-173840;A894912;AR-527/43467618;J-514348;Z1198161819

Chemical Property of 4-Amino-3,5-difluorobenzonitrile

Chemical Property:

• Melting Point: 110-111℃
• Boiling Point: 235.5±40.0 °C(Predicted)
• PKA: -1.07±0.10(Predicted)
• PSA: 49.81000
• Density: 1.36±0.1 g/cm3(Predicted)
• LogP: 1.99988
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 154.03425446
• Heavy Atom Count: 11
• Complexity: 174

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Amino-3,5-difluorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)N)F)C#N
• Uses: 4-Amino-3,5-difluorobenzonitrile can be used to prepare tricyclic AKR1C3 dependent KARS inhibitors to treat diseases and disorders mediated by an AKR1C3 dependent KARS inhibitor.

Technology Process of 4-Amino-3,5-difluorobenzonitrile

There total 9 articles about 4-Amino-3,5-difluorobenzonitrile 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: 87.0%

copper(l) cyanide + 4-bromo-2,6-difluoroaniline (67567-26-4) → 4-amino-3,5-difluorobenzonitrile (110301-23-0)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; for 1.5h; Reflux;

DOI:10.1039/c6tc01103a

Reference yield: 81.0%

copper(I) cyanide + 4-bromo-2,6-difluoroaniline (67567-26-4) → 4-amino-3,5-difluorobenzonitrile (110301-23-0)

Guidance literature:

In N,N-dimethyl-formamide; for 20h; Time; Inert atmosphere; Reflux;

Reference yield: 70.0%

1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) + 4-bromo-2,6-difluoroaniline (67567-26-4) → 4-amino-3,5-difluorobenzonitrile (110301-23-0)

Guidance literature:

With copper(l) iodide; at 204 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.3390/molecules26133916

upstream raw materials:

4-bromo-2,6-difluoroaniline

2,6-difluoro-4-iodoaniline

copper(I) cyanide

2,6-difluoroaniline

Downstream raw materials:

N-(4-cyano-2,6-difluoro-phenyl)-methanesulfonamide

4-bromo-3,5-difluorobenzaldehyde

3,5-difluoro-4-aminobenzoic acid ethyl ester

(E)-diethyl 4,4′-(2,2′,6,6′-tetrafluoro)azobenzenedicarboxylate

Refernces

• 1、 Zhang, Lei,Linden, Greta,Vázquez, Olalla. "In search of visible-light photoresponsive peptide nucleic acids (PNAs) for reversible control of DNA hybridization". . p. 2500 - 2508. Retrieved 2019.
• 2、 Bo, Zonghua,Duarte, Fernanda,Kerckhoffs, Aidan,Langton, Matthew J.,Penty, Samuel E.. "Red-shifted tetra-ortho-halo-azobenzenes for photo-regulated transmembrane anion transport". supporting information. p. 9058 - 9067. Retrieved 2021/11/04.