(4-Amino-2,6-dichlorophenyl)(4-chlorophenyl)acetonitrile

Base Information

• Chemical Name: (4-Amino-2,6-dichlorophenyl)(4-chlorophenyl)acetonitrile
• CAS No.: 132252-58-5
• Molecular Formula: C₁₄H₉Cl₃N₂
• Molecular Weight: 311.598
• Hs Code.: 2926907090
• UNII: 9F90988RS5
• DSSTox Substance ID: DTXSID901024927
• Wikidata: Q27272481
• Mol file: 132252-58-5.mol

Synonyms:132252-58-5;Diclazuril impurity E;(4-Amino-2,6-dichlorophenyl)(4-chlorophenyl)acetonitrile;2-(4-amino-2,6-dichlorophenyl)-2-(4-chlorophenyl)acetonitrile;4-amino-2,6-dichloro-alpha-(4-chlorophenyl)benzeneacetonitrile;UNII-9F90988RS5;9F90988RS5;Diclazuril for veterinary use impurity E [EP];(+/-)-(4-Amino-2,6-dichlorophenyl)(4-chlorophenyl)acetonitrile;(RS)-(4-Amino-2,6-dichlorophenyl)(4-chlorophenyl)acetonitrile;Diclazuril impurity, 4-amino derivative- [USP];Diclazuril for veterinary use specified impurity E [EP];YVPUHAUYKMGZAY-UHFFFAOYSA-N;SCHEMBL8145600;DTXSID901024927;Q27272481;4-Amino-2,6-dichloro-a-(4-chlorophenyl)benzeneacetonitrile;4-Amino-2,6-dichloro-alpha-(4-chlorophenyl)phenzyl cyanide;4-Amino-2,6-dichloro-|A-(4-chlorophenyl)benzeneacetonitrile;DICLAZURIL FOR VETERINARY USE IMPURITY E [EP IMPURITY];DICLAZURIL IMPURITY, 4-AMINO DERIVATIVE- [USP IMPURITY];4-amino-2,6-dichloro-alpha-(4-chlorophenyl)-benzeneacetonitrile;(4-Amino-2,6-dichlorophenyl)(4-chlorophenyl)acetonitrile, AldrichCPR

Chemical Property of (4-Amino-2,6-dichlorophenyl)(4-chlorophenyl)acetonitrile

Chemical Property:

• PSA: 49.81000
• LogP: 5.46568
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 309.983131
• Heavy Atom Count: 19
• Complexity: 334

Purity/Quality:

98%min ^*data from raw suppliers

4-Amino-2,6-dichloro-α-(4-chlorophenyl)benzeneacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C#N)C2=C(C=C(C=C2Cl)N)Cl)Cl
• Uses: 4-AMino-2,6-dichloro-α-(4-chlorophenyl)benzeneacetonitrile is used in the synthesis of Diclazuril (D436200) and diclazuril derivatives.

Technology Process of (4-Amino-2,6-dichlorophenyl)(4-chlorophenyl)acetonitrile

There total 4 articles about (4-Amino-2,6-dichlorophenyl)(4-chlorophenyl)acetonitrile 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: 92.9%

2-(4'-chlorophenyl)-2-(2,6-dichloro-4-nitrophenyl)acetonitrile (103317-59-5) → 2,6-dichloro-alpha-(4-chlorophenyl)-4-aminobenzeneacetonitrile (132252-58-5)

Guidance literature:

With iron(III) chloride; pyrographite; hydrazine hydrate; In Isopropyl acetate; at 75 ℃; for 4h; Temperature; Solvent;

Reference yield:

3,4,5-trichloronitrobenzen (20098-48-0) + p-chlorobenzyl cyanide (140-53-4) → 2,6-dichloro-alpha-(4-chlorophenyl)-4-aminobenzeneacetonitrile (132252-58-5)

Guidance literature:

3,4,5-trichloronitrobenzen; With tetrabutylammomium bromide; sodium hydroxide; In tetrahydrofuran; water; at 40 ℃; for 0.5h;

p-chlorobenzyl cyanide; In tetrahydrofuran; water; at 60 ℃; for 8h;

With sodium dithionite; In tetrahydrofuran; water; for 6h; Reflux;

Reference yield:

4-nitro-2,6-dichloroaniline (99-30-9) → 2,6-dichloro-alpha-(4-chlorophenyl)-4-aminobenzeneacetonitrile (132252-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid; sodium nitrite / 0.67 h / 50 °C

1.2: 1 h / 5 °C

1.3: 1.83 h / 15 - 70 °C

2.1: sodium hydroxide; tetrabutylammomium bromide / water; tetrahydrofuran / 0.5 h / 40 °C

2.2: 8 h / 60 °C

2.3: 6 h / Reflux

With sulfuric acid; tetrabutylammomium bromide; sodium hydroxide; sodium nitrite; In tetrahydrofuran; water; 1.1: |Sandmeyer Reaction / 1.2: |Sandmeyer Reaction / 1.3: |Sandmeyer Reaction;

upstream raw materials:

3,4,5-trichloronitrobenzen

p-chlorobenzyl cyanide

4-nitro-2,6-dichloroaniline

2-(4'-chlorophenyl)-2-(2,6-dichloro-4-nitrophenyl)acetonitrile

Downstream raw materials:

diclazuril

Refernces

• 1、 -. "A coccidian preparation method". . . Retrieved 2018/09/02.