Carbonimidic dichloride, (2,6-dichlorophenyl)-

Base Information

• Chemical Name: Carbonimidic dichloride, (2,6-dichlorophenyl)-
• CAS No.: 21709-18-2
• Molecular Formula: C7H3Cl4N
• Molecular Weight: 242.92
• European Community (EC) Number: 606-825-8
• DSSTox Substance ID: DTXSID70485709
• Nikkaji Number: J1.135.535H
• Mol file: 21709-18-2.mol

Synonyms:21709-18-2;Carbonimidic dichloride, (2,6-dichlorophenyl)-;1,1-dichloro-N-(2,6-dichlorophenyl)methanimine;N-(2,6-Dichlorophenyl)-carbonimidic Dichloride;(2,6-Dichlorophenyl)carbonimidic dichloride;starbld0005194;SCHEMBL25181750;DTXSID70485709;2,6-dichlorophenylcarbonimidic dichloride;dichloro-methylene-(2,6-dichloro-phenyl)-amine;1, 1-dichloro-N-(2, 6-dichlorophenyl)methanimine

Chemical Property of Carbonimidic dichloride, (2,6-dichlorophenyl)-

Chemical Property:

• Vapor Pressure: 0.00219mmHg at 25°C
• Boiling Point: 298.9oC at 760 mmHg
• Flash Point: 134.6oC
• PSA: 12.36000
• Density: 1.53g/cm3
• LogP: 4.45850
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 242.899010
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

98% ^*data from raw suppliers

N-(2,6-Dichlorophenyl)-carbonimidicDichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)N=C(Cl)Cl)Cl
• Uses: N-(2,6-dichlorophenyl)-carbonimidic Dichloride is an impurity of clonidine (C587130). Chlonidine is α2-Adrenergic agonist. Antihypertensive; analgesic for neuropathic pain.

Technology Process of Carbonimidic dichloride, (2,6-dichlorophenyl)-

There total 5 articles about Carbonimidic dichloride, (2,6-dichlorophenyl)- 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: 60.0%

N-(2,6-dichlorophenyl)-formamide (10113-35-6) → N-(2,6-dichlorophenyl)-1,1-dichloromethanimine (21709-18-2)

Guidance literature:

With thionyl chloride; sulfuryl dichloride; at 60 ℃; for 10h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.06.008

Reference yield:

N-(o-chlorophenyl)formohydroxamic acid (109384-39-6) → N-(2,6-dichlorophenyl)-1,1-dichloromethanimine (21709-18-2)

Guidance literature:

With thionyl chloride; sulfuryl dichloride; Multistep reaction; 1.) ether, 0 deg C to 30 deg C, 1 h; 30 deg C, 2 h, 2.) 10 deg C to 30 deg C; 60 deg C, 16 h;

DOI:10.1055/s-1987-27847

Reference yield:

2-chloro-N-hydroxybenzenamine (10468-16-3) → N-(2,6-dichlorophenyl)-1,1-dichloromethanimine (21709-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / acetic anhydride / 16 h / 35 - 40 °C

2: 1.) SOCl₂, 2.) SOCL₂/SO₂Cl₂ / 1.) ether, 0 deg C to 30 deg C, 1 h; 30 deg C, 2 h, 2.) 10 deg C to 30 deg C; 60 deg C, 16 h

With thionyl chloride; sulfuryl dichloride; acetic anhydride;

DOI:10.1055/s-1987-27847

upstream raw materials:

N-(o-chlorophenyl)formohydroxamic acid

2-chloro-N-hydroxybenzenamine

N-(2,6-dichlorophenyl)-formamide

2,6-Dichloroaniline

Downstream raw materials:

2-<(2,6-dichlorophenyl)imino>-1,3-bis(3,4-dimethoxybenzyl)-4-<<(2-tetrahydropyranyl)oxy>methyl>imidazolidine

[2-(2,6-Dichloro-phenylamino)-4,5-dihydro-imidazol-1-yl]-thiophen-2-yl-acetic acid

Clonidin

(2,6-dichloro-phenyl)-(4-methyl-4,5-dihydro-1H-imidazol-2-yl)-amine

Refernces

• 1、 Schann, Stephan,Greney, Hugues,Gasparik, Vincent,Dontenwill, Monique,Rascente, Carla,Lacroix, Gabriel,Monassier, Laurent,Bruban, Veronique,Feldman, Josiane,Ehrhardt, Jean-Daniel,Bousquet, Pascal. "Methylation of imidazoline related compounds leads to loss of α2-adrenoceptor affinity. Synthesis and biological evaluation of selective I1 imidazoline receptor ligands". experimental part. p. 4710 - 4715. Retrieved 2012/09/22.
• 2、 -. "3-Anilino-2,4-diazabicyclo[3.2.1]octenes". . . Retrieved 2008/06/13.