4-Amino-6-(trichlorovinyl)benzene-1,3-disulphonyl dichloride

Base Information

• Chemical Name: 4-Amino-6-(trichlorovinyl)benzene-1,3-disulphonyl dichloride
• CAS No.: 60285-85-0
• Molecular Formula: C8H4 Cl5 N O4 S2
• Molecular Weight: 419.521
• Hs Code.: 2921499090
• European Community (EC) Number: 262-146-3
• DSSTox Substance ID: DTXSID40209035
• Nikkaji Number: J298.818F
• Mol file: 60285-85-0.mol

Synonyms:EINECS 262-146-3;60285-85-0;4-Amino-6-(trichlorovinyl)benzene-1,3-disulphonyl dichloride;4-amino-6-(trichlorovinyl)benzene-1,3-disulfonyl dichloride;C8H4Cl5NO4S2;SCHEMBL11710492;DTXSID40209035;C8-H4-Cl5-N-O4-S2;4-Amino-6-(trichloroethenyl)-1,3-benzenedisulfonic acid dichloride

Chemical Property of 4-Amino-6-(trichlorovinyl)benzene-1,3-disulphonyl dichloride

Chemical Property:

• Vapor Pressure: 5.79E-12mmHg at 25°C
• Boiling Point: 545.7°C at 760 mmHg
• Flash Point: 283.8°C
• PSA: 111.06000
• Density: 1.849g/cm³
• LogP: 6.20910
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 418.799488
• Heavy Atom Count: 20
• Complexity: 602

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1N)S(=O)(=O)Cl)S(=O)(=O)Cl)C(=C(Cl)Cl)Cl

Technology Process of 4-Amino-6-(trichlorovinyl)benzene-1,3-disulphonyl dichloride

There total 14 articles about 4-Amino-6-(trichlorovinyl)benzene-1,3-disulphonyl dichloride 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: 55.0%

(m-nitrophenyl)trichloroethylene (713-33-7) → 4-amino-6-(trichlorovinyl)benzene-1,3-disulfonyl dichloride (60285-85-0)

Guidance literature:

(m-nitrophenyl)trichloroethylene; With chlorosulfonic acid; at 80 - 100 ℃; for 6h;

With thionyl chloride; at 60 - 70 ℃; for 5h; Reflux;

Reference yield:

trichlorovinylbenzene (700-60-7) → 4-amino-6-(trichlorovinyl)benzene-1,3-disulfonyl dichloride (60285-85-0)

Guidance literature:

Multi-step reaction with 7 steps

1: aq. HNO₃, H₂SO₄

2: SnCl₂, aq. HCl / ethanol

3: (i) Ac₂O, (ii) NO₂/HNO₃, (iii) (hydrolysis)

4: (i) NaNO₂, aq. HCl, THF, (ii) SO₂, CuCl, AcOH, (iii) NH₃, CH₂Cl₂

5: Fe, aq. HCl / aq. ethanol

6: (i) ClSO₃H, (ii) NH₃, CH₂Cl₂

7: ClSO₃H

With hydrogenchloride; chlorosulfonic acid; sulfuric acid; nitric acid; iron; tin(ll) chloride; In ethanol;

DOI:10.1021/jm00219a025

Reference yield:

1-nitro-4-(1,2,2-trichlorovinyl)benzene (4714-36-7) → 4-amino-6-(trichlorovinyl)benzene-1,3-disulfonyl dichloride (60285-85-0)

Guidance literature:

Multi-step reaction with 6 steps

1: SnCl₂, aq. HCl / ethanol

2: (i) Ac₂O, (ii) NO₂/HNO₃, (iii) (hydrolysis)

3: (i) NaNO₂, aq. HCl, THF, (ii) SO₂, CuCl, AcOH, (iii) NH₃, CH₂Cl₂

4: Fe, aq. HCl / aq. ethanol

5: (i) ClSO₃H, (ii) NH₃, CH₂Cl₂

6: ClSO₃H

With hydrogenchloride; chlorosulfonic acid; iron; tin(ll) chloride; In ethanol;

DOI:10.1021/jm00219a025

upstream raw materials:

4-amino-6-trichlorovinyl-1,3-benzenedisulfonamide

trichlorovinylbenzene

1-nitro-4-(1,2,2-trichlorovinyl)benzene

1-pentachloroethyl-3-nitro-benzene

Downstream raw materials:

4-amino-6-trichlorovinyl-1,3-benzenedisulfonamide

Refernces

• 1、 Mrozik,Bochis,Eskola,Matzuk,Waksmunski,Olen,Schwartzkopf Jr.,Grodski,Linn,Lusi,Wu,Shunk,Peterson,Milkowski,Hoff,Kulsa,Ostlind,Campbell,Riek,Harmon. "4-Amino-6-(trichloroethenyl)-1,3-benzenedisulfonamide, a new, potent fasciolicide". . p. 1225 - 1227. Retrieved 2007/10/06.