(2,2-Dichloro-1-(4-methylbenzamido)vinyl)triphenylphosphonium chloride

Base Information

• Chemical Name: (2,2-Dichloro-1-(4-methylbenzamido)vinyl)triphenylphosphonium chloride
• CAS No.: 86521-52-0
• Molecular Formula: C₂₈H₂₃Cl₂NOP*Cl
• Molecular Weight: 526.829
• European Community (EC) Number: 684-960-1
• DSSTox Substance ID: DTXSID80474886
• Mol file: 86521-52-0.mol

Synonyms:86521-52-0;AGN-PC-00IVYQ;SCHEMBL4887984;DTXSID80474886;AKOS024428431;(2,2-Dichloro-1-(4-methylbenzamido)vinyl)triphenylphosphonium chloride;(2,2-Dichloro-1-(4-methylbenzamido)vinyl)triphenylphosphoniumchloride

Chemical Property of (2,2-Dichloro-1-(4-methylbenzamido)vinyl)triphenylphosphonium chloride

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 525.058284
• Heavy Atom Count: 34
• Complexity: 620

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)NC(=C(Cl)Cl)[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Cl-]

Technology Process of (2,2-Dichloro-1-(4-methylbenzamido)vinyl)triphenylphosphonium chloride

There total 2 articles about (2,2-Dichloro-1-(4-methylbenzamido)vinyl)triphenylphosphonium chloride 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:

N-(2,2,2-trichloro-1-hydroxyethyl)-4-methylbenzamide (63499-60-5) → <1-(4-methylbenzoylamino)-2,2-dichlorovinyl>triphenylphosphonium chloride (86521-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: benzene / 70 - 80 °C

With thionyl chloride; In benzene;

DOI:10.2174/1570180815666180219164334

Reference yield:

N-(1,2,2,2-tetrachloroethyl)-4-methylbenzamide (61767-28-0) + triphenylphosphine (603-35-0) → <1-(4-methylbenzoylamino)-2,2-dichlorovinyl>triphenylphosphonium chloride (86521-52-0)

Guidance literature:

In benzene; at 70 - 80 ℃;

DOI:10.2174/1570180815666180219164334

Reference yield: 99.0%

<1-(4-methylbenzoylamino)-2,2-dichlorovinyl>triphenylphosphonium chloride (86521-52-0) → 2-(4-methylphenyl-5-thioxo-2-oxazolin-4-ylidene)triphenylphosphorane (86521-30-4,86521-55-3)

Guidance literature:

With sodium sulfide; In methanol; at 20 - 25 ℃; for 24h;

upstream raw materials:

N-(1,2,2,2-tetrachloroethyl)-4-methylbenzamide

triphenylphosphine

N-(2,2,2-trichloro-1-hydroxyethyl)-4-methylbenzamide

Downstream raw materials:

2-(4-methylphenyl-5-thioxo-2-oxazolin-4-ylidene)triphenylphosphorane

[(E)-2-Benzylsulfanyl-2-chloro-1-(4-methyl-benzoylamino)-vinyl]-triphenyl-phosphonium; chloride

{2-chloro-2-[(4-chlorophenyl)thio]-1-[(4-methylbenzoyl)amino]vinyl}(triphenyl)phosphonium chloride