2,4-Dichloro-6-phenyliminomethyl-phenol

Base Information

• Chemical Name: 2,4-Dichloro-6-phenyliminomethyl-phenol
• CAS No.: 161696-84-0
• Molecular Formula: C13H9Cl2NO
• Molecular Weight: 266.127
• DSSTox Substance ID: DTXSID901245682
• Nikkaji Number: J1.460.764A
• Mol file: 161696-84-0.mol

Synonyms:SCHEMBL18489445;N-3,5-dichlorosalicylideneaniline;DTXSID901245682;AKOS003409894;2,4-dichloro-6-[(phenylimino)methyl]phenol;2,4-DICHLORO-6-PHENYLIMINOMETHYL-PHENOL;2,4-Dichloro-6-[(E)-(phenylimino)methyl]phenol;161696-84-0

Chemical Property of 2,4-Dichloro-6-phenyliminomethyl-phenol

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 265.0061193
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N=CC2=C(C(=CC(=C2)Cl)Cl)O

Technology Process of 2,4-Dichloro-6-phenyliminomethyl-phenol

There total 1 articles about 2,4-Dichloro-6-phenyliminomethyl-phenol 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:

aniline (62-53-3) + 3,5-dichlorosalicyclaldehyde (90-60-8) → N-(3,5-dichlorosalicylidene)aniline (161696-84-0)

Guidance literature:

In methanol;

DOI:10.1039/b212295b

Reference yield: 91.0%

dimethyltin dichloride (753-73-1) + N-(3,5-dichlorosalicylidene)aniline (161696-84-0) → bis[N-(3,5-dichlorosalicylidene)anilinato]dimethyltin(IV) (1122709-04-9)

Guidance literature:

With NaH; In tetrahydrofuran; under N2 using Schlenk or glove-box techniques; soln. of org. ligand (5.26 mmol) added to soln. of NaH (10 mmol) (0°C); warmed to room temp.; stirred; added to soln. of Cl2Sn(CH3)2 (2.63 mmol) (0°C); warmed to room temp.; stirred overnight; solvent removed (vac.); extd. with toluene; concd.; stored (-20°C) overnight; elem. anal.;

DOI:10.1002/ejic.200700937

Reference yield: 43.0%

dibenzyltin(IV) dichloride (3002-01-5) + N-(3,5-dichlorosalicylidene)aniline (161696-84-0) → bis[N-(3,5-dichlorosalicylidene)anilinato]dibenzyltin(IV) (1122709-05-0)

Guidance literature:

With NaH; In tetrahydrofuran; under N2, Schlenk or glove-box techniques; soln. of org. ligand (4.13 mmol) added to NaH soln. (2.06 mmol) (0°C); warmed to room temp.; stirred; added to soln. of Cl2Sn(CH2Ph)2 (2.06 mmol) (0°C); warmedto room temp.; stirred overnight; solvent removed (vac.); extd. with toluene; concd.; stored (-20°C) overnight; elem. anal.;

DOI:10.1002/ejic.200700937

upstream raw materials:

aniline

3,5-dichlorosalicyclaldehyde

Downstream raw materials:

bis[N-(3,5-dichlorosalicylidene)anilinato]dimethyltin(IV)

bis[N-(3,5-dichlorosalicylidene)anilinato]dibenzyltin(IV)

(bis[N-(3,5-dichlorosalicylidene)anilinato]methyltin(IV))[MeB(C₆F₅)3]