5-Chlorosalicylidene aniline

Base Information

• Chemical Name: 5-Chlorosalicylidene aniline
• CAS No.: 15597-76-9
• Molecular Formula: C₁₃H₁₀ClNO
• Molecular Weight: 231.681
• Nikkaji Number: J1.020.142J,J2.974.801B,J307.669E
• ChEMBL ID: CHEMBL3098348
• Mol file: 15597-76-9.mol

Synonyms:5-Chlorosalicylidene aniline;15597-76-9;4-Chloro-2-[(E)-(phenylimino)methyl]phenol;4-chloro-2-(phenyliminomethyl)phenol;4-Chloro-2-((phenylimino)methyl)phenol;4-chloro-2-[(phenylimino)methyl]phenol;N-(5-Chlorosalicylidene)aniline;5-CHLOROSALICYLIDENEANILINE;N-5-chlorosalicylideneaniline;SCHEMBL6037206;CHEMBL3098348;USHSXCMBQPJHEF-OQLLNIDSSA-N;MFCD00038503;STK885311;AKOS001112627;AKOS030241119;BS-10421;N-(5-chloro-2-hydroxybenzylidene)aniline;(E)-4-chloro-2-((phenylimino)methyl)phenol;FT-0620337;4-Chloro-2-[(E)-(phenylimino)methyl]phenol #;Z86003787

Chemical Property of 5-Chlorosalicylidene aniline

Chemical Property:

• Vapor Pressure: 0.000142mmHg at 25°C
• Boiling Point: 332.8°C at 760 mmHg
• Flash Point: 155.1°C
• PSA: 32.59000
• Density: 1.27g/cm³
• LogP: 3.79620
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 231.0450916
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%Min ^*data from raw suppliers

5-ChlorosalicylideneAniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Chlorosalicylidene aniline

There total 2 articles about 5-Chlorosalicylidene aniline 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: 82.0%

aniline (62-53-3) + 5-chlorosalicyclaldehyde (635-93-8) → 5-chlorosalicylideneaniline (15501-17-4,15597-76-9)

Guidance literature:

In ethanol; for 3h; needles Reflux;

DOI:10.1039/c2dt30198a

Reference yield:

→ 5-chlorosalicylideneaniline (15501-17-4,15597-76-9)

Guidance literature:

5-Chlor-salicylaldehyd, Anilin, warmer Aethanol;

Reference yield: 87.0%

5-chlorosalicylideneaniline (15501-17-4,15597-76-9) + Diethyl 2-bromomalonate (685-87-0) → diethyl 5-chloro-3-(phenylamino)benzofuran-2,2(3H)-dicarboxylate (1323141-89-4)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 3h;

DOI:10.1021/jo2008675

upstream raw materials:

aniline

5-chlorosalicyclaldehyde

Downstream raw materials:

4-chloro-2-(phenylaminomethyl)phenol

3,4-dihydro-3-phenyl-6-chloro-2H-1,3-benzoxazine

Cu(ClC₆H₃(O)CHNC₆H₅)2

Pt(OC₆H₃ClCHNC₆H₅)2

Refernces

• 1、 Liu, Jingjing,Xu, Jiaxi,Li, Zhenjiang,Huang, Yu,Wang, Haixin,Gao, Yu,Guo, Tianfo,Ouyang, Pingkai,Guo, Kai. "Carbocation Organocatalysis in Interrupted Povarov Reactions to cis-Fused Pyrano- and Furanobenzodihydropyrans". . p. 3996 - 4003. Retrieved 2017/07/28.
• 2、 Ljubijankic, Nevzeta,Zahirovic, Adnan,Turkusic, Emir,Kahrovic, Emira. "DNA binding properties of two ruthenium(III) complexes containing schiff bases derived from salicylaldehyde: Spectroscopic and electrochemical evidence of CT DNA intercalation". . p. 215 - 222. Retrieved 2013/11/06.