o-(α-hydroxy-p-Cl-benzylidenehydrazonomethyl)phenol

Base Information

• Chemical Name: o-(α-hydroxy-p-Cl-benzylidenehydrazonomethyl)phenol
• CAS No.: 100622-79-5
• Molecular Formula: C₁₄H₁₁ClN₂O₂
• Molecular Weight: 274.707
• Mol file: 100622-79-5.mol

Synonyms:o-(α-hydroxy-p-Cl-benzylidenehydrazonomethyl)phenol

Chemical Property of o-(α-hydroxy-p-Cl-benzylidenehydrazonomethyl)phenol

Chemical Property:

Purity/Quality:

4-CHLOROBENZOIC(2-HYDROXYBENZYLIDENE)HYDRAZIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of o-(α-hydroxy-p-Cl-benzylidenehydrazonomethyl)phenol

There total 2 articles about o-(α-hydroxy-p-Cl-benzylidenehydrazonomethyl)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: 92.0%

salicylaldehyde (90-02-8) + 4-chlorobenzoic acid hydrazide (536-40-3) → 4-chloro-N’-(2-hydroxybenzylidene)benzohydrazide (100622-79-5)

Guidance literature:

With acetic acid; In ethanol; for 1h; Reflux;

DOI:10.1055/s-0037-1611823

Reference yield:

→ 4-chloro-N’-(2-hydroxybenzylidene)benzohydrazide (100622-79-5)

Guidance literature:

Reference yield: 90.0%

o-(α-hydroxy-p-Cl-benzylidenehydrazonomethyl)phenol (100622-79-5) + diphenyltin(IV) dichloride (1135-99-5) → diphenyl(o-(α-oxy-p-Cl-benzylidenehydrazonomethyl)phenoxy)tin(IV)

Guidance literature:

With triethyl amine; In benzene; byproducts: Et3NHCl; (Ar); dropwise addn. of the soln. of Sn-compound to a soln. of phenol-compound (triethylamine) with stirring at room temp.; pptn.; stirring for 3 h; filtration of ppt.; evapn. of solvent (to 5 ml); addn. of petroleum ether (30-60°C); pptn.; recrystn. from CH2Cl2/petroleum ether; elem. anal.;

DOI:10.1016/0022-328X(89)85111-3

upstream raw materials:

salicylaldehyde

4-chlorobenzoic acid hydrazide

Downstream raw materials:

MoO(ClC₆H₄C(O)NHNCHC₆H₄O)Cl₂

1-(4-chlorophenyl)-1,3-dihydroisobenzofuran

2-(4-chlorobenzoyl)-benzaldehyde

α-(4-chlorophenyl)-1,2-benzenedimethanol

Refernces

• 1、 Mishra, Pawan K.,Kumar, Ankit,Verma, Akhilesh K.. "BF3-Etherate-catalyzed tandem reaction of 2-formylarylketones with electron-rich arenes/heteroarenes: An assembly of isobenzofurans". supporting information. p. 6122 - 6125. Retrieved 2020/06/18.
• 2、 Wang, Peng,Zhang, Rui,Cai, Jin,Chen, Jun-Qing,Ji, Min. "Efficient synthesis of functionalized 1,3-dihydroisobenzofurans from salicylaldehydes: Application to the synthesis of escitalopram". . p. 549 - 552. Retrieved 2014/05/06.