2-Methylbenzaldehyde phenylhydrazone

Base Information

• Chemical Name: 2-Methylbenzaldehyde phenylhydrazone
• CAS No.: 59473-50-6
• Molecular Formula: C₁₄H₁₄N₂
• Molecular Weight: 210.279
• European Community (EC) Number: 661-896-2
• Mol file: 59473-50-6.mol

Synonyms:SCHEMBL6714200;AKOS024339954;2-METHYLBENZALDEHYDE PHENYLHYDRAZONE

Chemical Property of 2-Methylbenzaldehyde phenylhydrazone

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 210.115698455
• Heavy Atom Count: 16
• Complexity: 219

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1C=NNC2=CC=CC=C2
• Isomeric SMILES: CC1=CC=CC=C1/C=N/NC2=CC=CC=C2

Technology Process of 2-Methylbenzaldehyde phenylhydrazone

There total 9 articles about 2-Methylbenzaldehyde phenylhydrazone 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: 69.0%

phenylhydrazine (100-63-0) + 2-methylbenzyl bromide (89-92-9) → o-MeC6H4CHNNHC6H5 (59473-50-6)

Guidance literature:

With oxygen; potassium carbonate; copper(I) bromide; In ethanol; at 75 ℃; for 6h; under 760.051 Torr; chemoselective reaction;

DOI:10.1016/j.tet.2013.08.073

Reference yield:

2-methylphenyl aldehyde (529-20-4) + phenylhydrazine (100-63-0) → o-MeC6H4CHNNHC6H5 (59473-50-6)

Guidance literature:

In ethanol;

DOI:10.1007/s12039-013-0526-3

Reference yield:

2-methyl-benzyl alcohol (89-95-2) → o-MeC6H4CHNNHC6H5 (59473-50-6)

Guidance literature:

Multi-step reaction with 2 steps

1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2: dichloromethane / 3 h / 60 °C / Inert atmosphere

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In dichloromethane;

DOI:10.1055/s-0039-1690102

upstream raw materials:

pyridine

o-Methyl-dithiobenzoesaeure

phenylhydrazine

2-methylphenyl aldehyde

Downstream raw materials:

C₁₄H₁₁Br₃N₂

2-methyl-N-phenylbenzohydrazonoyl chloride

2,4-diphenyl-5-(2-methylphenyl)-2H-1,2,4-triazol-3(4H)-one

2-methylphenyl aldehyde

Refernces

• 1、 Hao, Liqiang,Wang, Guodong,Sun, Jian,Xu, Jun,Li, Hongshuang,Duan, Guiyun,Xia, Chengcai,Zhang, Pengfei. "From Phenylhydrazone to 1H-1,2,4-Triazoles via Nitrification, Reduction and Cyclization". supporting information. p. 1657 - 1662. Retrieved 2020/03/19.
• 2、 Kobayashi, Eiji,Togo, Hideo. "Facile One-Pot Transformation of Primary Alcohols into 3-Aryl- and 3-Alkyl-isoxazoles and -pyrazoles". . p. 3723 - 3735. Retrieved 2019/09/30.