p-Toluoyl chloride phenylhydrazone

Base Information

• Chemical Name: p-Toluoyl chloride phenylhydrazone
• CAS No.: 25939-01-9
• Molecular Formula: C14H13 Cl N2
• Molecular Weight: 244.724
• Hs Code.: 2928000090
• ChEMBL ID: CHEMBL146851
• Mol file: 25939-01-9.mol

Synonyms:4-toluoyl chloride phenylhydrazone;p-toluoyl chloride phenylhydrazone

Chemical Property of p-Toluoyl chloride phenylhydrazone

Chemical Property:

• Vapor Pressure: 2.83E-05mmHg at 25°C
• Boiling Point: 356.9°Cat760mmHg
• Flash Point: 169.7°C
• PSA: 24.39000
• Density: 1.11g/cm³
• LogP: 4.08050
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 244.0767261
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=NNC2=CC=CC=C2)Cl
• Isomeric SMILES: CC1=CC=C(C=C1)/C(=N/NC2=CC=CC=C2)/Cl

Technology Process of p-Toluoyl chloride phenylhydrazone

There total 12 articles about p-Toluoyl chloride 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: 68.0%

N-Phenyl-N'-p-toluoylhydrazin (39719-02-3) → p-toluoyl chloride phenylhydrazone (25939-01-9)

Guidance literature:

With phosphorus pentachloride; In tetrachloromethane; for 2h; Heating;

DOI:10.1021/jm00137a011

Reference yield: 64.0%

N-Phenyl-N'-p-toluoylhydrazin (39719-02-3) → 4-methyl-N'-phenylbenzenecarbohydrazonoyl chloride (25939-01-9)

Guidance literature:

With tetrachloromethane; triphenylphosphine; In acetonitrile; at 20 ℃;

DOI:10.1021/ol502515b

Reference yield: 41.0%

4-methylbenzaldehyde phenylhydrazone (2829-25-6) → p-toluoyl chloride phenylhydrazone (25939-01-9)

Guidance literature:

With N-chloro-succinimide; dimethylsulfide; In dichloromethane; at -78 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.organomet.0c00720

upstream raw materials:

N-Phenyl-N'-p-toluoylhydrazin

4-methyl-benzoic acid-(N-phenyl-hydrazide)

phenol

4-methylbenzaldehyde phenylhydrazone

Downstream raw materials:

N-[1-Imidazol-1-yl-1-p-tolyl-meth-(E)-ylidene]-N'-phenyl-hydrazine

1-Phenyl-3-p-tolyl-1,10b-dihydro-[1,2,4]triazolo[3,4-a]isoquinoline

N-[1-(4,5-Diphenyl-imidazol-1-yl)-1-p-tolyl-meth-(E)-ylidene]-N'-phenyl-hydrazine

methyl 2,2-bi<5-(4-methylphenyl)-2-phenyl-1,2,4-triazol-3-yl>acetate

Refernces

• 1、 Du, Shiying,Wang, Wei-Feng,Song, Yufei,Chen, Zhengkai,Wu, Xiao-Feng. "Palladium-Catalyzed cascade carbonylative synthesis of 1,2,4-triazol-3-ones from hydrazonoyl chlorides and NaN3". supporting information. p. 974 - 978. Retrieved 2021/02/01.
• 2、 Jia, Tingting,Liu, Shourong,Shao, Jiaan,Shi, Tao,Wu, Zhaoxiao,Zeng, Linghui,Zhang, Chong,Zhang, Jiankang,Zhu, Huajian,Zhuang, Rangxiao. "Sequential [3+2] annulation reaction of prop-2-ynylsulfonium salts and hydrazonyl chlorides: Synthesis of pyrazoles containing functional motifs". supporting information. p. 8460 - 8463. Retrieved 2021/09/08.