N-Phenylbenzenecarbohydrazonoyl chloride

Base Information

• Chemical Name: N-Phenylbenzenecarbohydrazonoyl chloride
• CAS No.: 15424-14-3
• Molecular Formula: C13H11 Cl N2
• Molecular Weight: 230.697
• Hs Code.: 2928000090
• European Community (EC) Number: 635-111-9
• NSC Number: 239395,77407
• UNII: 3V59LLL7S2
• ChEMBL ID: CHEMBL422660
• Mol file: 15424-14-3.mol

Synonyms:alpha-chlorobenzaldehyde phenylhydrazone;benzoyl chloride phenylhydrazone;chlorodiphenylnitrilimine;N-(alpha-chlorobenzylidene)phenylhydrazone;N--(alpha-chlorobenzylidene)phenylhydrazine

Chemical Property of N-Phenylbenzenecarbohydrazonoyl chloride

Chemical Property:

• Vapor Pressure: 6.75E-05mmHg at 25°C
• Melting Point: 94-95 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.5749 (estimate)
• Boiling Point: 344.1°Cat760mmHg
• PKA: 15.00±0.10(Predicted)
• Flash Point: 161.9°C
• PSA: 24.39000
• Density: 1.13g/cm³
• LogP: 3.77210
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 230.0610761
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

98%min ^*data from raw suppliers

N-Phenylbenzenecarbohydrazonoylchloride 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-Phenylbenzenecarbohydrazonoyl chloride

There total 17 articles about N-Phenylbenzenecarbohydrazonoyl chloride 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: 85.0%

1,3,4-triphenyl-1,2-diaza-1,3-butadiene (25769-36-2) → benzaldehyde (100-52-7) + N-phenylbenzohydrazonoyl chloride (15424-14-3)

Guidance literature:

With CuCl₂*2H₂O; In acetone; at 0 ℃; for 1h;

Reference yield: 84.0%

(E)-1-benzylidene-2-phenylhydrazine (588-64-7) → N-phenylbenzohydrazonoyl chloride (15424-14-3)

Guidance literature:

With N-chlorosuccinimide-dimethyl sulfide; In dichloromethane; at -40 ℃; for 0.5h;

DOI:10.1016/0040-4020(95)00916-7

Reference yield: 78.0%

N-dimethylsulfoniumsuccinimide chloride (39095-38-0) + (E)-1-benzylidene-2-phenylhydrazine (588-64-7) → N-phenylbenzohydrazonoyl chloride (15424-14-3) + N-[2-Methylsulfanyl-1-phenyl-eth-(Z)-ylidene]-N'-phenyl-hydrazine + N-(2-Methylsulfanylmethyl-phenyl)-N'-[1-phenyl-meth-(E)-ylidene]-hydrazine

Guidance literature:

With triethylamine; In dichloromethane; at -40 ℃; for 0.5h; Mechanism; other substituted hydrazones; also without Et₃N;

DOI:10.1016/0040-4020(95)00916-7

upstream raw materials:

N-benzoyl-N'-phenylhydrazine

1,3,4-triphenyl-1,2-diaza-1,3-butadiene

N'-phenyl benzohydrazide

phenol

Downstream raw materials:

3,5-diphenyl-1,3,4-thiadiazol-2(3H)-imine

1,3-diphenyl-(3ar,6ac)-3a,4,6,6a-tetrahydro-1H-thieno[3,4-c]pyrazole 5,5-dioxide

2-(3,5-diphenyl-3H-[1,3,4]thiadiazol-2-ylidene)-1-p-tolyl-ethanethione

(3,5-diphenyl-3H-[1,3,4]thiadiazol-2-ylidene)-p-tolyl-thioacetaldehyde

Refernces

• 1、 Xu, Jiaxi,Wang, Chenbo,Zhang, Qihan. "Synthesis of 1,3,3a,5-Tetraaryl-3a,4,5,6-tetrahydro-3H-1,2,4-triazolo[4,3-a][1,5]benzodiazepines". . p. 557 - 560. Retrieved 2001.
• 2、 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.
• 3、 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.