Acetophenone tosylhydrazone

Base Information

• Chemical Name: Acetophenone tosylhydrazone
• CAS No.: 4545-21-5
• Molecular Formula: C15H16N2O2S
• Molecular Weight: 288.37
• Hs Code.: 2935009090
• NSC Number: 126912
• Mol file: 4545-21-5.mol

Synonyms:Acetophenone tosylhydrazone;4545-21-5;4-methyl-n'-(1-phenylethylidene)benzenesulfonohydrazide;Acetophenone p-Toluenesulfonylhydrazone;MLS002919908;NSC126912;(Z)-4-methyl-N'-(1-phenylethylidene)benzenesulfonohydrazide;SCHEMBL715107;SCHEMBL715108;Acetophenone tosylhydrazone, 97%;MFCD01140191;AKOS003238781;NSC-126912;A826804;4-methyl-n'-[(1e)-1-phenylethylidene]benzenesulfonohydrazide

Chemical Property of Acetophenone tosylhydrazone

Chemical Property:

• Melting Point: 144-149oC(lit.)
• Boiling Point: 437.1°Cat760mmHg
• PKA: 9.81±0.40(Predicted)
• Flash Point: 218.1°C
• PSA: 66.91000
• Density: 1.17g/cm³
• LogP: 4.16920
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 288.09324893
• Heavy Atom Count: 20
• Complexity: 425

Purity/Quality:

98%,99%, ^*data from raw suppliers

Acetophenone tosylhydrazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NN=C(C)C2=CC=CC=C2
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N/N=C(\C)/C2=CC=CC=C2

Technology Process of Acetophenone tosylhydrazone

There total 9 articles about Acetophenone tosylhydrazone 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: 98.0%

acetophenone (98-86-2) + toluene-4-sulfonic acid hydrazide (1576-35-8) → acetophenone p-toluenesulfonylhydrazone (4545-21-5)

Guidance literature:

In 1,4-dioxane; at 50 ℃; for 0.166667h; Temperature; Concentration; Flow reactor;

DOI:10.1039/c6ra19022g

Reference yield: 90.0%

1-azidostyrene (16717-64-9) + toluene-4-sulfonic acid hydrazide (1576-35-8) → acetophenone p-toluenesulfonylhydrazone (4545-21-5)

Guidance literature:

In water; at 60 ℃; Temperature; Solvent;

Reference yield: 52.0%

C10H13N3 (76291-23-1) + p-toluenesulfonyl chloride (98-59-9) → acetophenone p-toluenesulfonylhydrazone (4545-21-5) + N3-(1-phenylethylidene)-N1-methyl-N1-p-toluenesulfonylformamide hydrazone (76291-26-4)

Guidance literature:

With triethylamine; In toluene; for 72h;

DOI:10.3891/acta.chem.scand.34b-0233

upstream raw materials:

acetophenone

toluene-4-sulfonic acid hydrazide

C₁₀H₁₃N₃

p-toluenesulfonyl chloride

Downstream raw materials:

(2-methylcyclopropane-1,1,2-triyl)tribenzene

C₁₇H₂₃N₂O₅PS

C₁₈H₂₃N₂O₂SSi^(1-)*Li⁽¹⁺⁾

4-phenyl-1,2,3-thiadiazole

Refernces

• 1、 Cai, Zhongliang,Yao, Zhi,Jiang, Liqin. "Pd-Catalyzed Coupling of Thioamides with N-Tosylhydrazones/Trapping by Esters Cascade Reaction". supporting information. p. 311 - 316. Retrieved 2021/01/26.
• 2、 Wu, Ye-Bin,Wu, You-Zhi,Wu, Jian,Xu, Dan,Jiang, Hui,Chang, Wen-Wu,Ma, Chang-You. "Copper-Catalyzed Regioselective Coupling of Tosylhydrazones and 2-Pyridones: A Strategy for the Production of N-Alkylated Compounds". . p. 6918 - 6926. Retrieved 2021/05/06.