4-Methylbenzenesulfonohydrazide

Base Information

• Chemical Name: 4-Methylbenzenesulfonohydrazide
• CAS No.: 1576-35-8
• Deprecated CAS: 344295-58-5
• Molecular Formula: C7H10N2O2S
• Molecular Weight: 186.235
• Hs Code.: 29280090
• European Community (EC) Number: 216-407-3
• NSC Number: 18715
• UNII: LR93R5002M
• DSSTox Substance ID: DTXSID8051756
• Nikkaji Number: J40.602C
• Wikipedia: P-Toluenesulfonyl_hydrazide
• Wikidata: Q27283148
• ChEMBL ID: CHEMBL221182
• Mol file: 1576-35-8.mol

Synonyms:4-toluenesulfonyl hydrazide;p-toluenesulfonhydrazide;p-toluenesulfonyl hydrazide

Chemical Property of 4-Methylbenzenesulfonohydrazide

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 103-108 °C(lit.)
• Refractive Index: 1.576
• Boiling Point: 340.5 °C at 760 mmHg
• PKA: 9.39±0.10(Predicted)
• Flash Point: 159.7 °C
• PSA: 80.57000
• Density: 1.298 g/cm³
• LogP: 2.31900
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Solubility.: 5g/l
• Water Solubility.: 5 g/L (15 ºC)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 186.04629874
• Heavy Atom Count: 12
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

p-Toluenesulfonyl hydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-22-44-2017/11/22
• Safety Statements: 16-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Hydrazides
• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NN
• Uses: p-Toluenesulfonyl Hydrazide is a reactant that has been used in the synthesis of paspaline. 4-Methylbenzenesulfonhydrazide was widely used reagent for the preparation of tosylhydrazones. p-Toluenesulfonyl hydrazide is used as a reagent for the preparation of tosylhydrazones. It was used to prepare dipyrazolo[1,5-a:4?,3?-c]pyridines and 1,2,3-selenadiazole derivatives.

Technology Process of 4-Methylbenzenesulfonohydrazide

There total 13 articles about 4-Methylbenzenesulfonohydrazide 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: 94.0%

toluene-4-sulfonic acid (104-15-4) → toluene-4-sulfonic acid hydrazide (1576-35-8)

Guidance literature:

With carbazic acid; In neat (no solvent); at 100 ℃; for 5h; Green chemistry;

Reference yield: 92.0%

p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid hydrazide (1576-35-8)

Guidance literature:

With hydrazine hydrate; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2014.07.022

Reference yield: 78.0%

tert-butyl 2-tosylhydrazine-1-carboxylate (260788-12-3) → toluene-4-sulfonic acid hydrazide (1576-35-8)

Guidance literature:

With trifluoroacetic acid; for 0.5h;

DOI:10.1002/jccs.200700220

upstream raw materials:

p-toluenesulfonyl chloride

ethanol

dimethyl 4-amino-1-(p-toluenesulfonyl)pyrazolo<3,4-b>pyridine-5,6-dicarboxylate

hydrazine hydrate

Downstream raw materials:

toluene-4-sulfonic acid quinuclidin-3-ylidenehydrazide

toluene-4-sulfonic acid-[N'-(2-methoxy-acridin-9-yl)-hydrazide]; hydrochloride

toluene-4-sulfonic acid-(N'-dibenzo[b,f][1,7]naphthyridin-12-yl-hydrazide); hydrochloride

N'-cyclohexylidene-4-methylbenzene-1-sulfonohydrazide

Refernces

• 1、 Fernandes, Thais B.,Cunha, Micael R.,Sakata, Renata P.,Candido, Thalita M.,Baby, André R.,Tavares, Maurício T.,Barbosa, Euzébio G.,Almeida, Wanda P.,Parise-Filho, Roberto. "Synthesis, Molecular Modeling, and Evaluation of Novel Sulfonylhydrazones as Acetylcholinesterase Inhibitors for Alzheimer's Disease". . . Retrieved 2017.
• 2、 Nie, Yousong,Zhong, Min,Jiang, Zhiyuan,Sun, Jian,Gao, Yangguang,Ding, Fei,Li, Hang,Zhang, Yongmin,He, Xianran. "Synthesis and potential anticonvulsant activity of new aryl sulfonyl semicarbazide derivatives". . p. 1425 - 1432. Retrieved 2016.
• 3、 Singh,Rawat, Poonam,Kumar, Amit. "Synthesis, molecular structure, photoluminescence, multiple interaction, chemical reactivity and first hyperpolarizability analysis of ethyl 2-cyano-3-{5-(4-methylbenzenesulfonyl)-hydrazonomethyl]-1H-pyrrol-2-yl} -acrylate: Experimental and quantum chemical approaches". . p. 140 - 149. Retrieved 2014.
• 4、 ?enkarde?, Sevil,Han, ?hsan,Han?er, Hakan,Abbak, Mürüvvet,?evik, ?zge,Güniz Kü?ükgüzel. "Synthesis, characterization and biological evaluation of some novel sulfonylthiosemicarbazides". . p. 1164 - 1170. Retrieved 2019.
• 5、 Leng, Yan-Li,Zhang, Jian-Hui,Li, Qiao,Zhang, You-Ming,Lin, Qi,Yao, Hong,Wei, Tai-Bao. "A highly selective and sensitive dual-channel chemosensor for cyanide based on sulfahydrazone derivative". . p. 1318 - 1323. Retrieved 2016.
• 6、 Gutti, Gopichand,Kumar, Devendra,Paliwal, Pankaj,Ganeshpurkar, Ankit,Lahre, Khemraj,Kumar, Ashok,Krishnamurthy, Sairam,Singh, Sushil Kumar. "Development of pyrazole and spiropyrazoline analogs as multifunctional agents for treatment of Alzheimer's disease". . . Retrieved 2019.
• 7、 Arshad, Muhammad,Jadoon, Mehwish,Iqbal, Zafar,Fatima, Mehwish,Ali, Muhammad,Ayub, Khurshid,Qureshi, Ashfaq Mahmood,Ashraf, Muhammad,Arshad, Muhammad Nadeem,Asiri, Abdullah M.,Waseem, Amir,Mahmood, Tariq. "Synthesis, molecular structure, quantum mechanical studies and urease inhibition assay of two new isatin derived sulfonylhydrazides". . p. 80 - 89. Retrieved 2017.
• 8、 Sanz, Caroline G.,Dias, Kevin A.,Bacil, Raphael P.,Serafim, Ricardo A.M.,Andrade, Leandro H.,Ferreira, Elizabeth I.,Serrano, Silvia H.P.. "Electrochemical characterization of para- and meta-nitro substituents in aqueous media of new antichagasic pharmaceutical leaders". . . Retrieved 2020/12/17.
• 9、 Yang, Shan,Liu, Lingling,Zhou, Zheng,Huang, Zhibin,Zhao, Yingsheng. "Palladium-Catalyzed Direct C-H Arylation of 3-Butenoic Acid Derivatives". supporting information. p. 296 - 299. Retrieved 2021/01/13.