4-Chloro-2-methylbenzhydrazide

Base Information

• Chemical Name: 4-Chloro-2-methylbenzhydrazide
• CAS No.: 75319-02-7
• Molecular Formula: C8H9 Cl N2 O
• Molecular Weight: 184.625
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID80404406
• Wikidata: Q82208589
• Mol file: 75319-02-7.mol

Synonyms:4-Chloro-2-methylbenzhydrazide;75319-02-7;4-chloro-2-methylbenzohydrazide;MFCD03425682;Benzoic acid,4-chloro-2-methyl-, hydrazide;SCHEMBL4349861;DTXSID80404406;AKOS006278909;BS-22344;SY316833;CS-0187768;FT-0682157;D97392;A865706

Chemical Property of 4-Chloro-2-methylbenzhydrazide

Chemical Property:

• Refractive Index: 1.582
• PSA: 55.12000
• Density: 1.271g/cm³
• LogP: 2.34310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 184.0403406
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-2-methylbenzhydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)Cl)C(=O)NN

Technology Process of 4-Chloro-2-methylbenzhydrazide

There total 4 articles about 4-Chloro-2-methylbenzhydrazide 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:

4-chloro-2-methylbenzoic acid methyl ester (99585-12-3) → 4-chloro-2-methylbenzohydrazide (75319-02-7)

Guidance literature:

With hydrazine hydrate; In ethanol; for 8h; Reflux;

DOI:10.1002/ardp.201300202

Reference yield:

4-chloro-2-methylbenzoic acid (7499-07-2) → 4-chloro-2-methylbenzohydrazide (75319-02-7)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 2 h / Heating

2: Et₃N / CH₂Cl₂ / 2 h

3: 37percent aq. HCl / 0.5 h

With hydrogenchloride; thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1021/jm00362a018

Reference yield:

4-chloro-2-methylbenzoyl chloride (21900-44-7) → 4-chloro-2-methylbenzohydrazide (75319-02-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 2 h

2: 37percent aq. HCl / 0.5 h

With hydrogenchloride; triethylamine; In dichloromethane;

DOI:10.1021/jm00362a018

upstream raw materials:

4-chloro-2-methylbenzoic acid

4-chloro-2-methylbenzoyl chloride

4-chloro-2-methylbenzoic acid methyl ester

Downstream raw materials:

4-amino-5-(4-chloro-2-methylphenyl)-4H-1,2,4-triazole-3-thiol

2-(4-chloro-2-methylbenzoyl)hydrazinecarbodithioic acid potassium salt

4-chloro-2-methylbenzoic acid

3-(4-Chloro-2-methyl-phenyl)-5-(3-methoxy-phenyl)-1H-[1,2,4]triazole

Refernces

• 1、 Aswathanarayanappa, Chandrashekar,Bheemappa, Eswarappa,Bodke, Yadav D.,Krishnegowda, Peethambar S.,Venkata, Srinivas P.,Ningegowda, Raghu. "Synthesis and evaluation of antioxidant properties of novel 1,2,4-triazole-based schiff base heterocycles". . p. 922 - 930. Retrieved 2014/01/06.