4-Chloro-2-hydroxybenzohydrazide

Base Information

• Chemical Name: 4-Chloro-2-hydroxybenzohydrazide
• CAS No.: 65920-15-2
• Molecular Formula: C7H7ClN2O2
• Molecular Weight: 186.598
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID30407361
• Wikidata: Q82212609
• Mol file: 65920-15-2.mol

Synonyms:4-chloro-2-hydroxybenzohydrazide;65920-15-2;SCHEMBL6765972;DTXSID30407361;FLKSAGLFDHZIOR-UHFFFAOYSA-N;MFCD03423143;AKOS000171301;SB86414;4-chloro-2-hydroxybenzoic acid hydrazide;VS-06556;CS-0250297;EN300-50370

Chemical Property of 4-Chloro-2-hydroxybenzohydrazide

Chemical Property:

• PSA: 75.35000
• Density: 1.465g/cm3
• LogP: 1.74030
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 186.0196052
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

98%Min ^*data from raw suppliers

4-chloro-2-hydroxybenzohydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)O)C(=O)NN

Technology Process of 4-Chloro-2-hydroxybenzohydrazide

There total 1 articles about 4-Chloro-2-hydroxybenzohydrazide 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:

methyl 4-chloro-2-hydroxybenzoate (22717-55-1) → 4-Chloro-2-hydroxy-benzoic acid hydrazide (65920-15-2)

Guidance literature:

With hydrazine; In water; at 20 ℃;

DOI:10.1021/jf060351i

Reference yield:

4-Chloro-2-hydroxy-benzoic acid hydrazide (65920-15-2) → N1N1-dimethyl-N2-(2-hydroxy-4-chlorophenyl) urea (25546-09-2)

Guidance literature:

Multi-step reaction with 5 steps

1: NaNO₂; aq. AcOH / 0 °C

2: Et₃N / diethyl ether / 20 °C

3: toluene / 60 - 90 °C

4: 0 °C

5: KOH

With potassium hydroxide; acetic acid; triethylamine; sodium nitrite; In diethyl ether; toluene; 3: Curtius rearrangement;

DOI:10.1021/jf060351i

Reference yield:

4-Chloro-2-hydroxy-benzoic acid hydrazide (65920-15-2) → 4-chloro-2-hydroxy-benzoyl azide (905303-89-1)

Guidance literature:

With acetic acid; sodium nitrite; at 0 ℃;

DOI:10.1021/jf060351i

upstream raw materials:

methyl 4-chloro-2-hydroxybenzoate

Downstream raw materials:

4-chloro-2-hydroxy-benzoyl azide

acetic acid 5-chloro-2-isocyanato-phenyl ester

acetic acid 2-azidocarbonyl-5-chloro-phenyl ester

acetic acid 5-chloro-2-(3,3-dimethyl-ureido)-phenyl ester

Refernces