4-Amino-3,5-dichlorobenzaldehyde

Base Information

• Chemical Name: 4-Amino-3,5-dichlorobenzaldehyde
• CAS No.: 62909-66-4
• Molecular Formula: C7H5Cl2NO
• Molecular Weight: 190.029
• Hs Code.: 2922399090
• UNII: 25FXF6F7QG
• DSSTox Substance ID: DTXSID30561114
• Nikkaji Number: J90.216K
• Wikidata: Q82444779
• Mol file: 62909-66-4.mol

Synonyms:4-amino-3,5-dichlorobenzaldehyde;62909-66-4;MFCD16656998;Benzaldehyde, 4-amino-3,5-dichloro-;25FXF6F7QG;SCHEMBL8124245;DTXSID30561114;AKOS006333915;NCGC00184206-01;NCGC00184206-02;NCGC00184206-03;DS-16671;SY111626;4-Amino-3 pound not5-dichlorobenzaldehyde;CS-0157717;C75957;A868315;AT-051/43421154;CLENBUTEROL HYDROCHLORIDE IMPURITY A [EP IMPURITY]

Chemical Property of 4-Amino-3,5-dichlorobenzaldehyde

Chemical Property:

• Melting Point: 144 °C
• Boiling Point: 293.5±40.0 °C(Predicted)
• PKA: -2.02±0.10(Predicted)
• PSA: 43.09000
• Density: 1.492±0.06 g/cm3(Predicted)
• LogP: 2.96930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.9748192
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

98% ^*data from raw suppliers

4-Amino-3,5-dichlorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)N)Cl)C=O
• Uses: 4-Amino-3,5-dichlorobenzaldehyde is an impurity of Clenbuterol (C569998, HCl) and is used as a reagent in the synthesis of pyrazolopyridine derivatives as inhibitors of phosphodiesterase-4 (PDE-IV) and production of tumor necrosis factor-α (TNF-α). 4-Amino-3,5-dichlorobenzaldehyde is also used as a reagent in the synthesis of amino acid derivatives as neuropeptide Y antagonists.

Technology Process of 4-Amino-3,5-dichlorobenzaldehyde

There total 4 articles about 4-Amino-3,5-dichlorobenzaldehyde 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: 79.0%

2,6-dichloro-4-iodoaniline (697-89-2) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) → 4-Amino-3,5-dichlorobenzaldehyde (62909-66-4)

Guidance literature:

With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; potassium formate; tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine tetrafluoroborate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In acetonitrile; at 80 ℃; for 18h; Sealed tube; Glovebox; Inert atmosphere;

DOI:10.1021/jo400741t

Reference yield:

→ 4-Amino-3,5-dichlorobenzaldehyde (62909-66-4)

Guidance literature:

With ethanol; chlorine;

Reference yield:

4-aminobenzaldehyde monohydrochloride (63467-40-3) + acetic acid (64-19-7,77671-22-8) → 4-Amino-3,5-dichlorobenzaldehyde (62909-66-4)

Guidance literature:

bei Chlorierung;

upstream raw materials:

4-aminobenzaldehyde monohydrochloride

acetic acid

2,6-dichloro-4-iodoaniline

9-methyl-9H-fluorene-9-carbonyl chloride

Downstream raw materials:

4-amino-3,5-dichlorobenzonitrile

4-Amino-3,5-dichloro-styrene

3,4,5-trichloro-2,6-dinitro-benzoic acid

3,4,5-trichloro-2-nitro-benzoic acid

Refernces

• 1、 -. "Heteroarylethanol-pyridylalkylamines for controlling animal growth". . . Retrieved 2008/06/13.