Benzaldehyde, 2-hydroxy-5-[(4-methoxyphenyl)azo]-

Base Information

• Chemical Name: Benzaldehyde, 2-hydroxy-5-[(4-methoxyphenyl)azo]-
• CAS No.: 38539-93-4
• Molecular Formula: C14H12N2O3
• Molecular Weight: 256.261
• DSSTox Substance ID: DTXSID70425645
• Nikkaji Number: J3.351.655J
• Mol file: 38539-93-4.mol

Synonyms:Benzaldehyde, 2-hydroxy-5-[(4-methoxyphenyl)azo]-;38539-93-4;DTXSID70425645;AKOS024342824;5-((4-methoxyphenyl)azo)-salicylaldehyde;2-hydroxy-5-[(E)-(4-methoxyphenyl)diazenyl]benzaldehyde;2-hydroxy-5-[(e)-2-(4-methoxyphenyl)-1-diazenyl]benzaldehyde

Chemical Property of Benzaldehyde, 2-hydroxy-5-[(4-methoxyphenyl)azo]-

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 256.08479225
• Heavy Atom Count: 19
• Complexity: 314

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N=NC2=CC(=C(C=C2)O)C=O

Technology Process of Benzaldehyde, 2-hydroxy-5-[(4-methoxyphenyl)azo]-

There total 2 articles about Benzaldehyde, 2-hydroxy-5-[(4-methoxyphenyl)azo]- 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: 87.16%

salicylaldehyde (90-02-8) + 4-methoxy-aniline (104-94-9) → 2-hydroxy-5-((4-methoxyphenyl)diazenyl)benzaldehyde (38539-93-4)

Guidance literature:

4-methoxy-aniline; With hydrogenchloride; In water; for 0.166667h; Reflux;

With sodium nitrite; In water; at 0 - 5 ℃; for 1h;

salicylaldehyde; With sodium hydroxide; In water; at 0 - 5 ℃; pH=8 - 10;

DOI:10.1002/jhet.2620

Reference yield:

salicylaldehyde (90-02-8) + 4-methoxy-aniline (104-94-9) → 2-hydroxy-5-((4-methoxyphenyl)diazenyl)benzaldehyde (38539-93-4) + C14H12N2O3

Guidance literature:

4-methoxy-aniline; With hydrogenchloride; In water;

With sodium nitrite; In water; at 0 - 5 ℃;

salicylaldehyde; With potassium hydroxide;

DOI:10.1039/c7dt04047d

Reference yield: 93.0%

2-hydroxy-5-((4-methoxyphenyl)diazenyl)benzaldehyde (38539-93-4) + malononitrile (109-77-3) → 6-((4-methoxyphenyl)diazenyl)-2-oxo-2H-chromene-3-carbonitrile (1548513-95-6)

Guidance literature:

With iron oxide; for 0.2h;

DOI:10.2174/157017861101140113160517

upstream raw materials:

salicylaldehyde

4-methoxy-aniline

Downstream raw materials:

6-(4-methoxy-phenylazo)-1',3',3'-trimethyl-1',3'-dihydro-spiro[chromene-2,2'-indole]

6-(4-methoxy-phenylazo)-3',3'-dimethyl-1'-phenyl-1',3'-dihydro-spiro[chromene-2,2'-indole]

1'-isopropyl-6-(4-methoxy-phenylazo)-3',3'-dimethyl-1',3'-dihydro-spiro[chromene-2,2'-indole]

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