4-(2-Hydroxy-1-naphthylmethyleneamino)antipyrine

Base Information

• Chemical Name: 4-(2-Hydroxy-1-naphthylmethyleneamino)antipyrine
• CAS No.: 58732-04-0
• Molecular Formula: C22H19N3O2
• Molecular Weight: 357.412
• European Community (EC) Number: 668-519-0
• Nikkaji Number: J1.384.285J
• Mol file: 58732-04-0.mol

Synonyms:4-(2-HYDROXY-1-NAPHTHYLMETHYLENEAMINO)ANTIPYRINE;915152-59-9;Oprea1_072574;Oprea1_666415;STK806465;AKOS000523684;AKOS024274532;AKOS030698144;Z56871868;1,2-dihydro-4-(((2-hydroxy-1-naphthalenyl)methylene) amino)-1 ,5-dimethyl-2-phenyl-3h-pyrazol-3-one;4-[(E)-[(2-HYDROXYNAPHTHALEN-1-YL)METHYLIDENE]AMINO]-1,5-DIMETHYL-2-PHENYL-2,3-DIHYDRO-1H-PYRAZOL-3-ONE;4-{[(1e)-(2-hydroxy-naphthyl)methylidene]amino}-1,5-dimethyl-2-phenyl-2,3-dihydro-1h-pyrazol-3-one;4-{[(E)-(2-hydroxynaphthalen-1-yl)methylidene]amino}-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one

Chemical Property of 4-(2-Hydroxy-1-naphthylmethyleneamino)antipyrine

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 357.147726857
• Heavy Atom Count: 27
• Complexity: 623

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)N(N1C)C2=CC=CC=C2)N=CC3=C(C=CC4=CC=CC=C43)O

Technology Process of 4-(2-Hydroxy-1-naphthylmethyleneamino)antipyrine

There total 2 articles about 4-(2-Hydroxy-1-naphthylmethyleneamino)antipyrine 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: 92.0%

4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one (83-07-8) + 2-hydroxynaphthalene-1-carbaldehyde (708-06-5) → 4-(2-hydroxynaphthalen-1-ylmethylideneamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one (58732-04-0)

Guidance literature:

2-hydroxynaphthalene-1-carbaldehyde; With magnetite(at)citric acid nanoparticles; In ethanol; for 0.0333333h; Sonication; Green chemistry;

4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one; In ethanol; at 80 ℃; for 0.25h; Green chemistry;

DOI:10.1080/00397911.2018.1556795

Reference yield:

→ 4-(2-hydroxynaphthalen-1-ylmethylideneamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one (58732-04-0)

Guidance literature:

aus 4-Aminoantipyrin und entspr.Hydroxy-α-naphthaldehyd;

Reference yield: 92.0%

erbium bromide hexahydrate + 4-(2-hydroxynaphthalen-1-ylmethylideneamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one (58732-04-0) → Er(C22H19N3O2)2Br2(1+)*Br(1-) = [Er(C22H19N3O2)2Br2]Br (207612-08-6)

Guidance literature:

In methanol; acetone; refluxing (3 h); evapn., washing (hot benzene), drying (vac.); elem. anal.;

DOI:10.1080/00945719809349359

upstream raw materials:

4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one

2-hydroxynaphthalene-1-carbaldehyde

Downstream raw materials:

4-[(2-hydroxy-naphthalen-1-ylmethyl)-amino]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

{La(C₁₀H₆(O)CHNCC(CH₃)N(CH₃)N(C₆H₅)CO)2ClO₄}

{Nd(C₁₀H₆(O)CHNCC(CH₃)N(CH₃)N(C₆H₅)CO)2ClO₄}

{Sm(C₁₀H₆(O)CHNCC(CH₃)N(CH₃)N(C₆H₅)CO)2ClO₄}