Rubazoic acid

Base Information

• Chemical Name: Rubazoic acid
• CAS No.: 909-59-1
• Molecular Formula: C20H17N5O2
• Molecular Weight: 359.3813
• UNII: Y6A7FOK7JY
• Nikkaji Number: J227.998C
• Wikidata: Q27896512
• Mol file: 909-59-1.mol

Synonyms:Rubazoic acid;Rubazonic acid;909-59-1;Y6A7FOK7JY;4-((1,5-DIHYDRO-3-METHYL-5-OXO-1-PHENYL-4H-PYRAZOL-4-YLIDENE)AMINO)-2,4-DIHYDRO-5-METHYL-2-PHENYL-3H-PYRAZOL-3-ONE;2-Pyrazolin-5-one, 4,4'-nitrilobis(3-methyl-1-phenyl-;3-Methyl-4-((3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene)amino)-1-phenyl-1H-pyrazol-5(4H)-one;3H-Pyrazol-3-one, 2,4-dihydro-4-((5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)imino)-5-methyl-2-phenyl-, (4Z)-;3H-Pyrazol-3-one, 4-((1,5-dihydro-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)amino)-2,4-dihydro-5-methyl-2-phenyl-;UNII-Y6A7FOK7JY;C20H17N5O2;62094-95-5;Q27896512;4-[(1,5-Dihydro-3-Methyl-5-Oxo-1-Phenyl-4H-Pyrazol-4-Ylidene)Amino]-2,4-Dihydro-5-Methyl-2-Phenyl-3H

Chemical Property of Rubazoic acid

Chemical Property:

• Vapor Pressure: 2.82E-12mmHg at 25°C
• Boiling Point: 553.1°Cat760mmHg
• Flash Point: 288.3°C
• PSA: 77.70000
• Density: 1.33g/cm³
• LogP: 1.64260
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 359.13822480
• Heavy Atom Count: 27
• Complexity: 714

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN(C(=O)C1N=C2C(=NN(C2=O)C3=CC=CC=C3)C)C4=CC=CC=C4

Technology Process of Rubazoic acid

There total 14 articles about Rubazoic acid 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: 86.5%

3-Methyl-1-phenyl-2-pyrazoline-4,5-dione (881-05-0) → 4-<3-methyl-1-phenyl-5-oxo-2-pyrazoline-4-ylideneamino>-3-methyl-1-phenyl-2-pyrazoline-5-one (909-59-1)

Guidance literature:

With ethylenediamine; In ethanol; for 1h; Heating;

Reference yield: 81.0%

edaravone (89-25-8) → 5,5'-dimethyl-2,2'-diphenyl-1,2,2',4'-tetrahydro-4,4'-azanylylidene-bis-pyrazol-3-one (909-59-1)

Guidance literature:

edaravone; With sodium azide; iodine; In dimethyl sulfoxide; at 20 ℃; for 1.5h;

With sodium thiosulfate; In water; dimethyl sulfoxide; at 20 ℃; for 1h; Reagent/catalyst;

DOI:10.1021/acs.joc.0c00465

Reference yield: 69.0%

6-amino-1,4,5,6-tetrahydro-5-imino-3-methyl-1,4-diphenylpyrazolo<4',3':5,6>pyrano<2,3-d>pyrimidine (130593-32-7) + 4-isonitroso-3-methyl-1-phenyl-2-pyrazolin-5-one (56634-85-6) → 1,4-dihydro-3-methyl-1,4-diphenylpyrazolo<4',3':5,6>pyrano<2,3-d>pyrimidin-5(6H)-one (130593-39-4) + rubazonic acid (909-59-1)

Guidance literature:

In ethanol; for 12h; Heating;

DOI:10.1055/s-1990-26989

upstream raw materials:

3-Methyl-1-phenyl-2-pyrazoline-4,5-dione

4-aminoantipyrine

4-hydroxyimino-3-methyl-1-phenyl-2-pyrazolin-5-one

methyl iodide

Downstream raw materials:

3-methyl-5-oxo-1-phenyl-4-phenyldiazenyl-1,2-diazacyclopent-3-ene

Refernces

• 1、 Metwally, Saoud A. M.,Atta, Ferial M.,El-Monem, Maisa E. Abd. "Reactivity of 3-methyl-1-phenyl-2-pyrazoline-4,5-dione with amines". . p. 248 - 250. Retrieved 2007/10/02.
• 2、 Metwally, M. A.,Younes, M. I.,Metwally, S. A.,El-Zohry, M. F.. "Reactions of 4-Isonitroso-3-methyl-2-pyrazolin-5-one Derivatives". . p. 870 - 872. Retrieved 2007/10/02.