1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde

Base Information

• Chemical Name: 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde
• CAS No.: 950-81-2
• Molecular Formula: C12H12 N2 O2
• Molecular Weight: 216.239
• Hs Code.: 2933199090
• European Community (EC) Number: 213-452-0
• NSC Number: 60408
• DSSTox Substance ID: DTXSID10241720
• Nikkaji Number: J298.557H
• Wikidata: Q63398926
• ChEMBL ID: CHEMBL1705468
• Mol file: 950-81-2.mol

Synonyms:950-81-2;4-Antipyrinecarboxaldehyde;1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde;Antipyraldehyde;4-Formylantipyrine;4-Formyl-antipyrine;1,5-dimethyl-3-oxo-2-phenylpyrazole-4-carbaldehyde;1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxaldehyde;4-Antipyrine carboxaldehyde;EINECS 213-452-0;NSC 60408;2,3-Dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carbaldehyde;Antipyrinaldehyd;NSC60408;4-Formyl Antipyrine;Antipyrine, 4-formyl-;4-ANTIPYRINEcarbaldehyde;MLS000720037;SCHEMBL680008;CHEMBL1705468;4-Antipyrinecarboxaldehyde, 97%;DTXSID10241720;CHEBI:177038;HMS2590M05;MFCD00003144;NSC-60408;STK895073;1H-Pyrazole-4-carboxaldehyde, 2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-;1H-Pyrazole-4-carboxaldehyde,2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-;AKOS001482867;PS-7929;NCGC00245823-01;SMR000304566;CS-0105020;FT-0606970;EN300-27803;D94688;SR-01000078751;J-640197;J-800198;SR-01000078751-1;1-Phenyl-2,3-dimethyl-4-formyl-3-pyrazoline-5-one;Q63398926;F0348-3312;Z247607354;[(1R,2S,5R)-2-isopropenyl-5-methyl-cyclohexyl] acetate;2,3-Dimethyl-5-oxo-1-phenyl-3-pyrazoline-4-carboxaldehyde;1H-Pyrazole-4-carboxaldehyde,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-;2,3-Dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxaldehyde

Chemical Property of 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.000125mmHg at 25°C
• Melting Point: 162-165 °C(lit.)
• Boiling Point: 334.8°Cat760mmHg
• PKA: -1.39±0.60(Predicted)
• Flash Point: 145.4°C
• PSA: 44.00000
• Density: 1.292g/cm³
• LogP: 1.29690
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 216.089877630
• Heavy Atom Count: 16
• Complexity: 343

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-FormylAntipyrine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)N(N1C)C2=CC=CC=C2)C=O
• Uses: 4-Antipyrinecarboxaldehyde was used in the synthesis of a new crown ether-antipyrine schiffs base. A derivative of the analgesic drug Antipyrene (A697500) with antiviral activity.

Technology Process of 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde

There total 15 articles about 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde 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: 69.0%

antipyrine (60-80-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one (950-81-2)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.5h;

antipyrine; Heating;

DOI:10.1142/S1088424615500480

Reference yield:

N-benzenesulfonyl-N'-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbonyl)-hydrazine → 4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one (950-81-2)

Guidance literature:

With sodium carbonate; glycerol; at 160 ℃;

Reference yield:

1,5-dimethyl-2-phenyl-4-(2,2,2-trichloro-1-hydroxy-ethyl)-1,2-dihydro-pyrazol-3-one (66379-85-9) → 4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one (950-81-2)

Guidance literature:

With potassium carbonate;

upstream raw materials:

antipyrine

N-methyl-N-phenylformamide

1-phenyl-2,3-dimethyl-4-hydroxymethyl-pyrazoline-5-on

1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid dimethylamide

Downstream raw materials:

5-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylmethylene)-imidazolidine-2,4-dione

3-[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-hydroxy-methyl]-4-hydroxy-coumarin

4,4',4''-Tris(1,5-dimethyl-3-oxo-2-phenyl-1,2-dihydro-3H-pyrazolyl)methane

4-hydroxy-1-methyl-3-oxo-2-phenyl-2,3,4,5,6,7-hexahydro-1H-indazole-5-carboxylic acid ethyl ester

Refernces

• 1、 Fadda, Ahmed A.,El-Mekawy, Rasha E.,El-Shafei, Ahmed I.. "Synthesis, antiviral, cytotoxicity and antitumor evaluations of A4 type of porphyrin derivatives". . p. 753 - 768. Retrieved 2015/10/29.
• 2、 Kokkinos, Konst.,Markopoulos, Chr.. "Synthesis of Some Antipyryl Methines. I. Asymmetrical Antipyryl Methines". . p. 543 - 553. Retrieved 2007/10/02.