[4,4'-Bi-3H-pyrazole]-3,3'-dione, 2,2',4,4'-tetrahydro-5,5'-dimethyl-2,2'-diphenyl-

Base Information

• Chemical Name: [4,4'-Bi-3H-pyrazole]-3,3'-dione, 2,2',4,4'-tetrahydro-5,5'-dimethyl-2,2'-diphenyl-
• CAS No.: 7477-67-0
• Molecular Formula: C20H18N4O2
• Molecular Weight: 346.389
• Hs Code.: 29331990
• European Community (EC) Number: 231-282-5
• NSC Number: 401001,37393
• UNII: P77NZ4BRC7
• DSSTox Substance ID: DTXSID00864068
• Nikkaji Number: J8.939G
• ChEMBL ID: CHEMBL4961158
• Mol file: 7477-67-0.mol

Synonyms:Bispyrazolone;7477-67-0;NSC 37393;[4,4'-Bi-3H-pyrazole]-3,3'-dione, 2,2',4,4'-tetrahydro-5,5'-dimethyl-2,2'-diphenyl-;4,4'-Bis(1-phenyl-3-methyl-5-pyrazolone);4,4'-bis(3-Methyl-1-phenyl-5-pyrazolone);NSC 401001;3,3-Dimethyl-1,1-diphenyl-1H,1H-[4,4-bipyrazole]-5,5(4H,4H)-dione;3,3'-Dimethyl-1,1'-diphenyl-1H,1'H-[4,4'-bipyrazole]-5,5'(4H,4'H)-dione;EINECS 231-282-5;NSC-37393;5-methyl-4-(3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl)-2-phenyl-4H-pyrazol-3-one;NSC-401001;(4,4'-Bi-2-pyrazoline)-5,5'-dione, 3,3'-dimethyl-1,1'-diphenyl-;3,3'-Dimethyl-1,1'-diphenyl-4,4'-bi-5-pyrazolone;(4,4'-Bi-3H-pyrazole)-3,3'-dione, 2,2',4,4'-tetrahydro-5,5'-dimethyl-2,2'-diphenyl-;[4,5'-dione, 3,3'-dimethyl-1,1'-diphenyl-;Bispyrazolon;[4,3'-dione, 2,2',4,4'-tetrahydro-5,5'-dimethyl-2,2'-diphenyl-;P77NZ4BRC7;SCHEMBL186331;CHEMBL4961158;DTXSID00864068;HMS1610K15;NSC37393;MFCD00020765;NSC401001;AKOS001631407;Bis(3-methyl-1-phenyl-5-pyrazalone);CCG-106576;AC-30015;AS-72781;FT-0617012;Bispyrazolone, JIS special grade, >=97.0%;A838227;4,4'-Bis-(3-methyl-1-phenyl-2-pyrazolin-5-one);4,4'-BIS-(1-PHENYL-3-METHYL-5-PYRAZOLONE);3,3'-Dimethyl-1,1'-diphenyl-(4,4'-bi-2-pyrazoline)-5,5'-dione;3,3'-Dimethyl-1,1'-diphenyl[4,4'-bi-1H-pyrazole]-5,5'-diol;3,3'-Dimethyl-1,1-diphenyl-(4,4'-bi-2-pyrazoline)-5,5'-dione;Bispyrazolone, for TLC derivatization, for the det.of cyanide, >=98.0%;3,3'-dimethyl-1,1'-diphenyl-1H,1'H-4,4'-bipyrazole-5,5'(4H,4'H)-dione;5'-hydroxy-3',5-dimethyl-1',2-diphenyl-3,4-dihydro-1'H,2H-[4,4'-bipyrazol]-3-one;5,5'-dimethyl-2,2'-diphenyl-2,2',4,4'-tetrahydro-3H,3'H-4,4'-bipyrazole-3,3'-dione;5,5'-dimethyl-2,2'-diphenyl-2H,2'H,3H,3'H,4H,4'H-[4,4'-bipyrazole]-3,3'-dione;2,4-Dihydro-4-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-5-methyl-2-phenyl-3H-pyrazol-3-one;3-methyl-4-(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl)-1-phenyl-4,5-dihydro-1H-pyrazol-5-one;76261-27-3

Chemical Property of [4,4'-Bi-3H-pyrazole]-3,3'-dione, 2,2',4,4'-tetrahydro-5,5'-dimethyl-2,2'-diphenyl-

Chemical Property:

• Appearance/Colour: cream to yellow crystalline powder..
• Melting Point: 355 °C
• Refractive Index: 1.6620 (estimate)
• Boiling Point: 585.1 °C at 760 mmHg
• PKA: 2.15±0.70(Predicted)
• Flash Point: 307.6 °C
• PSA: 65.34000
• Density: 1.31 g/cm³
• LogP: 2.06540
• Storage Temp.: Refrigerator
• Solubility.: formic acid: 50 mg/mL, clear, yellow
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 346.14297583
• Heavy Atom Count: 26
• Complexity: 588

Purity/Quality:

99% ^*data from raw suppliers

4,4-bis(3-Methyl-1-phenyl-5-pyrazolone) 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Biochemical Research
• Canonical SMILES: CC1=NN(C(=O)C1C2C(=NN(C2=O)C3=CC=CC=C3)C)C4=CC=CC=C4
• Uses: Bispyrazolone is an impurity of Edaravone (E335000). It is applied as a reagent for the detection and determination of cyanide. It is also used in an experimental procedure, done in order to remove linamarin in starch from cassava roots, by using plant cell wall-degrading enzymes, xylanase and cellulase. It was also used for spectrophotometric determination and quantization of urea in urine samples. It is also used in assay of cyanogenic compounds and determination of ammonia.

Technology Process of [4,4'-Bi-3H-pyrazole]-3,3'-dione, 2,2',4,4'-tetrahydro-5,5'-dimethyl-2,2'-diphenyl-

There total 12 articles about [4,4'-Bi-3H-pyrazole]-3,3'-dione, 2,2',4,4'-tetrahydro-5,5'-dimethyl-2,2'-diphenyl- 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: 80.0%

4-bromo-3-methyl-1-phenylpyrazol-5-one (41927-23-5) + edaravone (89-25-8) → bis-pyrazolone (7477-67-0)

Guidance literature:

With sodium acetate; In ethanol; for 2h; Heating;

Reference yield: 50.0%

5-Methyl-4-nitroso-2-phenyl-2H-pyrazol-3-ol (87085-88-9) → bis-pyrazolone (7477-67-0)

Guidance literature:

With ammonium acetate; 2-amino-benzenethiol; at 120 ℃; for 0.5h;

DOI:10.1002/jccs.200400129

Reference yield: 23.0%

edaravone (89-25-8) → bis-pyrazolone (7477-67-0) + 4,4-Bis-(3-methyl-phenyl-pyrazolin-5-on-4-yl)-3-methyl-1-phenyl-pyrazolin-5-on (68195-63-1)

Guidance literature:

With caesium carbonate; In ethanol; at 100 ℃; for 0.416667h; Temperature; Solvent; Reagent/catalyst; Microwave irradiation;

upstream raw materials:

4-Diethylamino-phenylimino-3-methyl-1-phenyl-2-pyrazolin-5-on

edaravone

4-Diethylamino-2-methyl-phenylimino-3-methyl-1-phenyl-2-pyrazolin-5-on

4-<phenylimino>-3-methyl-1-phenyl-2-pyrazolin-5-on

Downstream raw materials:

3-(1-formyl-2-dimethylaminoethenyl)-4-methyl-1,6-diphenyl-furo<2,3-c:5,4-c'>dipyrazole

4-<5-chloro-3-(1-formyl-2-dimethylaminoethenyl)-1-phenyl-1H-pyrazol-4-yl>-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one

5,5'-dimethyl-2,2'-diphenyl-2H,2'H-[4,4']bipyrazolylidene-3,3'-dione

4-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one

Refernces

• 1、 -. "Detection and Treatment of Schizophrenia". . . Retrieved 2011/02/25.
• 2、 Kucybala, Z.,Gaca, J.. "Investigations on the Reaction of Pyrazolone Azomethine Dyes with 2-Pyrazolin-5-one-Derivatives". . p. 435 - 439. Retrieved 2007/10/02.