3-Amino-1-phenyl-2-pyrazolin-5-one

Base Information

• Chemical Name: 3-Amino-1-phenyl-2-pyrazolin-5-one
• CAS No.: 4149-06-8
• Molecular Formula: C9H9 N3 O
• Molecular Weight: 175.19
• Hs Code.: 2933199090
• European Community (EC) Number: 223-974-0
• NSC Number: 3336
• DSSTox Substance ID: DTXSID50194382
• Nikkaji Number: J37.340K
• Wikidata: Q83067138
• ChEMBL ID: CHEMBL1872892
• Mol file: 4149-06-8.mol

Synonyms:3-amino-1-phenyl-4,5-dihydro-1H-pyrazol-5-one;3-APDPO cpd

Chemical Property of 3-Amino-1-phenyl-2-pyrazolin-5-one

Chemical Property:

• Appearance/Colour: Yellowish-brown crystalline powder
• Melting Point: 210-215 °C (dec.)(lit.)
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 312.3°Cat760mmHg
• PKA: 3.38±0.50(Predicted)
• Flash Point: 142.7°C
• PSA: 58.69000
• Density: 1.34g/cm³
• LogP: 0.89640
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.074561919
• Heavy Atom Count: 13
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-1-phenyl-2-pyrazolin-5-one >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=NN(C1=O)C2=CC=CC=C2)N

Technology Process of 3-Amino-1-phenyl-2-pyrazolin-5-one

There total 9 articles about 3-Amino-1-phenyl-2-pyrazolin-5-one 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: 79.0%

phenyl hydrazine hydrate (6152-31-4) + ethyl 2-cyanoacetate (105-56-6) → 3-amino-1-phenyl-2-pyrazolin-5-one (4149-06-8)

Guidance literature:

at 80 ℃; for 0.0833333h; Microwave irradiation; Green chemistry;

DOI:10.1002/ardp.201600019

Reference yield: 75.0%

3-Nitro-3-(phenyl-hydrazono)-propionic acid ethyl ester (79852-93-0) → 3-amino-1-phenyl-2-pyrazolin-5-one (4149-06-8)

Guidance literature:

With hydrogen; nickel; In methanol; at 40 ℃; for 6h; under 2068.6 Torr;

Reference yield: 71.0%

3-(Acetylamino)-1-phenyl-2-pyrazolin-5-one (2311-90-2) → 3-amino-1-phenyl-2-pyrazolin-5-one (4149-06-8)

Guidance literature:

With hydrogenchloride; In ethanol; for 1.5h; Heating;

DOI:10.1021/jo00200a047

upstream raw materials:

3-Nitro-3-(phenyl-hydrazono)-propionic acid ethyl ester

3-Amino-4-(p-N,N-dimethylamino)phenylmethyliden-2-pyrazolin-5-on

3-(Acetylamino)-1-phenyl-2-pyrazolin-5-one

cyanoacetanilide

Downstream raw materials:

5-amino-2-phenyl-4-propylidene-2,4-dihydro-pyrazol-3-one

1-phenyl-pyrazolidine-3,5-dione

5-benzo[1,3]dioxol-5-yl-7-(3,4-dichloro-phenyl)-4-methyl-2-phenyl-1,2,5,6-tetrahydro-pyrazolo[3,4-b]quinolin-3-one

5-amino-2,4-dihydro-2-phenyl-4-(9H-xanthen-9-yl)-3H-pyrazol-3-one

Refernces

• 1、 Fanghaenel, E.,Akhlaq, M. S.,Grossmann, N.. "Investigations on the Hydrolytic Stability of 4-Arylmethylidene-2-pyrazolin-5-ones". . p. 209 - 219. Retrieved 2007/10/02.
• 2、 Hyatt, John A.,Maggiulli, Cataldo A.,French, Stephen E.. "A New Synthesis of 3-Amino-1-aryl-2-pyrazolin-5-ones". . p. 773 - 774. Retrieved 2007/10/02.