Ethyl 3-oxo-6-phenyl-2,3-dihydropyridazine-4-carboxylate

Base Information

• Chemical Name: Ethyl 3-oxo-6-phenyl-2,3-dihydropyridazine-4-carboxylate
• CAS No.: 34753-27-0
• Molecular Formula: C13H12 N2 O3
• Molecular Weight: 244.25
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10363072
• Nikkaji Number: J2.055.193C
• Wikidata: Q82146628
• Mol file: 34753-27-0.mol

Synonyms:34753-27-0;ethyl 3-oxo-6-phenyl-2,3-dihydropyridazine-4-carboxylate;ethyl 3-hydroxy-6-phenylpyridazine-4-carboxylate;ethyl 6-oxo-3-phenyl-1H-pyridazine-5-carboxylate;6-Phenyl-3(2H)-pyridazinone-4-carboxylic acid ethyl ester;Oprea1_274259;SCHEMBL4436705;DTXSID10363072;MFCD00974780;AKOS005091438;AKOS025393978;CS-0327642;FT-0713725;6-phenyl-4-ethoxycarbonyl-3(2H)-pyridazinone;4D-077;6-phenyl-4-ethoxycarbonyl-3 (2H)-pyridazinone;5X-0069;F1967-2797;3-Oxo-6-phenyl-2,3-dihydropyridazine-4-carboxylic acid ethyl ester

Chemical Property of Ethyl 3-oxo-6-phenyl-2,3-dihydropyridazine-4-carboxylate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 72.05000
• Density: 1.25g/cm³
• LogP: 1.61360
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 244.08479225
• Heavy Atom Count: 18
• Complexity: 407

Purity/Quality:

98% ^*data from raw suppliers

Ethyl 6-phenyl-2H-pyridazin-3-one-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=NNC1=O)C2=CC=CC=C2
• Uses: Ethyl 3-oxo-6-phenyl-2,3-dihydro-4-pyridazinecarboxylate is used as a reactant in the chlorination and amidation of 3-?aminopyridazine derivatives with atypical antidepressant, serotonergic and dopaminergic activity.

Technology Process of Ethyl 3-oxo-6-phenyl-2,3-dihydropyridazine-4-carboxylate

There total 8 articles about Ethyl 3-oxo-6-phenyl-2,3-dihydropyridazine-4-carboxylate 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: 81.0%

dimethyl 2-hydroxy-2-(2-oxo-2-phenylethyl)-malonate → ethyl 2,3-dihydro-3-oxo-6-phenyl-4-pyridazinecarboxylate (34753-27-0)

Guidance literature:

With hydrazine; In ethanol; at 110 ℃; for 24h; Sealed tube;

DOI:10.1002/anie.202101477

Reference yield: 60.0%

ethyl 3-oxo-6-phenyl-2,3,4,5-tetrahydropyridazine-4-carboxylate (94011-50-4) → ethyl 2,3-dihydro-3-oxo-6-phenyl-4-pyridazinecarboxylate (34753-27-0)

Guidance literature:

With bromine; In acetic acid;

DOI:10.1021/jm00123a004

Reference yield: 53.0%

diethyl 2-hydroxy-2-(2-oxo-2-phenylethyl)malonate (80989-82-8) → ethyl 2,3-dihydro-3-oxo-6-phenyl-4-pyridazinecarboxylate (34753-27-0)

Guidance literature:

With hydrazine dihydrochloride; In ethanol; for 18h; Heating;

DOI:10.1016/0223-5234(94)90074-4

upstream raw materials:

ethyl 3-oxo-6-phenyl-2,3,4,5-tetrahydropyridazine-4-carboxylate

diethyl 2-hydroxy-2-(2-oxo-2-phenylethyl)malonate

diethyl phenacylmalonate

α-bromoacetophenone

Downstream raw materials:

4-(4-morpholinoethylaminocarbonyl)-6-phenyl-3-(2H)-pyridazinone hydrochloride

4-amino-6-phenyl-3(2H)-pyridazinone

Refernces

• 1、 Brandt, Felix,Jacob, Christoph R.,Jones, Peter G.,Kolb, Simon,Petzold, Martin,Werz, Daniel B.. "Electrocatalytic Activation of Donor–Acceptor Cyclopropanes and Cyclobutanes: An Alternative C(sp3)?C(sp3) Cleavage Mode". supporting information. p. 15928 - 15934. Retrieved 2021/06/21.
• 2、 Coudert,Albuisson,Boire,Duroux,Bastide,Couquelet. "Synthesis of pyridazine acetic acid derivatives possessing aldose reductase inhibitory activity and antioxidant properties". . p. 471 - 477. Retrieved 2007/10/02.