5-(Hydroxymethyl)-6-phenyl-4,5-dihydro-3(2H)-pyridazinone

Base Information

• Chemical Name: 5-(Hydroxymethyl)-6-phenyl-4,5-dihydro-3(2H)-pyridazinone
• CAS No.: 23239-13-6
• Molecular Formula: C11H12N2O2
• Molecular Weight: 204.22518
• Hs Code.: 2933990090
• NSC Number: 125006
• Nikkaji Number: J857.745E
• Mol file: 23239-13-6.mol

Synonyms:23239-13-6;5-(Hydroxymethyl)-6-phenyl-4,5-dihydro-3(2H)-pyridazinone;5-(Hydroxymethyl)-6-phenyl-4,5-dihydro-2H-pyridazin-3-one;5-(hydroxymethyl)-6-phenyl-4,5-dihydropyridazin-3(2H)-one;4-(hydroxymethyl)-3-phenyl-4,5-dihydro-1H-pyridazin-6-one;BRN 1573433;4,5-Dihydro-5-(hydroxymethyl)-6-phenyl-3(2H)-pyridazinone;NSC125006;3(2H)-Pyridazinone, 4,5-dihydro-5-(hydroxymethyl)-6-phenyl-;5-25-02-00042 (Beilstein Handbook Reference);3(2H)-Pyridazinone,4,5-dihydro-5-(hydroxymethyl)-6-phenyl-;5-(hydroxymethyl)-6-phenyl-2,3,4,5-tetrahydropyridazin-3-one;YAA23913;MFCD01692709;STK359405;AKOS003397860;GA-0720;NSC 125006;NSC-125006;CS-0318278;FT-0681033;A878296;J-516354;6-phenyl-5-hydroxymethyl-4,5-dihydro-3(2h)-pyridazinone;5-(Hydroxymethyl)-6-phenyl-4,5-dihydro-3(2H)-pyridazinone, AldrichCPR

Chemical Property of 5-(Hydroxymethyl)-6-phenyl-4,5-dihydro-3(2H)-pyridazinone

Chemical Property:

• Melting Point: 163-165 °C
• Refractive Index: 1.633
• PSA: 61.69000
• Density: 1.3 g/cm³
• LogP: 0.28350
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

98%min ^*data from raw suppliers

5-(Hydroxymethyl)-6-phenyl-4,5-dihydro-2H-pyridazin-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=NNC1=O)C2=CC=CC=C2)CO

Technology Process of 5-(Hydroxymethyl)-6-phenyl-4,5-dihydro-3(2H)-pyridazinone

There total 3 articles about 5-(Hydroxymethyl)-6-phenyl-4,5-dihydro-3(2H)-pyridazinone 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%

β-benzoyl-γ-butyrolactone (21034-22-0) → 6-phenyl-5-hydroxymethyl-4,5-dihydro-2H-pyridazin-3-one (23239-13-6)

Guidance literature:

With hydrazine hydrate; In ethanol; for 0.5h; Heating;

Reference yield:

succinylbenzene (2051-95-8) → 6-phenyl-5-hydroxymethyl-4,5-dihydro-2H-pyridazin-3-one (23239-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / 20 °C

1.2: 20 °C

2.1: hydrazine hydrate / ethanol / Reflux

With hydrazine hydrate; sodium hydroxide; In ethanol;

DOI:10.1002/ejoc.201500599

Reference yield:

→ 6-phenyl-5-hydroxymethyl-4,5-dihydro-2H-pyridazin-3-one (23239-13-6)

Guidance literature:

β-Benzoyl-γ-butyrolacton, Hydrazinhydrat;

upstream raw materials:

β-benzoyl-γ-butyrolactone

succinylbenzene

Downstream raw materials:

6-phenyl-5-formyl-4,5-dihydro-3(2H)-pyridazinone

6-phenyl-5-hydroxymethyl-2H-pyridazin-3-one acetate

6-oxo-3-phenyl-1,6-dihydropyridazine-4-carbaldehyde

5-carboxy-6-phenyl-3(2H)-pyridazinone

Refernces

• 1、 Barlocco,Martini,Pinna,Curzu,Sala,Germini. "Antihypertensive and antithrombotic activities of 6-(substituted phenyl)-5-hydroxymethyl-4,5-dihydro-3(2H)pyridazinones". . p. 585 - 594. Retrieved 2007/10/02.