1H-CINNOLIN-4-ONE

Base Information

• Chemical Name: 1H-CINNOLIN-4-ONE
• CAS No.: 18514-84-6
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.148
• Mol file: 18514-84-6.mol

Synonyms:1H-Cinnolin-4-one;1,4-Dihydro-4-cinnolinone;[1,8]Naphthyridin-4-ol;

Chemical Property of 1H-CINNOLIN-4-ONE

Chemical Property:

• Vapor Pressure: 0.000928mmHg at 25°C
• Refractive Index: 1.666
• Boiling Point: 303.5 °C at 760 mmHg
• Flash Point: 137.3 °C
• PSA: 45.75000
• Density: 1.31 g/cm³
• LogP: 0.92310
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

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

Cinnolin-4(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-CINNOLIN-4-ONE

There total 15 articles about 1H-CINNOLIN-4-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: 97.0%

4-Oxo-3-triphenylphosphoranylidene-3,4-dihydrocinnoline (109773-41-3) → 4(1H)-cinnolon (18514-84-6)

Guidance literature:

With sodium hydroxide; In methanol; for 2h; Heating;

DOI:10.1055/s-1987-27921

Reference yield: 76.0%

2-aminoacetophenone (551-93-9) → 4(1H)-cinnolon (18514-84-6)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; acetic acid; at 0 - 5 ℃; for 1h;

DOI:10.3987/COM-07-11177

Reference yield:

1-(2-Amino-phenyl)-2-(triphenyl-λ5-phosphanylidene)-ethanone (111054-05-8) → 4(1H)-cinnolon (18514-84-6)

Guidance literature:

Multi-step reaction with 3 steps

1: n-pentyl nitrite, 36percent aq. HCl / methanol / 0.25 h / 0 °C

2: 10percent aq. NaOH / Ambient temperature

3: 97 percent / 30percent aq. NaOH / methanol / 2 h / Heating

With hydrogenchloride; sodium hydroxide; n-Amyl nitrite; In methanol;

DOI:10.1055/s-1987-27921

upstream raw materials:

benzophenone

4-oxo-1,4-dihydrocinnoline-3-carboxylic acid

4-phenoxy-cinnoline

ethanol

Downstream raw materials:

1-methylcinnolin-4(1H)-one

2-methylcinnolin-2-ium-4-olate

Cinnoline

4-chlorocinnoline

Refernces

• 1、 Holzer, Wolfgang,Eller, Gernot A.,Schoenberger, Simeon. "On the tautomerism of cinnolin-4-ol, cinnoline-4-thiol, and cinnolin-4-amine". . p. 77 - 86. Retrieved 2008/09/20.
• 2、 Marshall,Mooney,Prager,Ward. "Central nervous system active compounds. IX. Cinnolinylisobenzofuranones [1-(3-phthalidyl)cinnolin-4(1H)-ones]". . p. 2619 - 2627. Retrieved 2007/10/02.