Quinoline-2,4(1H,3H)-dione

Base Information

• Chemical Name: Quinoline-2,4(1H,3H)-dione
• CAS No.: 52851-41-9
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID70394923
• Nikkaji Number: J578.824B
• Wikidata: Q24063369
• Mol file: 52851-41-9.mol

Synonyms:Quinoline-2,4(1H,3H)-dione;52851-41-9;1H-quinoline-2,4-dione;quinoline-2,4-dione;2,4(1H,3H)-Quinolinedione;1,2,3,4-tetrahydroquinoline-2,4-dione;2,4-dioxo-1,2,3,4-tetrahydroquinoline;SCHEMBL1050699;SCHEMBL7736834;CHEBI:85653;DTXSID70394923;YZMVLKJJJCMVGX-UHFFFAOYSA-N;CCA85141;MFCD02937587;CS-0104588;O12067;A870885;SR-01000577257;SR-01000577257-1;Q24063369

Chemical Property of Quinoline-2,4(1H,3H)-dione

Chemical Property:

• PSA: 49.66000
• LogP: 1.29660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 225

Purity/Quality:

97% ^*data from raw suppliers

Quinoline-2,4(1H,3H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)C2=CC=CC=C2NC1=O
• Uses: Quinoline-2,4(1H,3H)-dione is a reagent for the synthesis of 2H-pyrans and alkaloid Flindersine.

Technology Process of Quinoline-2,4(1H,3H)-dione

There total 1 articles about Quinoline-2,4(1H,3H)-dione 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:

1,2,3,4-tetrahydroisoquinoline (635-46-1) → quinoline (91-22-5) + 2,4-dioxo-1,2,3,4-tetrahydroquinoline (52851-41-9) + 3,4-dihydroisoquinoline

Guidance literature:

With oxygen; In N,N-dimethyl-formamide; at 120 ℃; for 24h; Reagent/catalyst; Sealed tube;

DOI:10.1039/c9nj03698a

Reference yield: 90.0%

2,4-dioxo-1,2,3,4-tetrahydroquinoline (52851-41-9) + benzaldehyde (100-52-7) + 1,4-phenylenediamine (106-50-3) → 3,3'-(1,4-phenylene)bis(2-phenyl-2,3-dihydroquinazolin-4(1H)-one)

Guidance literature:

With aspartic acid-guanine ionic liquid embedded on hydroxylated nanosilica surface; In water; at 70 ℃; for 1h; Green chemistry;

DOI:10.1016/j.poly.2020.114361

Reference yield: 84.0%

2,4-dioxo-1,2,3,4-tetrahydroquinoline (52851-41-9) + 2,2-dihydroxy-1-(p-tolyl)ethanone (16208-14-3) + 3-nitro-aniline (99-09-2) → 3?(6?nitro?2?(p?tolyl)?1H?indol?3?yl)quinoline?2,4(1H,3H)?dione

Guidance literature:

With sodium alginate; In ethanol; water; at 20 ℃; for 0.433333h; Green chemistry;

DOI:10.1007/s11164-020-04129-4

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

flindersine

3-(2,6-diphenyl-pyran-4-ylidene)-1H-quinoline-2,4-dione

2-(phenylsulfonamido)benzoic acid

C₄₂H₄₂N₄O₄S₂