1,3,8-Trimethylpyrimido[4,5-b]quinoline-2,4-dione

Base Information

• Chemical Name: 1,3,8-Trimethylpyrimido[4,5-b]quinoline-2,4-dione
• CAS No.: 73029-28-4
• Molecular Formula: C₁₄H₁₃N₃O₂
• Molecular Weight: 255.276
• DSSTox Substance ID: DTXSID20382951
• Wikidata: Q82174446
• Mol file: 73029-28-4.mol

Synonyms:1,3,8-trimethylpyrimido[4,5-b]quinoline-2,4-dione;73029-28-4;ZINC00161545;Oprea1_686415;DTXSID20382951;HMS1664L10;CCG-239703

Chemical Property of 1,3,8-Trimethylpyrimido[4,5-b]quinoline-2,4-dione

Chemical Property:

• Vapor Pressure: 4.53E-08mmHg at 25°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 255.100776666
• Heavy Atom Count: 19
• Complexity: 412

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=NC3=C(C=C2C=C1)C(=O)N(C(=O)N3C)C

Technology Process of 1,3,8-Trimethylpyrimido[4,5-b]quinoline-2,4-dione

There total 3 articles about 1,3,8-Trimethylpyrimido[4,5-b]quinoline-2,4-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: 84.0%

6-Amino-1,3-dimethylbarbituric acid (6642-31-5) + 2-bromo-4-methylbenzaldehyde (824-54-4) → 1,3,8-trimethylpyrimido[4,5-b]quinoline-2,4(1H,3H)-dione (73029-28-4)

Guidance literature:

6-Amino-1,3-dimethylbarbituric acid; 2-bromo-4-methylbenzaldehyde; With potassium carbonate; In N,N-dimethyl-d₆-formamide; at 20 ℃;

With copper dichloride; In N,N-dimethyl-formamide; at 150 ℃; for 0.5h; Microwave irradiation;

DOI:10.1021/acs.joc.7b03272

Reference yield: 55.0%

1,3-dimethyl-6-(3-methyl-anilino)-1H-pyrimidine-2,4-dione (7268-99-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1,3,8-trimethylpyrimido[4,5-b]quinoline-2,4(1H,3H)-dione (73029-28-4)

Guidance literature:

With trichlorophosphate; at 40 - 80 ℃; for 0.5h;

DOI:10.1016/j.molstruc.2014.09.028

Reference yield:

→ 1,3,8-trimethylpyrimido[4,5-b]quinoline-2,4(1H,3H)-dione (73029-28-4)

Guidance literature:

Bisuracilmethan Ib, DAD;

upstream raw materials:

1,3-dimethyl-6-(3-methyl-anilino)-1H-pyrimidine-2,4-dione

N,N-dimethyl-formamide

6-Amino-1,3-dimethylbarbituric acid

2-bromo-4-methylbenzaldehyde