4,6-Dioxo-2,4,5,6-tetrahydro-1H-benzo[g]imidazo[1,2,3-ij]pteridin-12-ium chloride

Base Information

• Chemical Name: 4,6-Dioxo-2,4,5,6-tetrahydro-1H-benzo[g]imidazo[1,2,3-ij]pteridin-12-ium chloride
• CAS No.: 114853-42-8
• Molecular Formula: C₁₂H₉N₄O₂*Cl
• Molecular Weight: 276.682
• Hs Code.: 2933990090
• European Community (EC) Number: 804-776-9
• Mol file: 114853-42-8.mol

Synonyms:114853-42-8;4,6-Dioxo-2,4,5,6-tetrahydro-1H-benzo[g]imidazo[1,2,3-ij]pteridin-12-ium chloride;4,6-Dioxo-2,4,5,6-tetrahydro-1H-benzo[g]imidazo-[1,2,3-ij]pteridin-12-ium chloride;8,11,13-triaza-1-azoniatetracyclo[7.6.1.02,7.013,16]hexadeca-1(16),2,4,6,8-pentaene-10,12-dione;chloride;TQP1696;AKOS016340164;AS-1016;CS-0441240;4,6-Dioxo-1,2,5,6-tetrahydro-4H-benzo[g]imidazo[1,2,3-ij]pteridin-3-ium chloride;4,6-Dioxo-2,4,5,6-tetrahydro-1H-benzo[g]imidazo[1,2,3-ij]pteridin-12-iumchloride;10,12-dioxo-1|E?,8,11,13-tetraazatetracyclo[7.6.1.0?,?.0??,??]hexadeca-1(16),2,4,6,8-pentaen-1-ylium chloride;10,12-dioxo-1lambda5,8,11,13-tetraazatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(16),2,4,6,8-pentaen-1-ylium chloride

Chemical Property of 4,6-Dioxo-2,4,5,6-tetrahydro-1H-benzo[g]imidazo[1,2,3-ij]pteridin-12-ium chloride

Chemical Property:

• PSA: 68.73000
• LogP: -0.02980
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 276.0414032
• Heavy Atom Count: 19
• Complexity: 413

Purity/Quality:

4,6-Dioxo-2,4,5,6-tetrahydro-1H-benzo[g]imidazo-[1,2,3-ij]pteridin-12-ium chloride >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C[N+]2=C3N1C(=O)NC(=O)C3=NC4=CC=CC=C42.[Cl-]

Technology Process of 4,6-Dioxo-2,4,5,6-tetrahydro-1H-benzo[g]imidazo[1,2,3-ij]pteridin-12-ium chloride

There total 6 articles about 4,6-Dioxo-2,4,5,6-tetrahydro-1H-benzo[g]imidazo[1,2,3-ij]pteridin-12-ium chloride 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%

pyrimidine-2,4,5,6(1H,3H)-tetraone (61066-33-9,61066-34-0,61066-35-1,61127-23-9) + 2-[(2-nitrophenyl)amino]ethanol (4926-55-0) → 1,10-ethyleneisoalloxazinium chloride (114853-42-8)

Guidance literature:

2-[(2-nitrophenyl)amino]ethanol; With palladium 10% on activated carbon; ammonium formate; In methanol; at 0 - 20 ℃; for 1h;

pyrimidine-2,4,5,6(1H,3H)-tetraone; With boric acid; acetic acid; at 50 ℃; for 18h; Darkness;

With thionyl chloride; at 50 ℃; for 18h; Darkness;

DOI:10.1016/j.tetlet.2010.02.164

Reference yield: 73.0%

10-(2-hydroxyethyl)isoalloxazine (15800-90-5) → 1,10-ethyleneisoalloxazinium chloride (114853-42-8)

Guidance literature:

With thionyl chloride; at 50 ℃; for 16h; Inert atmosphere;

Reference yield:

2-[(2-nitrophenyl)amino]ethanol (4926-55-0) → 1,10-ethyleneisoalloxazinium chloride (114853-42-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / HCOONH₄ / Pd/C / methanol / 25 °C

2: boric acid / acetic acid / 1 h / 50 °C

3: SOCl₂ / 16 h / 50 °C

With thionyl chloride; ammonium formate; boric acid; palladium on activated charcoal; In methanol; acetic acid;

DOI:10.1016/S0040-4020(01)00313-1

upstream raw materials:

10-(2-hydroxyethyl)isoalloxazine

2-[(2-nitrophenyl)amino]ethanol

2-nitrophenyl bromide

2-((2-hydroxyethyl)amino)aniline

Refernces

• 1、 -. "CHEMICAL REGENERATION METHOD OF OXIDIZED COENZYME NAD (P)+". Paragraph 0055. . Retrieved 2017/07/06.
• 2、 Li, Wen-Shan,Zhang, Nanjing,Sayre, Lawrence M.. "N1,N10-Ethylene-bridged high-potential flavins: Synthesis, characterization, and reactivity". . p. 4507 - 4522. Retrieved 2007/10/03.