1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,8(3H)-trione

Base Information

• Chemical Name: 1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,8(3H)-trione
• CAS No.: 23000-37-5
• Molecular Formula: C₆H₄N₄O₃
• Molecular Weight: 180.123
• Mol file: 23000-37-5.mol

Synonyms:Pyrimido[5,4-d]pyrimidine-2,4,8(3H)-trione,1,5-dihydro- (8CI,9CI); Pyrimido[5,4-d]pyrimidine-2,4,8-triol (6CI);2,4,8-Trihydroxypyrimido[5,4-d]pyrimidine; Homoxanthine; NSC 515724

Chemical Property of 1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,8(3H)-trione

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 2.17g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,8(3H)-trione

There total 7 articles about 1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,8(3H)-trione 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: 72.0%

Ethyl 5-(ethoxymethyleneamino)orotate (108262-65-3) → 2,4,8-Trioxo-hexahydro-pyrimido<5,4-d>pyrimidin (23000-37-5)

Guidance literature:

With ammonia; 1.) room temperature, 3 h, 2.) reflux, 2.5 h;;

DOI:10.1002/jhet.5570230531

Reference yield:

5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid (7164-43-4) + formamide (77287-34-4,77287-35-5,60100-09-6) → 1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,8(3H)-trione (23000-37-5)

Guidance literature:

at 20 - 170 ℃; Inert atmosphere;

DOI:10.1021/ml200070g

Reference yield:

ethyl 5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate (52047-16-2) → 2,4,8-Trioxo-hexahydro-pyrimido<5,4-d>pyrimidin (23000-37-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / NaHCO₃, Na₂S₂O₄ / H₂O / 1.5 h / Ambient temperature

2: 93 percent / 1.75 h / Heating

3: 72 percent / saturated ethanolic ammonia / 1.) room temperature, 3 h, 2.) reflux, 2.5 h;

With sodium dithionite; ammonia; sodium hydrogencarbonate; In water;

DOI:10.1002/jhet.5570230531

upstream raw materials:

5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid

formamide

Ethyl 5-(ethoxymethyleneamino)orotate

Ethyl 5-aminoorotate

Downstream raw materials:

C₂₁H₂₆N₈S*2ClH

C₁₇H₁₇ClN₆S