1,6-Diacetyltetrahydroimidazo[4,5-d]imidazole-2,5(1h,3h)-dione

Base Information

• Chemical Name: 1,6-Diacetyltetrahydroimidazo[4,5-d]imidazole-2,5(1h,3h)-dione
• CAS No.: 28773-97-9
• Molecular Formula: C8H10 N4 O4
• Molecular Weight: 226.192
• DSSTox Substance ID: DTXSID50951417
• Nikkaji Number: J3.018.600A
• Wikidata: Q82929735
• Mol file: 28773-97-9.mol

Synonyms:1,6-diacetyltetrahydroimidazo[4,5-d]imidazole-2,5(1h,3h)-dione;28773-97-9;3,4-diacetyl-1,3a,6,6a-tetrahydroimidazo[4,5-d]imidazole-2,5-dione;DTXSID50951417;HMS1613H03;EU-0011855;1,6-DIACETYL-OCTAHYDRO-[1,3]DIAZOLO[4,5-D]IMIDAZOLE-2,5-DIONE;1,1'-(2,5-Dihydroxy-3a,6a-dihydroimidazo[4,5-d]imidazole-1,6-diyl)di(ethan-1-one)

Chemical Property of 1,6-Diacetyltetrahydroimidazo[4,5-d]imidazole-2,5(1h,3h)-dione

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 98.82000
• Density: 1.481g/cm³
• LogP: -0.68460
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 226.07020481
• Heavy Atom Count: 16
• Complexity: 371

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1C2C(NC1=O)NC(=O)N2C(=O)C

Technology Process of 1,6-Diacetyltetrahydroimidazo[4,5-d]imidazole-2,5(1h,3h)-dione

There total 4 articles about 1,6-Diacetyltetrahydroimidazo[4,5-d]imidazole-2,5(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: 48.0%

glycoluril (496-46-8) + acetic anhydride (108-24-7) → 2,6-diacetyl-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione (28773-97-9)

Guidance literature:

With perchloric acid; In 1,4-dioxane; water; at 110 ℃;

Reference yield: 30.0%

2,4,6,8-tetraacetyl-2,4,6,8-tetraazabicyclo<3,3,0>octan-3,7-dione (10543-60-9) → 2,6-diacetyl-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione (28773-97-9) + 1,6-diacetylglycoluril (55367-79-8)

Guidance literature:

With ethylenediamine; In dichloromethane; at 20 ℃; for 72.25h;

DOI:10.1016/j.tet.2011.08.097

Reference yield:

2,4,6,8-tetraacetyl-2,4,6,8-tetraazabicyclo<3,3,0>octan-3,7-dione (10543-60-9) → 2,6-diacetyl-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione (28773-97-9)

Guidance literature:

With 1,2-diamino-benzene; In dichloromethane;

DOI:10.1016/j.tet.2011.08.097

upstream raw materials:

glycoluril

acetic anhydride

2,4,6,8-tetraacetyl-2,4,6,8-tetraazabicyclo<3,3,0>octan-3,7-dione

Downstream raw materials:

2,4-imidazolidinedione

2-acetyl-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione

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