Mebicar

Base Information

• Chemical Name: Mebicar
• CAS No.: 10095-06-4
• Deprecated CAS: 65407-24-1
• Molecular Formula: C8H14N4O2
• Molecular Weight: 198.225
• Hs Code.: 2933990090
• European Community (EC) Number: 682-123-5
• UNII: 55FE6NPG89
• DSSTox Substance ID: DTXSID60143588
• Nikkaji Number: J22.257G,J3.573.531C
• Wikipedia: Temgicoluril
• Wikidata: Q4286560
• NCI Thesaurus Code: C179125
• ChEMBL ID: CHEMBL3707390
• Mol file: 10095-06-4.mol

Synonyms:2,4,6,8-tetramethyl-2,4,6,8-tetraazabicyclo-(3.3.0)-octan-3,7-dione;Adaptol;mebicar;mebikar

Chemical Property of Mebicar

Chemical Property:

• Vapor Pressure: 1.96E-05mmHg at 25°C
• Refractive Index: 1.534
• Boiling Point: 362.2 °C at 760 mmHg
• Flash Point: 171.9 °C
• PSA: 47.10000
• Density: 1.237 g/cm³
• LogP: -0.61540
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 198.11167570
• Heavy Atom Count: 14
• Complexity: 252

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetrahydro-1,3,4,6-tetramethylimidazo(4,5-d)imidazole-2,5(1H,3H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2C(N(C1=O)C)N(C(=O)N2C)C

Technology Process of Mebicar

There total 5 articles about Mebicar 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: 62.0%

Glyoxal (131543-46-9,107-22-2) + N,N'-Dimethylurea (96-31-1) → mebicar (10095-06-4)

Guidance literature:

With 1-hydroxyethylene-(1,1-diphosphonic acid); In water; at 80 ℃; for 1h; Green chemistry;

DOI:10.1002/jhet.4132

Reference yield: 53.0%

4,6,8-trimethyl-2-trimethylsilyl-2,4,6,8-tetraazabicyclo[3.3.0]octane-3,7-dione + methyl iodide (74-88-4) → mebicar (10095-06-4)

Guidance literature:

With silver perchlorate; at 20 ℃; for 2h;

DOI:10.1023/A:1021789731836

Reference yield:

1,3,4-trimethyl-tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione (263403-90-3) → mebicar (10095-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / (Me₃Si)2NH / CH₂Cl₂ / 1 h / 20 °C

2: 53 percent / AgClO₄ / 2 h / 20 °C

With silver perchlorate; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane;

DOI:10.1023/A:1021789731836

upstream raw materials:

Glyoxal

1,1-Dimethylurea

methyl iodide

1,3,4-trimethyl-tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

Downstream raw materials:

(7-oxo-2,4,6,8-tetramethyl-2,4,6,8-tetraazabicyclo<3.3.0>octane)-2-(N-methyl-N-phenyliminium) trifluoromethanesulfonate

Refernces

• 1、 Bakibaev, Abdigali A.,Uhov, Artur,S. Malkov, Victor,Yu. Panshina, Svetlana. "Synthesis of glycolurils and hydantoins by reaction of urea and 1, 2-dicarbonyl compounds using etidronic acid as a “green catalyst”". . p. 4262 - 4270. Retrieved 2020/10/02.