• Name

  mebikar

• EINECS
• CAS No. 10095-06-4
• Article Data8
• CAS DataBase
• Density 1.237 g/cm³
• Solubility
• Melting Point
• Formula C₈H₁₄N₄O₂
• Boiling Point 362.2 °C at 760 mmHg
• Molecular Weight 198.225
• Flash Point 171.9 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Glycoluril,1,3,4,6-tetramethyl- (7CI);Tetrahydro-1,3,4,6-tetramethylimidazo[4,5-d]imidazole-2,5(1H,3H)-dione;Mebikar;2,4,6,8-Tetramethyl-2,4,6,8-tetraazobizykl(3,3,0)oktandion-3,7;2,4,6,8-Tetramethyl-2,4,6,8-tetraazobicyclo(3.3.0)octane-3,7-dione;1,3,4,6-Tetramethyl-3a,6a-dihydroimidazo[4,5-d]imidazole-2,5-dione;
• PSA 47.10000
• LogP -0.61540

Synthetic route

131543-46-9

Glyoxal

96-31-1

N,N'-Dimethylurea

10095-06-4

mebicar

Conditions

Conditions	Yield
With 1-hydroxyethylene-(1,1-diphosphonic acid) In water at 80℃; for 1h; Green chemistry;	62%
With 1-hydroxyethylene-(1,1-diphosphonic acid) In water at 80℃; for 2h; Green chemistry;	62%

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

74-88-4

methyl iodide

10095-06-4

mebicar

Conditions

Conditions	Yield
With silver perchlorate at 20℃; for 2h;	53%

131543-46-9

Glyoxal

598-94-7

1,1-Dimethylurea

10095-06-4

mebicar

Conditions

Conditions	Yield
With hydrogenchloride; water

263403-90-3

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

10095-06-4

mebicar

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 93 percent / (Me3Si)2NH / CH2Cl2 / 1 h / 20 °C 2: 53 percent / AgClO4 / 2 h / 20 °C View Scheme

10095-06-4

mebicar

3,7-dihydroxy-2,4,6,8-tetramethyl-2,4,6,8-tetraazabicyclo<3.3.0>octane-3,7-diylium bis(trifluoromethanesulfonate)

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane at 70℃; for 1h;	97%

europium(III) nitrate hexahydrate

10095-06-4

mebicar

[Eu(2,4,6,8-tetramethyl-2,4,6,8-tetraazabicyclo(3.3.0)octane-3,7-dione)(H2O)2(nitrate)3]2

Conditions

Conditions	Yield
In acetone Sealed tube;	89%

gadolinium(III) nitrate hexahydrate

10095-06-4

mebicar

C16H32Gd2N14O24*(x)H2O

Conditions

Conditions	Yield
In acetone	84%

samarium(III) nitrate hexahydrate

10095-06-4

mebicar

[Sm(2,4,6,8-tetramethyl-2,4,6,8-tetraazabicyclo(3.3.0)octane-3,7-dione)(H2O)2(NO3)3]2

Conditions

Conditions	Yield
In acetone for 0.0833333 - 0.166667h;	83%

10095-06-4

mebicar

2,5-dichloro-1,3,4,6-tetramethyl-3,3a,6,6a-tetrahydroimidazo[4,5-d]imidazol-1,4-diylium dichloride

Conditions

Conditions	Yield
With phosgene In dichloromethane at 50 - 60℃; for 2h;	67%

10095-06-4

mebicar

101074-07-1

bis(7-oxo-2,4,6,8-tetramethyl-2,4,6,8-tetraazabicyclo<3.3.0>octane-3-ylium) ether bis(trifluoromethanesulfonate)

Conditions

Conditions	Yield
With trifluoromethylsulfonic anhydride In chloroform for 1h; Heating;	59%

10095-06-4

mebicar

7697-37-2

nitric acid

1-nitro-3.4.6-trimethyl-acetylenediurein

1-nitro-3.4.6-trimethyl-acetylenediurein

10095-06-4

mebicar

101074-20-8

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 59 percent / triflic anhydride / CHCl3 / 1 h / Heating 2: 62 percent / acetonitrile / 1 h View Scheme

10095-06-4

mebicar

nickel(II) nitrate

Ni(2+)*C8H14N4O2*4H2O*2NO3(1-)=[Ni(C8H14N4O2)(H2O)4](NO3)2

Conditions

Conditions	Yield
In water molar ratio Ni:ligand=1:2, satd. solns.; filtration, crystn. (several d), filtration, washing (H2O), drying (in air); elem. anal.;

10095-06-4

mebicar

cobalt(II) bromide

Co(C8H14N4O2)2(H2O)2Br2*2H2O

Conditions

Conditions	Yield
In water molar ratio Co:ligand=1:2, satd. solns.; filtration, crystn. (several d), filtration, washing (H2O), drying (in air); elem. anal.;

10095-06-4

mebicar

7789-45-9

copper(ll) bromide

Cu2(C8H14N4O2)3Br4*2H2O

Conditions

Conditions	Yield
In water molar ratio Cu:ligand=1:4, satd. solns.; filtration, crystn. (several d), filtration, washing (H2O), drying (in air); elem. anal.;

10095-06-4

mebicar

nickel dibromide

105082-84-6

Ni(C8H14N4O2)2(H2O)2Br2

Conditions

Conditions	Yield
In water molar ratio Ni:ligand=1:2, satd. solns.; filtration, crystn. (several d), filtration, washing (H2O), drying (in air); elem. anal.;

10095-06-4

mebicar

Ni(2+)*2C8H14N4O2*2Br(1-)=Ni(C8H14N4O2)2Br2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water 2: neat (no solvent) View Scheme

10095-06-4

mebicar

Co(2+)*2C8H14N4O2*2Br(1-)=Co(C8H14N4O2)2Br2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water 2: neat (no solvent) View Scheme

10095-06-4

mebicar

2,2,5,5-tetrafluoro-1,3,4,6-tetramethyloxyhydroimidazo[4,5-d]imidazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: phosgene / dichloromethane / 2 h / 50 - 60 °C 2: Carbonyl fluoride / acetonitrile / 25 °C / Inert atmosphere View Scheme

10095-06-4

mebicar

N,N'-{1,3,4,6-tetramethyltetrahydroimidazo-[4,5-d]imidazole-2,5(1H,3H)-diylidene}bis(N-ethylethanoaminium)dichloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: phosgene / dichloromethane / 2 h / 50 - 60 °C 2: dichloromethane / 3 h / 20 °C View Scheme

10095-06-4

mebicar

N,N'-{1,3,4,6-tetramethyltetrahydroimidazo-[4,5-d]imidazole-2,5(1H,3H)-diylidene}bis(N-methylmethanoaminium)dichloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: phosgene / dichloromethane / 2 h / 50 - 60 °C 2: dichloromethane / 3 h / 20 °C View Scheme

Mebicar Specification