Conditions | Yield |
---|---|
H-Y zeolite at 299.9℃; | 92.5% |
zeolite HNaY at 300 - 400℃; | 83% |
Glyoxal
acetaldehyde
methylamine
A
1-methyl-1H-imidazole
B
1,2-dimethyl-1H-imidazole
C
2-methylimidazole
Conditions | Yield |
---|---|
With ammonium hydroxide In water at 25 - 70℃; under 225023 Torr; Pressure; Temperature; | A 6.27% B 85.1% C 6.59% |
2-methylimidazole
carbonic acid dimethyl ester
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate at 100℃; for 8h; | 85% |
With 18-crown-6 ether; potassium carbonate at 100℃; for 10h; | 85% |
In N,N-dimethyl-formamide at 120 - 145℃; Solvent; Temperature; | 85% |
Conditions | Yield |
---|---|
With potassium hydroxide In 1,2-dimethoxyethane at 8℃; for 0.5h; | 83% |
at 30℃; for 8h; | 70% |
acetic acid methyl ester
ethylenediamine
A
lysidine
B
1,2-dimethyl-1H-imidazole
C
2-methylimidazole
Conditions | Yield |
---|---|
Pt/Al2O3 at 400℃; under 760 Torr; | A 6.6% B 15.2% C 61.1% |
Pt/Al2O3 at 360℃; under 760 Torr; | A 15.5% B 9% C 58.5% |
Pt/Al2O3 at 360℃; under 760 Torr; Product distribution; var. temp.; |
5-bromo-1,2-dimethyl-1H-imidazole
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With ammonia; sodium In tert-butyl alcohol for 0.0833333h; Mechanism; Heating; other reagent and solvent; | 48% |
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene for 48h; Heating; Irradiation; or Na/NH3, tBuOH, reflux; | 50 % Spectr. |
1,2-dimethyl-5-iodoimidazole
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With ammonia; sodium In tert-butyl alcohol for 0.0833333h; Mechanism; Heating; other reagent and solvent; | 15% |
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene Heating; Irradiation; or Na/NH3, tBuOH, reflux; | 53 % Spectr. |
4-chloro-1,2-dimethyl-1H-imidazole
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With diethyl ether; sodium |
2-chloromethyl-1-methylimidazole
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With acetic acid; zinc |
5-chloro-2-chloromethyl-1-methyl-1H-imidazole
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With potassium hydroxide; palladium on activated charcoal; hydrazine | |
With potassium hydroxide; Pd-BaSO4; hydrazine |
2-methylimidazole
methyl iodide
A
1,2-dimethyl-1H-imidazole
B
1,2,3-trimethylimidazolium iodide
Conditions | Yield |
---|---|
With diethyl ether |
1,5-dimethyl-1H-pyrazole
A
1,4-dimethylimidazole
B
1,2-dimethylimidazole
C
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
In acetonitrile Mechanism; Product distribution; Irradiation; other substrate, other temperatures and irradiation times; |
acetic acid
ethylenediamine
A
lysidine
B
1,2-dimethyl-1H-imidazole
C
2-methylimidazole
D
N,N'-diacetylethylenediamine
E
1-ethyl-2-methyl-4,5-dihydro-1H-imidazole
Conditions | Yield |
---|---|
With hydrogen; Pt/Al AP-64K catalyst at 280℃; Product distribution; var. temp. and molar ratio of ragents; |
Conditions | Yield |
---|---|
In water at 37℃; Rate constant; ionic strength=1.75 NaCl; in the absence and presence of Mg(2+), Ca(2+); |
1-methyl-2-((trimethylsilyl)methyl)-1H-imidazole
A
1,2-dimethyl-1H-imidazole
B
Trimethylsilanol
Conditions | Yield |
---|---|
With water at 25℃; Rate constant; pH=12.5; |
methanol
2-methylimidazole
A
1,2-dimethyl-1H-imidazole
B
1,2,4,5-tetramethylimidazole
C
1,2,4-trimethylimidazole
Conditions | Yield |
---|---|
γ-Al2O3 at 350 - 400℃; Product distribution; other catalysts, var. temp., other alkohols; |
1,3-dimethyl-1H-pyrazole
A
1,4-dimethylimidazole
B
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
In acetonitrile for 0.25h; Rearrangement; Photolysis; |
1,5-dimethyl-1H-pyrazole
A
1,2-dimethylimidazole
B
1,2-dimethyl-1H-imidazole
C
(E)-3-methyl-3-(N-methylamino)propenenitrile
Conditions | Yield |
---|---|
In acetonitrile for 1h; Rearrangement; ring cleavage; Photolysis; Further byproducts given; |
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With phosphorus; hydrogen iodide at 155 - 170℃; |
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With phosphorus; hydrogen iodide at 155 - 170℃; |
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With phosphorus; hydrogen iodide at 155 - 170℃; |
1-methyl-2-hydroxymethylimidazole
hydrogen iodide
1,2-dimethyl-1H-imidazole
(5-chloro-1-methyl-1H-imidazol-2-yl)methanol
hydrogen iodide
1,2-dimethyl-1H-imidazole
(5-bromo-1-methyl-1H-imidazol-2-yl)methanol
hydrogen iodide
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
at 160℃; |
4-chloro-1,2-dimethyl-1H-imidazole
1,2-dimethyl-1H-imidazole
A
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
In not given Kinetics; dissociation of Fe(TPP)(1,2-Me2Im)2Cl, 25 °C; not isolated; detection by dynamic NMR; |
A
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
In not given Kinetics; dissociation of Fe(TMP)(1,2-Me2Im)2Cl, 25 °C; not isolated; detection by satn. transfer method; |
A
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
In benzene-d6 |
1,2-dimethyl-1H-imidazole
MeN(CHO)COMe
Conditions | Yield |
---|---|
With ozone In methanol at -78℃; Mechanism; other 1-substituted imidazoles; | 100% |
With ozone In methanol at -78℃; | 100% |
1,2-dimethyl-1H-imidazole
5-deuterio-1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With n-butyllithium; water-d2 In diethyl ether; hexane for 0.333333h; Ambient temperature; | 100% |
Multi-step reaction with 2 steps 1.1: N-Bromosuccinimide; potassium carbonate / ethyl acetate / 1.5 h / 20 °C 2.1: n-butyllithium / tetrahydrofuran / 0.75 h / -100 - -80 °C / Inert atmosphere 2.2: -80 - 20 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
With C27H22N4O2Pd; potassium acetate In N,N-dimethyl acetamide at 140℃; for 18h; Catalytic behavior; Schlenk technique; Inert atmosphere; | 100% |
With palladium diacetate; potassium carbonate; tricyclohexylphosphine; Trimethylacetic acid In N,N-dimethyl-formamide at 180℃; for 0.5h; Inert atmosphere; Microwave irradiation; | 85% |
With C24H22ClN3OPdSe; potassium carbonate; Trimethylacetic acid In dimethyl amine at 110℃; for 10h; Reagent/catalyst; regioselective reaction; | 84% |
1,2-dimethyl-1H-imidazole
3-(4-bromomethyl-phenyl)thiophene
Conditions | Yield |
---|---|
In toluene for 3h; Heating; | 100% |
Conditions | Yield |
---|---|
at 140℃; for 0.666667h; | 100% |
In neat (no solvent) at 60℃; for 24h; Inert atmosphere; | 100% |
at 90℃; for 48h; | 88% |
1,2-dimethyl-1H-imidazole
1,4-butane sultone
1,2-dimethyl-3-(4-sulfonatobutyl)-1H-imidazol-3-ium
Conditions | Yield |
---|---|
at 40℃; for 10h; | 100% |
In ethanol at 20℃; for 48h; | 95% |
In ethanol at 25℃; for 48h; | 95% |
1,2-dimethyl-1H-imidazole
para-bromoacetophenone
1-(4-(1,2-dimethyl-1H-imidazol-5-yl)phenyl)ethan-1-one
Conditions | Yield |
---|---|
With C27H22N4O2Pd; potassium acetate In N,N-dimethyl acetamide at 140℃; for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere; | 100% |
With C24H22ClN3OPdSe; potassium carbonate; Trimethylacetic acid In dimethyl amine at 110℃; for 10h; Reagent/catalyst; regioselective reaction; | 97% |
With C28H24FN2O3PPd; potassium acetate In dimethyl amine at 140℃; for 18h; Catalytic behavior; Reagent/catalyst; | 96% |
1,2-dimethyl-1H-imidazole
1-dodecylbromide
1-dodecyl-2,3-dimethylimidazol-1-ium bromide
Conditions | Yield |
---|---|
In neat (no solvent) at 60℃; for 24h; Inert atmosphere; | 100% |
at 20℃; Inert atmosphere; | 90% |
at 140℃; for 0.133333h; Microwave irradiation; Neat (no solvent); |
(S)-benzyl 1-bromo-2-propyl ether
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
In toluene Reflux; | 100% |
Conditions | Yield |
---|---|
In chloroform for 48h; Reflux; | 100% |
1,2-dimethyl-1H-imidazole
[PdPh(μ-O2CMe)(PPh3)]2
Conditions | Yield |
---|---|
In benzene at 20℃; | 100% |
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; for 2h; Menshutkin Reaction; | 100% |
1,2-dimethyl-1H-imidazole
Methyl formate
1,2,3-trimethylimidazolium formate
Conditions | Yield |
---|---|
In methanol at 140℃; under 22502.3 Torr; for 18h; | 99% |
1,2-dimethyl-1H-imidazole
(1R,2S,5R)-1-(chloromethoxy)-2-isopropyl-5-methylcyclohexane
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 0.5h; Menschutkin reaction; | 99% |
1,2-dimethyl-1H-imidazole
(tetrakis(3,5-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzyl) 4,4',4'', 4'''-[[10-(2-[phenylethynyl]phenyl)porphyrin-5,15-diyl]bis[benzene-2,1,3-triylbis(oxy)]]tetrabutanoate(2-))iron(II)
Conditions | Yield |
---|---|
In toluene (N2); not isolated, detected by UV-vis; | 99% |
1,2-dimethyl-1H-imidazole
(tetrakis(3,5-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzyl) 4,4',4'', 4'''-[[10-(2-[[3-hydroxyphenyl]ethynyl]phenyl)porphyrin-5,15-diyl]bis[benzene-2,1,3-triylbis(oxy)]]tetrabutanoate(2-))iron(II)
(tetrakis(3,5-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzyl) 4,4',4'', 4'''-[[10-(2-[[3-hydroxphenyl]ethynyl]phenyl)porphyrin-5,15-diyl]bis[benzene-2,1,3-triylbis(oxy)]]tetrabutanoate(2-))(1,2-dimethyl-1H-imidazole)iron(II)
Conditions | Yield |
---|---|
In toluene (N2); not isolated, detected by UV-vis; | 99% |
1,2-dimethyl-1H-imidazole
(tetrakis(3,5-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzyl) 4,4',4'', 4'''-[[10-(2-[[3-(hydroxymethyl)phenyl]ethynyl]phenyl)porphyrin-5,15-diyl]bis[benzene-2,1,3-triylbis(oxy)]]tetrabutanoate(2-))iron(II)
(tetrakis(3,5-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzyl) 4,4',4'', 4'''-[[10-(2-[[3-(hydroxymethyl)phenyl]ethynyl]phenyl)porphyrin-5,15-diyl]bis[benzene-2,1,3-triylbis(oxy)]]tetrabutanoate(2-))(1,2-dimethyl-1H-imidazole)iron(II)
Conditions | Yield |
---|---|
In toluene (N2); not isolated, detected by UV-vis; | 99% |
1,2-dimethyl-1H-imidazole
(tetrakis(3,5-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzyl) 4,4',4'', 4'''-[[10-(2-[[3-(aminocarbonyl)phenyl]ethynyl]phenyl)porphyrin-5,15-diyl]bis[benzene-2,1,3-triylbis(oxy)]]tetrabutanoate(2-))iron(II)
(tetrakis(3,5-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzyl) 4,4',4'', 4'''-[[10-(2-[[3-(aminocarbonyl)phenyl]ethynyl]phenyl)porphyrin-5,15-diyl]bis[benzene-2,1,3-triylbis(oxy)]]tetrabutanoate(2-))(1,2-dimethyl-1H-imidazole)iron(II)
Conditions | Yield |
---|---|
In toluene (N2); not isolated, detected by UV-vis; | 99% |
1,2-dimethyl-1H-imidazole
(tetrakis(3,5-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzyl) 4,4',4'', 4'''-[[10-(2-[[3-(aminosulfonyl)phenyl]ethynyl]phenyl)porphyrin-5,15-diyl]bis[benzene-2,1,3-triylbis(oxy)]]tetrabutanoate(2-))iron(II)
Conditions | Yield |
---|---|
In toluene (N2); not isolated, detected by UV-vis; | 99% |
1,2-dimethyl-1H-imidazole
4-bromo-benzaldehyde
4-(1,2-dimethyl-1H-imidazol-5-yl)benzaldehyde
Conditions | Yield |
---|---|
With C68H65Cl2N3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; Reagent/catalyst; regioselective reaction; | 99% |
With C40H40Cl3N3Pd; oxygen; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; under 760.051 Torr; for 12h; regioselective reaction; | 98% |
With potassium carbonate In glycerol at 130℃; for 17h; Catalytic behavior; Temperature; Reagent/catalyst; Solvent; Green chemistry; regioselective reaction; | 95% |
1,2-dimethyl-1H-imidazole
1,2-dimethylimidazolium nitrate
Conditions | Yield |
---|---|
With nitric acid In ethanol; water at 40℃; for 10h; | 99% |
Conditions | Yield |
---|---|
In chloroform at 60℃; under 14251400 Torr; for 24h; Kinetics; Pressure; Time; Menshutkin Reaction; High pressure; Autoclave; | 99% |
In isopropyl alcohol for 16h; Reflux; | 60% |
Conditions | Yield |
---|---|
With C68H65Cl2N3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; regioselective reaction; | 99% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 2h; | 99% |
Conditions | Yield |
---|---|
In chloroform at 60℃; under 14251400 Torr; for 24h; Kinetics; Pressure; Time; Menshutkin Reaction; High pressure; Autoclave; | 99% |
1,2-dimethyl-1H-imidazole
methyl iodide
1,2,3-trimethylimidazolium iodide
Conditions | Yield |
---|---|
In acetonitrile at 40℃; for 2h; Schlenk technique; Inert atmosphere; | 98% |
In diethyl ether at 20℃; for 72h; | 97% |
In diethyl ether at 20℃; | 93% |
Conditions | Yield |
---|---|
With C40H40Cl3N3Pd; oxygen; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; under 760.051 Torr; for 12h; regioselective reaction; | 98% |
With {N,N-(1,2-diphenylethane-1,2-diylidene)bis(2-benzhydryl-4,6-dimthylaniline)}dichloropalladium; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; Catalytic behavior; | 97% |
With C24H22ClN3OPdSe; potassium carbonate; Trimethylacetic acid In dimethyl amine at 110℃; for 10h; Reagent/catalyst; regioselective reaction; | 89% |
1,2-dimethyl-1H-imidazole
Conditions | Yield |
---|---|
With n-butyllithium; (1R,2S)-N-methyl-1-phenyl-2-(1-pyrrolidinyl)-1-propanamine In tetrahydrofuran; hexane at 0 - 20℃; for 64h; | 98% |
Conditions | Yield |
---|---|
at 70℃; for 2h; | 98% |
In acetonitrile at 80 - 90℃; for 24h; |
Conditions | Yield |
---|---|
In toluene at 70℃; for 81h; Reflux; | 98% |
In toluene at 70℃; for 81h; Reflux; | 98% |
at 120℃; for 24h; | 88% |
MS:
MF: C5H8N2
Density: 1.084
Mp: 29-30°C
Bp: 204°C
1,2-Dimethylimidazole Toxicity Data With Reference 1,2-Dimethylimidazole is harmful if swallowed and is irritating to skin. Besides, 1,2-Dimethylimidazole is risk of serious damage to the eyes. Avoid 1,2-Dimethylimidazole contact with skin. In case of 1,2-Dimethylimidazole contact with eyes, rinse immediately with plenty of water and seek medical advice. 1,2-Dimethylimidazole Safety Profile
WGK Germany:2
RIDADR:UN 3263 8/PG 2
HazardClass:8
HS Code:29332990
RTECS:NI4838854
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