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benzaldehyde
N,N'-dimethyl-1,2-phenylenediamine
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h; | 100% |
With acetic acid In methanol at 20℃; for 0.5h; | 86% |
With acetic acid In methanol for 0.5h; Ambient temperature; | 65% |
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol for 1h; Reduction; | 90% |
With 1-Benzyl-1,4-dihydronicotinamide In water; isopropyl alcohol at 25℃; pH=6; Equilibrium constant; Reduction; |
N,N’-dimethyl-2-phenyl-benzo[d]imidazolium iodide
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With methanol; sodium tetrahydroborate at 20℃; for 1h; Inert atmosphere; | 89% |
With methanol; sodium tetrahydroborate at 0 - 20℃; Inert atmosphere; | 77% |
With sodium tetrahydroborate In methanol at 20℃; for 0.5h; | 70% |
1,3-dimethylbenzimidazolium Iodide
phenylmagnesium bromide
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
In tetrahydrofuran for 11h; Heating; | 77% |
N-methyl-2-(N-methyl-hydrazino)-aniline
benzaldehyde
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With acetic acid |
N-methyl-2-(N-methyl-hydrazino)-aniline
benzaldehyde
acetic acid
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
methyl iodide
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
Stage #1: 2-phenyl-2,3-dihydro-1H-benzoimidazole; methyl iodide With sodium hydroxide In methanol at 110℃; Stage #2: With sodium tetrahydroborate In methanol for 1h; Further stages.; |
N,N’-dimethyl-N,N’-di(p-toluenesulfonyl)-o-phenylenediamine
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2O; H2SO4 / 4 h / 85 °C View Scheme | |
Multi-step reaction with 2 steps 1: conc. sulphuric acid / 4 h / Heating 2: 65 percent / glacial acetic acid / methanol / 0.5 h / Ambient temperature; other aromatic aldehydes View Scheme | |
Multi-step reaction with 2 steps 1: sulfuric acid / 4 h / 85 °C 2: dichloromethane / 12 h / 0 - 20 °C / Molecular sieve; Inert atmosphere View Scheme |
1,2-bis-(p-methylphenylsulfonamido)-benzene
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 4 N aq. sodium hydroxide / 0.33 h / Heating 2: conc. sulphuric acid / 4 h / Heating 3: 65 percent / glacial acetic acid / methanol / 0.5 h / Ambient temperature; other aromatic aldehydes View Scheme |
2-phenyl-1H-benzoimidazole
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium hydroxide / acetone / 12 h / 50 °C / Heating 2: ethyl acetate / 12 h / 80 °C / Reflux 3: sodium tetrahydroborate / methanol / 0.5 h / 20 °C View Scheme |
2-phenyl-1H-benzoimidazole
methyl iodide
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
Stage #1: 2-phenyl-1H-benzoimidazole; methyl iodide With sodium hydroxide In methanol at 110℃; for 24h; Inert atmosphere; Sealed tube; Stage #2: With sodium tetrahydroborate In methanol for 1h; Inert atmosphere; |
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With nitrosonium perchlorate In acetonitrile for 0.25h; | 86% |
With iron(III) perchlorate In acetonitrile | 81% |
With 1-benzyl-3-carbamoylpyridinium ion In water; isopropyl alcohol at 25℃; pH=6; Equilibrium constant; Kinetics; Further Variations:; Reagents; Oxidation; |
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
N-methyl-N-benzamide
Conditions | Yield |
---|---|
With oxygen In Petroleum ether for 96h; Mechanism; Ambient temperature; other 1,3-dialkyl-2-arylbenzimidazolines, other solvents, or heating without solvent at different temperatures; | 65% |
With oxygen In Petroleum ether for 96h; Ambient temperature; | 65% |
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With copper(II) bis(tetrafluoroborate) In acetonitrile for 0.0166667h; | 43% |
With bis[p-(methyl(2,2,2-trifluoroethyl)amino)]benzhydrylium tetrafluoroborate In acetonitrile at 20℃; Kinetics; Reagent/catalyst; Inert atmosphere; |
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
diphenyldisulfane
A
1-methyl-2-phenylbenzimidazole
B
methyl-phenyl-thioether
C
thiophenol
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole In tetrahydrofuran at 61℃; for 10h; Mechanism; Product distribution; also in benzene; | A 6 % Chromat. B 6.4 % Chromat. C 69 % Chromat. D n/a |
Conditions | Yield |
---|---|
With 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole In tetrahydrofuran at 61℃; |
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With 1,3,5-trinitrobenzene In acetonitrile at 25℃; Rate constant; |
Conditions | Yield |
---|---|
palladium In acetonitrile at 20℃; for 2h; | |
palladium diacetate In [D3]acetonitrile at 70℃; for 0.5h; Product distribution / selectivity; Nuclear magnetic resonance (NMR) tube; |
Conditions | Yield |
---|---|
palladium In acetonitrile at 20℃; for 2h; |
10-methylacridinium cation
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
A
9,10-dihydro-10-methylacridine
B
1,3-dimethyl-2-phenyl-benzoimidazolium
Conditions | Yield |
---|---|
In acetonitrile at 24.84℃; Kinetics; Activation energy; |
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
carbon dioxide
A
carbon monoxide
B
hydrogen
Conditions | Yield |
---|---|
With bis(2,9-dimethyl-1,10-phenanthroline)dithiocyanato iron(II); bis[2,9-bis{4-(diphenylphosphanyl)butyl}-4,7-diphenyl-1,10-phenanthroline copper(I)] bis-hexafluorophosphate In acetonitrile at 25℃; for 5h; Reagent/catalyst; Time; UV-irradiation; |
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
carbon dioxide
A
hydrogen
B
[13C]Carbon monoxide
Conditions | Yield |
---|---|
With bis(2,9-dimethyl-1,10-phenanthroline)dithiocyanato iron(II); bis[2,9-bis{4-(diphenylphosphanyl)butyl}-4,7-diphenyl-1,10-phenanthroline copper(I)] bis-hexafluorophosphate In acetonitrile at 25℃; under 705 Torr; for 5h; Reagent/catalyst; Time; UV-irradiation; |
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
In dimethylsulfoxide-d6; dichloromethane at 60℃; for 2h; |
1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole
A
3-Methyl-2-phenyl-2,3-dihydrobenzothiazoline
Conditions | Yield |
---|---|
In dimethylsulfoxide-d6; dichloromethane at 60℃; for 2h; |
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