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inquiryBenzenamine,4-(1H-benzimidazol-2-yl)- Application:Organic Chemicals
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inquiryConditions | Yield |
---|---|
With hydrogenchloride; iron In ethanol; water Reflux; | 95% |
With zinc; hydrazinium monoformate In methanol at 20℃; for 44h; | 90% |
With water at 20℃; Inert atmosphere; chemoselective reaction; | 89% |
o-phenylenediamine dihydrochloride
4-amino-benzoic acid
4-(1H-benzimidazol-2-yl)aniline
Conditions | Yield |
---|---|
With PPA for 0.0833333h; microwave irradiation; | 94.8% |
Conditions | Yield |
---|---|
for 0.133333h; microwave irradiation; | 94.23% |
With bis(acetylacetonate)oxidovanadium(IV) for 0.0666667h; Microwave irradiation; Neat (no solvent); | 85% |
With polyphosphoric acid at 200℃; for 5h; | 82% |
Conditions | Yield |
---|---|
With WOx/ZrO2 In 1,4-dioxane at 100℃; for 5h; | 92% |
With sodium metabisulfite In ethanol; water at 74℃; for 0.021h; Wavelength; Microwave irradiation; Sealed tube; Green chemistry; | 87% |
4-aminobenzaldehyde
2-amino-1-benzylamine
4-(1H-benzimidazol-2-yl)aniline
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; iodine In dichloromethane at 20℃; for 1h; chemoselective reaction; | 80% |
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
2-bromo-1H-1,3-benzodiazole
4-(1H-benzimidazol-2-yl)aniline
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In N,N-dimethyl-formamide at 70℃; for 16h; Suzuki-Miyaura Coupling; Inert atmosphere; | 70% |
Conditions | Yield |
---|---|
With iodine; dimethyl sulfoxide; sodium sulfate at 120℃; for 12h; | 30% |
4-nitrobenzyl chloride
1,2-diamino-benzene
A
4-(1H-benzimidazol-2-yl)aniline
B
2-(4-nitrophenyl)benzimidazole
Conditions | Yield |
---|---|
With C19H35Cl2CoN2P; sodium triethylborohydride In toluene at 150℃; for 24h; Molecular sieve; Schlenk technique; | A n/a B 28% |
4-nitro-N-(2-nitrophenyl)benzamide
4-(1H-benzimidazol-2-yl)aniline
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride | |
With hydrogenchloride; tin |
2',3-diaminobenzanilide
A
4-(1H-benzimidazol-2-yl)aniline
B
3-(1H-benz[d]imidazol-2-yl)aniline
C
1,2-diamino-benzene
Conditions | Yield |
---|---|
With sulfuric acid In water at 90℃; Rate constant; effective rate constants in hydrolysis reaction and total rate constants for reactions of hydrolysis and cyclodehydration; further temperatures; |
dinaline
4-(1H-benzimidazol-2-yl)aniline
Conditions | Yield |
---|---|
In sulfuric acid at 90℃; Rate constant; |
dinaline
A
4-(1H-benzimidazol-2-yl)aniline
B
4-amino-benzoic acid
C
1,2-diamino-benzene
Conditions | Yield |
---|---|
With sulfuric acid In water at 90℃; Rate constant; effective rate constants in hydrolysis reaction and total rate constants for reactions of hydrolysis and cyclodehydration; further temperatures; |
hydrogenchloride
4-nitro-N-(2-nitrophenyl)benzamide
4-(1H-benzimidazol-2-yl)aniline
hydrogenchloride
4-nitro-N-(2-nitrophenyl)benzamide
4-(1H-benzimidazol-2-yl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 58.8 percent / dimethylformamide; nitrobenzene / 24 h / 150 °C 2: 45.8 percent / NaBH4, CuCl / methanol / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1: copper (II)-acetate; aqueous methanol / Behandeln des Reaktionsprodukts in wss. HCl mit H2S 2: Raney nickel / Hydrogenation View Scheme | |
Multi-step reaction with 2 steps 1: copper (II)-acetate; aqueous methanol / Behandeln des Reaktionsprodukts in wss. HCl mit H2S 2: 4>2S View Scheme | |
Multi-step reaction with 2 steps 1: ammonium acetate / N,N-dimethyl-formamide / 8 h / 70 °C 2: hydrazine hydrate / ethanol / 8 h / 80 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 58.8 percent / dimethylformamide; nitrobenzene / 24 h / 150 °C 2: 45.8 percent / NaBH4, CuCl / methanol / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 89 percent / CuI / Pd(OAc)2 / dimethylformamide / 96 h / 140 °C 2: 90 percent / hydrazinium monoformate; zinc dust / methanol / 44 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 89 percent / CuI / Pd(OAc)2 / dimethylformamide / 96 h / 140 °C 2: 90 percent / hydrazinium monoformate; zinc dust / methanol / 44 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: tin dichloride; crude hydrochloric acid View Scheme | |
Multi-step reaction with 3 steps 1: pyridine; dmap / 0.25 h / 60 °C / Microwave irradiation; Inert atmosphere 2: toluene-4-sulfonic acid / para-xylene / 18 h / 140 °C / Inert atmosphere 3: tin(II) chloride dihdyrate / ethanol / 0.5 h / Reflux; Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1.1: pyridine / Reflux 1.2: Reflux 2.1: iron; hydrogenchloride / ethanol; water / Reflux View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: tin dichloride; crude hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper (II)-acetate; aqueous methanol / Behandeln des Reaktionsprodukts in wss. HCl mit H2S 2: Raney nickel / Hydrogenation View Scheme | |
Multi-step reaction with 2 steps 1: copper (II)-acetate; aqueous methanol / Behandeln des Reaktionsprodukts in wss. HCl mit H2S 2: 4>2S View Scheme | |
Multi-step reaction with 3 steps 1: pyridine; dmap / 0.25 h / 60 °C / Microwave irradiation; Inert atmosphere 2: toluene-4-sulfonic acid / para-xylene / 18 h / 140 °C / Inert atmosphere 3: tin(II) chloride dihdyrate / ethanol / 0.5 h / Reflux; Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: ammonium acetate / N,N-dimethyl-formamide / 8 h / 70 °C 2: hydrazine hydrate / ethanol / 8 h / 80 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: pyridine / Reflux 1.2: Reflux 2.1: iron; hydrogenchloride / ethanol; water / Reflux View Scheme |
4-nitro-N-[2-[(4-nitrobenzoyl)amino]phenyl]benzamide
4-(1H-benzimidazol-2-yl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / para-xylene / 18 h / 140 °C / Inert atmosphere 2: tin(II) chloride dihdyrate / ethanol / 0.5 h / Reflux; Inert atmosphere View Scheme |
4-(1H-benzimidazol-2-yl)aniline
Conditions | Yield |
---|---|
With ammonia; nickel dichloride In ethanol; water for 6h; Reflux; |
Conditions | Yield |
---|---|
Stage #1: 4-nitrobenzaldehdye; 1,2-diamino-benzene In methanol at 80℃; for 5h; Sonication; Stage #2: With hydrogen In methanol at 25℃; under 1500.15 Torr; for 8h; Reagent/catalyst; |
4-(1H-benzimidazol-2-yl)aniline
acetic anhydride
N-(4-(1H-benzo[d]imidazol-2-yl)phenyl)ethanamide
Conditions | Yield |
---|---|
In benzene for 4h; Heating; | 95% |
4-(1H-benzimidazol-2-yl)aniline
diethyl 2-ethoxymethylenemalonate
Diethyl <4-(2-benzimidazolyl)phenyl>aminomethylenemalonate
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide 1) 30 min, ice cooling 2) 16h, r.t.; | 93% |
Conditions | Yield |
---|---|
With pyridine at -40℃; | 92% |
With sodium hydrogencarbonate In diethyl ether at 20℃; |
4-(1H-benzimidazol-2-yl)aniline
benzyl-(4,6-dichloro-[1,3,5]triazin-2-yl)amine
Conditions | Yield |
---|---|
Stage #1: benzyl-(4,6-dichloro-[1,3,5]triazin-2-yl)amine With potassium carbonate In tetrahydrofuran at 20℃; for 0.0833333h; Stage #2: 4-(1H-benzimidazol-2-yl)aniline In tetrahydrofuran at 70 - 80℃; for 24h; | 92% |
Conditions | Yield |
---|---|
In toluene for 6h; Reflux; | 91% |
Conditions | Yield |
---|---|
With piperidine In ethanol Heating; | 89% |
Conditions | Yield |
---|---|
In ethanol for 6h; Reflux; | 89% |
With piperidine In ethanol Heating; | 79% |
4-(1H-benzimidazol-2-yl)aniline
4,6-dichloro-N-(4-methoxyphenyl)-1,3,5-triazin-2-amine
Conditions | Yield |
---|---|
Stage #1: 4,6-dichloro-N-(4-methoxyphenyl)-1,3,5-triazin-2-amine With potassium carbonate In tetrahydrofuran at 20℃; for 0.0833333h; Stage #2: 4-(1H-benzimidazol-2-yl)aniline In tetrahydrofuran at 70 - 80℃; for 24h; | 89% |
4-(1H-benzimidazol-2-yl)aniline
3,5-dinitrobenoyl chloride
N-(4-(1H-benzo[d]imidazole-2-yl)phenyl)-3,5-dinitrobenzamide
Conditions | Yield |
---|---|
With pyridine at -40℃; | 89% |
4-(1H-benzimidazol-2-yl)aniline
water
1-(1H-benzo[d]imidazol-2-yl)-2-phenylethanamine
Conditions | Yield |
---|---|
Stage #1: copper(ll) sulfate pentahydrate; 4-(1H-benzimidazol-2-yl)aniline; water In ethanol; water at 20℃; Stage #2: 1-(1H-benzo[d]imidazol-2-yl)-2-phenylethanamine In ethanol at 100℃; for 17h; | 89% |
2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid (4-formyl-phenyl)-amide
4-(1H-benzimidazol-2-yl)aniline
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In DMF (N,N-dimethyl-formamide) at 20℃; for 60h; | 88% |
Conditions | Yield |
---|---|
Stage #1: 4-(1H-benzimidazol-2-yl)aniline With hydrogenchloride; sodium nitrite In water at 0℃; Stage #2: acetylacetone In water; acetone at 5 - 10℃; Stage #3: at 20℃; pH=6.5; | 88% |
Conditions | Yield |
---|---|
With pyridine at -40℃; | 87% |
Conditions | Yield |
---|---|
With piperidine In ethanol Heating; | 86% |
Conditions | Yield |
---|---|
Stage #1: 4-(1H-benzimidazol-2-yl)aniline With hydrogenchloride; sodium nitrite In water at 0℃; Stage #2: diethyl malonate In ethanol at 5 - 10℃; Stage #3: at 20℃; pH=6.5; | 86% |
Conditions | Yield |
---|---|
With piperidine In ethanol Heating; | 85% |
Conditions | Yield |
---|---|
In ethanol for 3h; Reflux; | 85% |
In ethanol Reflux; | 85% |
Conditions | Yield |
---|---|
Stage #1: 2-phenylamino-4,6-dichloro-s-triazine With potassium carbonate In tetrahydrofuran at 20℃; for 0.0833333h; Stage #2: 4-(1H-benzimidazol-2-yl)aniline In tetrahydrofuran at 70 - 80℃; for 24h; | 85% |
Conditions | Yield |
---|---|
With pyridine at -40℃; | 85% |
4-(1H-benzimidazol-2-yl)aniline
1-(1H-benzo[d]imidazol-2-yl)-2-phenylethanamine
Conditions | Yield |
---|---|
Stage #1: 4-(1H-benzimidazol-2-yl)aniline; tin(ll) chloride In ethanol; water at 20℃; for 0.5h; Stage #2: 1-(1H-benzo[d]imidazol-2-yl)-2-phenylethanamine In ethanol; water at 100℃; for 14h; | 85% |
4-(1H-benzimidazol-2-yl)aniline
chloroacetyl chloride
2-(p-chloroacetylaminophenyl)benzimidazole
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide | 84% |
In benzene for 3h; Heating; | 60% |
With triethylamine In benzene Cooling with ice; Inert atmosphere; Reflux; | |
In benzene for 0.5h; Reflux; |
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at 20℃; for 24h; | 84% |
4-(1H-benzimidazol-2-yl)aniline
(4,6-dichloro-[1,3,5]triazin-2-yl)-(4-fluorophenyl)-amine
Conditions | Yield |
---|---|
Stage #1: (4,6-dichloro-[1,3,5]triazin-2-yl)-(4-fluorophenyl)-amine With potassium carbonate In tetrahydrofuran at 20℃; for 0.0833333h; Stage #2: 4-(1H-benzimidazol-2-yl)aniline In tetrahydrofuran at 70 - 80℃; for 24h; | 83% |
With potassium carbonate In tetrahydrofuran at 20℃; for 24h; | 82% |
Conditions | Yield |
---|---|
With piperidine In ethanol Heating; | 82% |
Conditions | Yield |
---|---|
With acetic acid for 10h; Reflux; | 82% |
Conditions | Yield |
---|---|
With triethylamine In acetone at 20℃; | 82% |
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