p-aminophenylacetonitrile
p-Aminophenethylamine
Conditions | Yield |
---|---|
With hydrazine hydrate; nickel In ethanol at 50 - 55℃; | 100% |
With hydrazine hydrate; nickel In ethanol at 50 - 55℃; Product distribution; Other aminoarylalkylnitriles. Object: selective reduction of the nitrile group.; | 100% |
With methanol; cobalt(II) chloride; diborane for 0.5h; Ambient temperature; | 97.7% |
2-(p-nitrophenyl)ethylamine
p-Aminophenethylamine
Conditions | Yield |
---|---|
With hydrogen In methanol at 20℃; under 760.051 Torr; | 100% |
With 5%-palladium/activated carbon; hydrogen In ethanol under 760.051 Torr; | 91% |
With hydrogenchloride; tin | |
With palladium on activated charcoal; hydrogen | |
With palladium on activated charcoal; hydrogen |
1-nitro-4-(2-nitroethyl)benzene
p-Aminophenethylamine
Conditions | Yield |
---|---|
With samarium diiodide; water; isopropylamine In tetrahydrofuran | 86% |
4-Nitrophenylacetonitrile
p-Aminophenethylamine
Conditions | Yield |
---|---|
With sodium tetrahydroborate; (-) In ethanol at 20℃; for 156h; | 77% |
With acetic anhydride; platinum Hydrogenation.Erhitzen des Reaktionsprodukts mit wss.Salzsaeure; | |
With ethanol; nickel Hydrogenation; |
1-azido-2-(4'-nitrophenyl)ethane
p-Aminophenethylamine
Conditions | Yield |
---|---|
With hydrogenchloride; indium In tetrahydrofuran at 20℃; for 7h; | 63% |
N-benzyloxycarbonyl-4-nitrophenethylamine
A
p-Aminophenethylamine
B
N-benzyloxycarbonyl-4-aminophenethylamine
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal; ethylenediamine In tetrahydrofuran at 20℃; under 760 Torr; for 8h; Hydrogenation; | A n/a B 60% C n/a |
(p-aminophenyl)alanine
p-Aminophenethylamine
Conditions | Yield |
---|---|
With pyridoxal 5'-phosphate; aromatic L-amino acid decarboxylase In various solvent(s) at 30℃; for 48h; | 28% |
N-<2-(4-nitrophenyl)ethyl>phthalimide
p-Aminophenethylamine
Conditions | Yield |
---|---|
With sodium sulfide; water |
4-(2-(((methyl)carbonyl)amino)ethyl)aniline
p-Aminophenethylamine
Conditions | Yield |
---|---|
With hydrogenchloride |
N-<2-(4-nitrophenyl)ethyl>acetamide
p-Aminophenethylamine
Conditions | Yield |
---|---|
With hydrogenchloride; tin; ethanol nachfolgendes Eindampfen; | |
Multi-step reaction with 2 steps 1: iron; aq.-ethanolic HCl 2: aqueous HCl View Scheme | |
With iron; acetic acid Eindampfen der alkalisch gemachten Loesung; |
p-aminophenylacetonitrile
cyclohexanol
A
p-Aminophenethylamine
B
(4-amino-phenethyl)-cyclohexyl-amine
C
bis-(4-amino-phenethyl)-amine
Conditions | Yield |
---|---|
at 90℃; Hydrogenation; |
ethanol
4-Nitrophenylacetonitrile
ethyl acetate
p-Aminophenethylamine
Conditions | Yield |
---|---|
at 20℃; |
tetralin
4-Nitrophenylacetonitrile
A
p-Aminophenethylamine
B
bis-(4-amino-phenethyl)-amine
Conditions | Yield |
---|---|
at 130℃; under 20 Torr; Hydrogenation; |
p-Aminophenethylamine
Conditions | Yield |
---|---|
With hydrogenchloride; palladium Hydrogenation.Behandeln des Reaktionsprodukts mit Kaliumcarbonat in wss.Natronlauge; | |
With hydrogenchloride; amalgamated zinc Behandeln des Reaktionsprodukts mit Kaliumcarbonat in wss.Natronlauge; | |
With hydrogenchloride; tin(ll) chloride Behandeln des Reaktionsprodukts mit Kaliumcarbonat in wss.Natronlauge; |
p-aminophenylacetonitrile
tetralin
A
p-Aminophenethylamine
B
bis-(4-amino-phenethyl)-amine
Conditions | Yield |
---|---|
at 130℃; Hydrogenation; |
2-(4-nitrophenyl)ethylamine monohydrochloride
p-Aminophenethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 82 percent / Et3N / tetrahydrofuran / 17 h / 20 °C 2: H2 / Pd/C-ethylenediamine / tetrahydrofuran / 8 h / 20 °C / 760 Torr View Scheme | |
With palladium 10% on activated carbon; ammonium formate In methanol Reflux; |
methyl-N-(benzyl-methyl)-formamide
p-Aminophenethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: tin; hydrochloric acid; alcohol / nachfolgendes Eindampfen View Scheme | |
Multi-step reaction with 2 steps 1: nitric acid / 0 °C 2: tin; hydrochloric acid; alcohol / nachfolgendes Eindampfen View Scheme |
phenethylamine
p-Aminophenethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 210 - 220 °C / durch Erhitzen zuletzt auf 290grad 3: tin; hydrochloric acid; alcohol / nachfolgendes Eindampfen View Scheme | |
Multi-step reaction with 3 steps 1: 210 - 220 °C / durch Erhitzen zuletzt auf 290grad 2: nitric acid / 0 °C 3: tin; hydrochloric acid; alcohol / nachfolgendes Eindampfen View Scheme | |
Multi-step reaction with 2 steps 1: hydrogenchloride; nitric acid / water / 20 °C 2: hydrogen; 5%-palladium/activated carbon / ethanol / 760.05 Torr View Scheme | |
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid 2: palladium on activated charcoal; hydrogen View Scheme |
(4-nitrophenyl)ethyl bromide
p-Aminophenethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / 150 °C 2: sodium sulfide; water View Scheme |
1-phenyl-2-bromoethane
p-Aminophenethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Nitrierung 2: potassium carbonate / 150 °C 3: sodium sulfide; water View Scheme | |
Multi-step reaction with 3 steps 1: glacial acetic acid; acetic acid anhydride; fuming nitric acid / <0 2: potassium carbonate / 150 °C 3: sodium sulfide; water View Scheme |
2-4-aminophenylethylcarbamic acid methyl ester
p-Aminophenethylamine
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; trifluoroacetic acid at 70℃; Kinetics; Inert atmosphere; |
4-(2-aminoethyl)-N-(tert-butoxycarbonyl)phenylamine
p-Aminophenethylamine
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 24h; Concentration; | 14.1 g |
2-(4-nitrophenyl)ethanol
p-Aminophenethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: hydrogen; palladium on activated charcoal / methanol / 12 h / 40 °C / 1500.15 Torr / Autoclave 2: triethanolamine / methanol / 12 h / 70 °C / Inert atmosphere 3: triethylamine / dichloromethane / 2 h / -5 - 20 °C 4: ammonium hydroxide / N,N-dimethyl-formamide / 5 h / 100 °C / Inert atmosphere 5: trifluoroacetic acid / dichloromethane / 24 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: hydrogen; palladium on activated charcoal / methanol / 12 h / 40 °C / 1500.15 Torr / Autoclave 2: triethanolamine / methanol / 12 h / 70 °C / Inert atmosphere 3: triethylamine / dichloromethane / 2 h / 10 - 20 °C 4: ammonium hydroxide / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere 5: trifluoroacetic acid / dichloromethane / 24 h / 20 °C View Scheme |
2-(4'-aminophenyl)ethyl alcohol
p-Aminophenethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triethanolamine / methanol / 12 h / 70 °C / Inert atmosphere 2: triethylamine / dichloromethane / 2 h / -5 - 20 °C 3: ammonium hydroxide / N,N-dimethyl-formamide / 5 h / 100 °C / Inert atmosphere 4: trifluoroacetic acid / dichloromethane / 24 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: triethanolamine / methanol / 12 h / 70 °C / Inert atmosphere 2: triethylamine / dichloromethane / 2 h / 10 - 20 °C 3: ammonium hydroxide / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere 4: trifluoroacetic acid / dichloromethane / 24 h / 20 °C View Scheme |
tert-butyl N-[4-(2-hydroxyethyl)phenyl]carbamate
p-Aminophenethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 2 h / -5 - 20 °C 2: ammonium hydroxide / N,N-dimethyl-formamide / 5 h / 100 °C / Inert atmosphere 3: trifluoroacetic acid / dichloromethane / 24 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 2 h / 10 - 20 °C 2: ammonium hydroxide / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere 3: trifluoroacetic acid / dichloromethane / 24 h / 20 °C View Scheme |
p-Aminophenethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ammonium hydroxide / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 24 h / 20 °C View Scheme |
4-(2-aminoethyl)benzenamine hydrochloride salt
p-Aminophenethylamine
Conditions | Yield |
---|---|
With sodium hydroxide In water | 0.51 g |
p-Aminophenethylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 4h; | 100% |
p-Aminophenethylamine
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; | 100% |
p-Aminophenethylamine
α,α,α-trifluoro-o-diacetotoluidide
4-(2-(((methyl)carbonyl)amino)ethyl)aniline
Conditions | Yield |
---|---|
In ethanol at 0℃; | 98% |
p-Aminophenethylamine
di-tert-butyl dicarbonate
tert-butyl 4-aminophenethylcarbamate
Conditions | Yield |
---|---|
In 1,4-dioxane | 98% |
In tetrahydrofuran at 0 - 20℃; for 1h; | 98% |
With triethylamine In dichloromethane at 20 - 24℃; for 16h; Reagent/catalyst; Solvent; | 98% |
p-Aminophenethylamine
Allyl chloroformate
4-(2-aminoethyl)-N-(allylcarbonyloxy)phenylamine
Conditions | Yield |
---|---|
With acetic acid In 1,4-dioxane; water pH=4.5; regioselective reaction; | 98% |
With acetic acid In 1,4-dioxane; water at 20℃; | 69% |
p-Aminophenethylamine
1,3-diphenyl-2-propynone
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 20℃; for 5h; chemoselective reaction; | 98% |
p-Aminophenethylamine
2-(3-[N-tert-butoxycarbonylaminophenyl]amino)-4-chloro-6-cyclopentylamino-1,3,5-triazine
2-(2-[4-aminophenyl]ethylamino)-4-(3-[N-tert-butoxycarbonylaminophenyl]amino)-6-cyclopentylamino-1,3,5-triazine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20 - 60℃; for 20h; | 97% |
p-Aminophenethylamine
4-maleimidobutyric acid N-hydroxysuccinimide ester
Conditions | Yield |
---|---|
In aq. phosphate buffer; N,N-dimethyl acetamide for 2h; pH=8; | 97% |
p-Aminophenethylamine
9-benzoyl-9H-carbazole
N-(4-aminophenethyl)benzamide
Conditions | Yield |
---|---|
In tetrahydrofuran at 30℃; for 24h; chemoselective reaction; | 97% |
p-Aminophenethylamine
C15H16ClNO4
7-methoxy-8-butyloxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid 2-(4-amino-phenyl)ethylamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 16h; | 96% |
p-Aminophenethylamine
2-[4-([3-tert-butoxycarobnylaminophenyl]amino)-6-[2-[4-[4-([3-tert-butoxycarbonylaminophenyl]amino)-6-chloro[1,3,5]triazine-2-ylamino]phenyl]ethylamino][1,3,5]triazine-2-ylamino]ethanol
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane | 95% |
p-Aminophenethylamine
benzyl chloroformate
4-(2-aminoethyl)-N-(benzyloxycarbonyl)phenylamine
Conditions | Yield |
---|---|
With acetic acid In 1,4-dioxane; water at 20℃; pH=4.5; regioselective reaction; | 93% |
at 20℃; regioselective reaction; | 81% |
p-Aminophenethylamine
3,5-di-tert-butylbenzoic acid
N-[2-(4-aminophenyl)ethyl]-3,5-di-tert-butyl-benzamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 16h; | 93% |
p-Aminophenethylamine
1-iodo-3-isocyanatobenzene
1-[2-(4-aminophenyl)ethyl]-3-(3-iodophenyl)urea
Conditions | Yield |
---|---|
In dichloromethane at 20℃; Cooling with ice; | 92% |
p-Aminophenethylamine
4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid N-succinimidyl ester
Conditions | Yield |
---|---|
In aq. phosphate buffer; N,N-dimethyl acetamide for 2h; pH=8; | 92% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 120℃; for 20h; Temperature; | A 91.5% B 80.42 g |
p-Aminophenethylamine
2-(4-anilino-6-chloro-[1,3,5]triazin-2-ylamino)-ethanol
2-[2-(4-aminophenyl)ethylamino]-4-(2-hydroxyethylamino)-6-phenylamino-1,3,5-triazine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 60℃; for 20h; | 91% |
p-Aminophenethylamine
1-(phenylsulfonyl)-1H-benzo[d][1,2,3]triazole
Conditions | Yield |
---|---|
In tetrahydrofuran for 40h; Ambient temperature; | 90% |
p-Aminophenethylamine
N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine
Conditions | Yield |
---|---|
With acetic acid In 1,4-dioxane; water at 20℃; for 18h; | 90% |
p-Aminophenethylamine
(R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate
YM-208876
Conditions | Yield |
---|---|
In acetonitrile at 70℃; for 10h; | 89.7% |
p-Aminophenethylamine
1-acetoxy-4-methylbenzene
4-(2-(((methyl)carbonyl)amino)ethyl)aniline
Conditions | Yield |
---|---|
at 20℃; for 30h; | 89.7% |
at 20℃; for 30h; | 89.7% |
p-Aminophenethylamine
acrylonitrile
3-(4-aminophenethyl)aminopropionitrile
Conditions | Yield |
---|---|
With Ps-AlCl3 at 20℃; for 2h; Michael Addition; regioselective reaction; | 89% |
p-Aminophenethylamine
(R)-4-(oxiran-2-yl)-2,8-bis(trifluoromethyl)quinoline
Conditions | Yield |
---|---|
In ethanol at 130℃; for 0.5h; Microwave irradiation; | 89% |
p-Aminophenethylamine
(S)-4-(oxiran-2-yl)-2,8-bis(trifluoromethyl)quinoline
Conditions | Yield |
---|---|
In ethanol at 130℃; for 0.5h; Microwave irradiation; | 89% |
p-Aminophenethylamine
ethyl trifluoroacetate,
N-[2-(4-aminophenyl)ethyl]-2,2,2-trifluoroacetamide
Conditions | Yield |
---|---|
In chloroform at 0 - 20℃; for 16h; | 89% |
p-Aminophenethylamine
acrylic acid methyl ester
methyl 3-(4-aminophenethyl)aminopropanoate
Conditions | Yield |
---|---|
With Ps-AlCl3 at 20℃; for 2h; Michael Addition; regioselective reaction; | 88% |
p-Aminophenethylamine
5-bromo-1,3-xylene
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium (0); potassium carbonate; XPhos In tert-butyl alcohol at 100℃; for 22h; | A n/a B 87% |
p-Aminophenethylamine
Conditions | Yield |
---|---|
With sodium azide; sulfuric acid; sodium nitrite In water at 0℃; for 0.333333h; | 87% |
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