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inquiry2-Benzylaniline Basic information Product Name: 2-Benzylaniline Synonyms: o-Aminodiphenylmethane;o-Benzylaniline;o-Toluidine, alpha-phenyl-;2-(PHENYLMETHYL)BENZENAMINE;2-AMINODIPHENY
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inquiryCAS 28059-64-5 Name 2-Benzylaniline Appearance White solid Application Organic synthetic raw materials and dye intermediates Appearance: white powder
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inquiry2-nitrodiphenylmethane
2-benzylaniline
Conditions | Yield |
---|---|
With hydrazine hydrate In methanol at 20℃; for 2h; | 100% |
With hydrazine hydrate In methanol at 20℃; for 2h; | 100% |
With hydrazine hydrate In methanol for 2h; Cooling with ice; | 97.3% |
(2-aminophenyl)(phenyl)methanone
2-benzylaniline
Conditions | Yield |
---|---|
With potassium hydroxide In water at 50℃; for 4h; Reagent/catalyst; Temperature; | 99.5% |
With sodium In ethanol | 90% |
With ethoxyethoxyethanol; hydrazine hydrate; potassium hydroxide at 200℃; under 10343.2 Torr; Wolff-Kishner Reduction; Sonication; | 82% |
2-amino-3'-chlorobenzophenone
2-benzylaniline
Conditions | Yield |
---|---|
With potassium hydroxide In water at 50℃; for 4h; Temperature; | 99.5% |
2-Amino-5-chlorobenzophenone
2-benzylaniline
Conditions | Yield |
---|---|
Stage #1: 5-chloro-2-aminobenzophenone With hydrogen; triethylamine; palladium 10% on activated carbon In DMF (N,N-dimethyl-formamide) at 30 - 45℃; under 22502.3 Torr; for 3h; Stage #2: With sodium hydroxide In DMF (N,N-dimethyl-formamide); water; toluene | 94.6% |
Stage #1: 5-chloro-2-aminobenzophenone With hydrogen; triethylamine; palladium 10% on activated carbon In tetrahydrofuran at 30 - 45℃; under 22502.3 Torr; for 1h; Stage #2: With sodium hydroxide In tetrahydrofuran; water; toluene | 93.9% |
Stage #1: 5-chloro-2-aminobenzophenone With hydrogen; triethylamine; palladium 10% on activated carbon In 1-methyl-pyrrolidin-2-one at 30 - 45℃; under 22502.3 Torr; for 2h; Stage #2: With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water; toluene | 92.9% |
2-aminobenzophenone hydrazone
2-benzylaniline
Conditions | Yield |
---|---|
With potassium hydroxide In 2-methoxy-ethanol at 60℃; Reagent/catalyst; Temperature; Solvent; | 93.4% |
With potassium hydroxide In diethylene glycol |
2-benzylbenzamide
2-benzylaniline
Conditions | Yield |
---|---|
With sodium hypochlorite In water at 60℃; for 7h; Temperature; | 91.6% |
Conditions | Yield |
---|---|
With aluminium trichloride In dichloromethane Ambient temperature; | A 89% B 4% |
With aluminium trichloride In dichloromethane Ambient temperature; | A 89% B 4% |
2-nitrobenzophenone
2-benzylaniline
Conditions | Yield |
---|---|
With potassium hydroxide; Raney Ni-Al alloy In water at 90℃; for 9h; | 84.5% |
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; bis(acetylacetonate)nickel(II); triphenylphosphine In tetrahydrofuran at 60℃; for 0.5h; Inert atmosphere; | 75% |
2-azidophenyl(phenyl)methane
A
2-benzylaniline
B
o-(n-Butylamino)diphenylmethane
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 3h; | A 72% B 7% |
2-azidophenyl(phenyl)methane
A
10H-azepino<1,2-a>indole
B
2-benzylaniline
Conditions | Yield |
---|---|
In various solvent(s) Heating; | A 55% B 20% |
In various solvent(s) at 163℃; Rate constant; Kinetics; Product distribution; energy data:Ea, ΔH(excit.), and ΔS(excit.); var. temp.; | A 46.2 % Chromat. B 5.7 % Chromat. |
2-azidophenyl(phenyl)methane
A
2-benzylaniline
B
2,2'-Dibenzylazobenzene
Conditions | Yield |
---|---|
In cyclohexane for 1h; Ambient temperature; Irradiation; | A 3% B 30% |
2-azidophenyl(phenyl)methane
A
2-benzylaniline
B
2-amino-5-(trifluoromethylsulphonyloxy)-phenylphenylmethane
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; trifluoroacetic acid In dichloromethane Ambient temperature; | A 10% B 26% |
Phenyl azide
benzene
A
2-benzylaniline
B
4-Aminobiphenyl
C
diphenylamine
Conditions | Yield |
---|---|
With aluminium trichloride at 20℃; Rate constant; Mechanism; reaction via azide-AlCl3 complex; | A n/a B n/a C 19% |
N-benzyloxy benzamide
A
N-phenyl benzoyl amide
B
p-benzylaniline
C
2-benzylaniline
D
benzaldehyde
E
1,1'-(1,2-ethanediyl)bisbenzene
F
benzyl alcohol
Conditions | Yield |
---|---|
for 5h; Product distribution; Mechanism; Heating; | A 15% B n/a C n/a D 7% E 4% F 8% |
2,N-diphenylacetamide
A
(E)-1,2-diphenyl-ethene
B
N-Benzylaniline
C
phenanthrene
D
2-benzylaniline
E
1,1'-(1,2-ethanediyl)bisbenzene
F
aniline
Conditions | Yield |
---|---|
In tetrachloromethane for 15h; Product distribution; Mechanism; Ambient temperature; Irradiation; investigation of the photolysis in carbon tetrachloride in the absence photosensitizer; | A 8.05% B 6.63% C 11.85% D 3.98% E 4.74% F 14.21% |
Conditions | Yield |
---|---|
With methanol 1.) irradiation, 2.) reflux, 1 h; Yield given. Multistep reaction; | A 5% B n/a |
2-nitrodiphenylmethane
A
2-benzylaniline
B
N,N'-bis-(2-benzyl-phenyl)-hydrazine
Conditions | Yield |
---|---|
With sodium hydroxide; ethanol; zinc | |
With sodium hydroxide; ethanol; zinc |
Conditions | Yield |
---|---|
With diethyl ether |
N,N-diphenylphenylacetamide
A
9-phenylacridine
B
p-benzyldiphenylamine
C
2-benzylaniline
D
diphenylamine
Conditions | Yield |
---|---|
at 360℃; for 168h; Further byproducts given; | A 3.70 g B 2.25 g C 0.15 g D 5.3 g |
2-allylaminodiphenylmethane
A
acridine
B
acridine
C
2-benzylaniline
Conditions | Yield |
---|---|
at 750℃; under 0.001 Torr; for 0.25h; Title compound not separated from byproducts; | A 11 % Spectr. B 50 % Spectr. C 8 % Spectr. |
at 750℃; under 0.001 Torr; for 0.25h; | A 11 % Spectr. B 50 % Spectr. C 8 % Spectr. |
at 775℃; under 0.001 Torr; for 1h; Mechanism; or the 4'-methyl derivative; | A 50 % Spectr. B 11 % Spectr. C 8 % Spectr. |
N-Benzylaniline
2-benzylaniline
Conditions | Yield |
---|---|
(pyrolysis); |
(2-aminophenyl)(phenyl)methanone
2-benzylaniline
Conditions | Yield |
---|---|
at 250℃; |
hydrogenchloride
ethanol
2-nitrodiphenylmethane
2-benzylaniline
hydrogenchloride
ethanol
2-nitrodiphenylmethane
A
acridine
B
acridine
C
2-benzylaniline
2-benzylaniline
Conditions | Yield |
---|---|
With aluminium trichloride; benzene |
o-benzoylbenzamide
2-benzylaniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: alkaline aqueous sodium hypochlorite solution 2: isoamyl alcohol; sodium View Scheme |
succinic acid anhydride
2-benzylaniline
N-(α-phenyl-o-tolyl)succinimide
Conditions | Yield |
---|---|
Stage #1: succinic acid anhydride; 2-benzylaniline In xylene Heating; Stage #2: With acetyl chloride In xylene Heating; | 99% |
Conditions | Yield |
---|---|
With acetic acid for 48h; Reflux; | 99% |
2-benzylaniline
C13H11(2)H2N
Conditions | Yield |
---|---|
With hydrogen; water-d2; palladium on activated charcoal at 20℃; for 72h; | 98% |
monomethyl oxalyl chloride
2-benzylaniline
N-(2-benzylphenyl)oxalamic acid methyl ester
Conditions | Yield |
---|---|
In 1,4-dioxane at 50℃; for 2h; Acylation; | 94% |
With triethylamine at 0 - 20℃; | |
With triethylamine In dichloromethane at 0 - 20℃; for 1h; | |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 18h; |
2-benzylaniline
4-chlorobenzaldehyde
N-(4-chlorobenzylidene)-2-benzylaniline
Conditions | Yield |
---|---|
In ethanol at 20 - 40℃; for 4h; | 94% |
2-benzylaniline
1-benzyl-2-iodo-benzene
Conditions | Yield |
---|---|
Stage #1: 2-benzylaniline With hydrogenchloride; sodium nitrite In tetrahydrofuran; water for 0.5h; Cooling with ice; Stage #2: With potassium iodide In tetrahydrofuran; water at 20℃; for 1h; Cooling with ice; | 94% |
Stage #1: 2-benzylaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h; Sandmeyer Reaction; Stage #2: With potassium iodide In water at 20℃; for 12h; Sandmeyer Reaction; | 86% |
Stage #1: 2-benzylaniline With hydrogenchloride; sodium nitrite In tetrahydrofuran; water at 0℃; for 0.333333h; Stage #2: With potassium iodide In tetrahydrofuran; water at 0 - 20℃; for 1.16667h; | 82% |
Stage #1: 2-benzylaniline With hydrogenchloride; sodium nitrite In tetrahydrofuran; water at 0℃; for 0.333333h; Stage #2: With potassium iodide In tetrahydrofuran; water at 0 - 20℃; for 1.16667h; | 82% |
Stage #1: 2-benzylaniline With sulfuric acid; acetic acid In water at 0℃; for 0.25h; Stage #2: With potassium iodide; sodium nitrite In water at 20 - 60℃; for 1h; |
2-benzylaniline
methyl 3-(trifluoromethylsulfonyloxy)benzoate
Conditions | Yield |
---|---|
With C46H27F24FeNiP2(1+)*CF3O3S(1-); triethylamine In 2-methyltetrahydrofuran at 100℃; for 16h; Schlenk technique; Inert atmosphere; Glovebox; Sealed tube; | 93% |
Conditions | Yield |
---|---|
In acetonitrile at 90℃; for 2h; Inert atmosphere; | 91% |
With triethylamine In toluene Heating; | 78% |
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 20℃; for 2.5h; | 91% |
2-benzylaniline
pivaloyl chloride
phenyl(2-pivaloylamidophenyl)methane
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 0.5h; | 90% |
With potassium hydrogencarbonate In water | 85% |
With sodium carbonate In dichloromethane for 3h; Ambient temperature; | 80% |
With triethylamine In ethyl acetate |
2,6-Diacetylpyridine
2-benzylaniline
2,6-bis[1-(2-benzylphenylimino)ethyl]pyridine
Conditions | Yield |
---|---|
With formic acid In methanol at 50℃; for 48h; | 90% |
(+/-)-3,3-dimethyloxirane-2-carboxaldehyde
2-benzylaniline
(2-benzylphenyl)[1-(3,3-dimethyloxiranyl)methylidene]amine
Conditions | Yield |
---|---|
In dichloromethane at -10℃; Molecular sieve; | 90% |
2-benzylaniline
Conditions | Yield |
---|---|
Stage #1: 2-benzylaniline With sodium carbonate In dichloromethane at 25℃; for 0.0166667h; Stage #2: (4-fluorophenyl)(3,3,3-trifluoroprop-1-en-2-yl)iodonium trifluoromethanesulfonate In dichloromethane at 25℃; for 3h; | 90% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 180℃; for 24h; Temperature; | 89.2% |
Conditions | Yield |
---|---|
In acetonitrile at 90℃; for 3h; Inert atmosphere; | 89% |
2-benzylaniline
4-chlorophenacetyl chloride
Conditions | Yield |
---|---|
With trimethylsilylazide; trichlorophosphate In acetonitrile at 180℃; for 0.116667h; Microwave irradiation; | 88% |
N-phthaloylglycine chloride
2-benzylaniline
Conditions | Yield |
---|---|
With triethylamine In chloroform at 5 - 24℃; for 1h; | 87% |
Conditions | Yield |
---|---|
In acetonitrile at 90℃; for 2.5h; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
In acetonitrile at 90℃; for 13h; Inert atmosphere; | 86% |
2-benzylaniline
chloroacetyl chloride
N-[2-(phenylmethyl)phenyl]-2-chloroacetamide
Conditions | Yield |
---|---|
With pyridine In toluene at 0 - 20℃; for 1.5h; Inert atmosphere; | 85% |
With pyridine In toluene at 0 - 20℃; for 1.5h; Inert atmosphere; | 85% |
With pyridine In benzene | 79% |
With triethylamine; benzene |
quinoline 2-carbaldehyde
2-benzylaniline
2-benzyl-N-(quinolin-2-ylmethylene)aniline
Conditions | Yield |
---|---|
In neat (no solvent) for 0.333333h; Reflux; | 85% |
cis,trans-2,5-dimethoxytetrahydrofuran
2-benzylaniline
1-(2-benzylphenyl)-1H-pyrrole
Conditions | Yield |
---|---|
With acetic acid at 80℃; for 2h; | 84% |
With acetic acid at 80℃; for 2h; Clauson-Kaas reaction; | 84% |
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