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28059-64-5

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28059-64-5 Usage

Description

2-Benzylaniline is an organic compound that features a benzyl group attached to an aniline molecule. It is known for its unique chemical properties and potential applications in various fields.

Uses

Used in Chemical Synthesis:
2-Benzylaniline is used as a chemical intermediate for the synthesis of various organic compounds. Its unique structure allows for selective functionalization and modification, making it a valuable building block in the development of new molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Benzylaniline is used as a key component in the development of novel drugs. Its ability to form diverse chemical entities makes it a promising candidate for the creation of new therapeutic agents.
Used in Material Science:
2-Benzylaniline is also utilized in the field of material science, where it can be employed to design and synthesize new materials with specific properties. Its versatility in chemical reactions enables the development of materials with tailored characteristics for various applications.
Used in Heterogeneous Catalysis:
2-Benzylaniline is used as a substrate in the study of efficient and convenient heterogeneous palladium-catalyzed regioselective deuteration at the benzylic position. This application highlights its importance in the field of catalysis and the development of new synthetic methods.

Check Digit Verification of cas no

The CAS Registry Mumber 28059-64-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,0,5 and 9 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 28059-64:
(7*2)+(6*8)+(5*0)+(4*5)+(3*9)+(2*6)+(1*4)=125
125 % 10 = 5
So 28059-64-5 is a valid CAS Registry Number.
InChI:InChI=1/C13H13N/c14-13-9-5-4-8-12(13)10-11-6-2-1-3-7-11/h1-9H,10,14H2

28059-64-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Benzylaniline

1.2 Other means of identification

Product number -
Other names o-Benzylaniline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:28059-64-5 SDS

28059-64-5Synthetic route

2-nitrodiphenylmethane
5840-40-4

2-nitrodiphenylmethane

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
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
2835-77-0

(2-aminophenyl)(phenyl)methanone

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
With potassium hydroxide In water at 50℃; for 4h; Reagent/catalyst; Temperature;99.5%
With sodium In ethanol90%
With ethoxyethoxyethanol; hydrazine hydrate; potassium hydroxide at 200℃; under 10343.2 Torr; Wolff-Kishner Reduction; Sonication;82%
2-amino-3'-chlorobenzophenone
57479-65-9

2-amino-3'-chlorobenzophenone

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
With potassium hydroxide In water at 50℃; for 4h; Temperature;99.5%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
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
39093-44-2

2-aminobenzophenone hydrazone

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
With potassium hydroxide In 2-methoxy-ethanol at 60℃; Reagent/catalyst; Temperature; Solvent;93.4%
With potassium hydroxide In diethylene glycol
2-benzylbenzamide
40182-20-5

2-benzylbenzamide

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
With sodium hypochlorite In water at 60℃; for 7h; Temperature;91.6%
2-azidophenyl(phenyl)methane
17691-65-5

2-azidophenyl(phenyl)methane

A

acridine
92-81-9

acridine

B

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane Ambient temperature;A 89%
B 4%
With aluminium trichloride In dichloromethane Ambient temperature;A 89%
B 4%
2-nitrobenzophenone
2243-79-0

2-nitrobenzophenone

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
With potassium hydroxide; Raney Ni-Al alloy In water at 90℃; for 9h;84.5%
benzylzinc chloride-lithium chloride complex

benzylzinc chloride-lithium chloride complex

2-bromoaniline
615-36-1

2-bromoaniline

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
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
17691-65-5

2-azidophenyl(phenyl)methane

A

2-benzylaniline
28059-64-5

2-benzylaniline

B

o-(n-Butylamino)diphenylmethane
81734-63-6

o-(n-Butylamino)diphenylmethane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 3h;A 72%
B 7%
2-azidophenyl(phenyl)methane
17691-65-5

2-azidophenyl(phenyl)methane

A

10H-azepino<1,2-a>indole
20589-08-6

10H-azepino<1,2-a>indole

B

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
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
17691-65-5

2-azidophenyl(phenyl)methane

A

2-benzylaniline
28059-64-5

2-benzylaniline

B

2,2'-Dibenzylazobenzene
53093-54-2

2,2'-Dibenzylazobenzene

Conditions
ConditionsYield
In cyclohexane for 1h; Ambient temperature; Irradiation;A 3%
B 30%
2-azidophenyl(phenyl)methane
17691-65-5

2-azidophenyl(phenyl)methane

A

2-benzylaniline
28059-64-5

2-benzylaniline

B

2-amino-5-(trifluoromethylsulphonyloxy)-phenylphenylmethane
106822-86-0

2-amino-5-(trifluoromethylsulphonyloxy)-phenylphenylmethane

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; trifluoroacetic acid In dichloromethane Ambient temperature;A 10%
B 26%
Phenyl azide
622-37-7

Phenyl azide

benzene
71-43-2

benzene

A

2-benzylaniline
28059-64-5

2-benzylaniline

B

4-Aminobiphenyl
92-67-1

4-Aminobiphenyl

C

diphenylamine
122-39-4

diphenylamine

Conditions
ConditionsYield
With aluminium trichloride at 20℃; Rate constant; Mechanism; reaction via azide-AlCl3 complex;A n/a
B n/a
C 19%
N-benzyloxy benzamide
3532-25-0

N-benzyloxy benzamide

A

N-phenyl benzoyl amide
93-98-1

N-phenyl benzoyl amide

B

p-benzylaniline
1135-12-2

p-benzylaniline

C

2-benzylaniline
28059-64-5

2-benzylaniline

D

benzaldehyde
100-52-7

benzaldehyde

E

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

F

benzyl alcohol
100-51-6

benzyl alcohol

Conditions
ConditionsYield
for 5h; Product distribution; Mechanism; Heating;A 15%
B n/a
C n/a
D 7%
E 4%
F 8%
2,N-diphenylacetamide
621-06-7

2,N-diphenylacetamide

A

(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

B

N-Benzylaniline
758640-21-0

N-Benzylaniline

C

phenanthrene
85-01-8

phenanthrene

D

2-benzylaniline
28059-64-5

2-benzylaniline

E

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

F

aniline
62-53-3

aniline

Conditions
ConditionsYield
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%
2-azidophenyl(phenyl)methane
17691-65-5

2-azidophenyl(phenyl)methane

diethylamine
109-89-7

diethylamine

A

2-benzylaniline
28059-64-5

2-benzylaniline

B

2-(Diethylamino)-3-benzyl-3H-azepine

2-(Diethylamino)-3-benzyl-3H-azepine

Conditions
ConditionsYield
With methanol 1.) irradiation, 2.) reflux, 1 h; Yield given. Multistep reaction;A 5%
B n/a
2-nitrodiphenylmethane
5840-40-4

2-nitrodiphenylmethane

A

2-benzylaniline
28059-64-5

2-benzylaniline

B

N,N'-bis-(2-benzyl-phenyl)-hydrazine
861569-48-4

N,N'-bis-(2-benzyl-phenyl)-hydrazine

Conditions
ConditionsYield
With sodium hydroxide; ethanol; zinc
With sodium hydroxide; ethanol; zinc
2-methoxymethylaniline
62723-78-8

2-methoxymethylaniline

phenylmagnesium bromide

phenylmagnesium bromide

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
With diethyl ether
N,N-diphenylphenylacetamide
33675-70-6

N,N-diphenylphenylacetamide

A

9-phenylacridine
602-56-2

9-phenylacridine

B

p-benzyldiphenylamine
35452-03-0

p-benzyldiphenylamine

C

2-benzylaniline
28059-64-5

2-benzylaniline

D

diphenylamine
122-39-4

diphenylamine

Conditions
ConditionsYield
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
98569-91-6

2-allylaminodiphenylmethane

A

acridine
260-94-6

acridine

B

acridine
92-81-9

acridine

C

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
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
758640-21-0

N-Benzylaniline

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
(pyrolysis);
(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

copper oxide-chromium oxide

copper oxide-chromium oxide

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
at 250℃;
ethanol
64-17-5

ethanol

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

sodium

sodium

2-benzylaniline
28059-64-5

2-benzylaniline

hydrogenchloride
7647-01-0

hydrogenchloride

ethanol
64-17-5

ethanol

2-nitrodiphenylmethane
5840-40-4

2-nitrodiphenylmethane

tin

tin

2-benzylaniline
28059-64-5

2-benzylaniline

hydrogenchloride
7647-01-0

hydrogenchloride

ethanol
64-17-5

ethanol

2-nitrodiphenylmethane
5840-40-4

2-nitrodiphenylmethane

tin

tin

A

acridine
260-94-6

acridine

B

acridine
92-81-9

acridine

C

2-benzylaniline
28059-64-5

2-benzylaniline

ethanol
64-17-5

ethanol

2-nitrodiphenylmethane
5840-40-4

2-nitrodiphenylmethane

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

zinc dust

zinc dust

A

2-benzylaniline
28059-64-5

2-benzylaniline

B

o.o-hydrazodiphenylmethane

o.o-hydrazodiphenylmethane

2-amino-benzyl chloride-hydrochloride

2-amino-benzyl chloride-hydrochloride

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
With aluminium trichloride; benzene
o-benzoylbenzamide
7500-78-9

o-benzoylbenzamide

2-benzylaniline
28059-64-5

2-benzylaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alkaline aqueous sodium hypochlorite solution
2: isoamyl alcohol; sodium
View Scheme
succinic acid anhydride
108-30-5

succinic acid anhydride

2-benzylaniline
28059-64-5

2-benzylaniline

N-(α-phenyl-o-tolyl)succinimide
74859-53-3

N-(α-phenyl-o-tolyl)succinimide

Conditions
ConditionsYield
Stage #1: succinic acid anhydride; 2-benzylaniline In xylene Heating;
Stage #2: With acetyl chloride In xylene Heating;
99%
citraconic acid anhydride
616-02-4

citraconic acid anhydride

2-benzylaniline
28059-64-5

2-benzylaniline

C18H15NO2
1098344-29-6

C18H15NO2

Conditions
ConditionsYield
With acetic acid for 48h; Reflux;99%
2-benzylaniline
28059-64-5

2-benzylaniline

C13H11(2)H2N
69035-55-8

C13H11(2)H2N

Conditions
ConditionsYield
With hydrogen; water-d2; palladium on activated charcoal at 20℃; for 72h;98%
monomethyl oxalyl chloride
5781-53-3

monomethyl oxalyl chloride

2-benzylaniline
28059-64-5

2-benzylaniline

N-(2-benzylphenyl)oxalamic acid methyl ester
249604-75-9

N-(2-benzylphenyl)oxalamic acid methyl ester

Conditions
ConditionsYield
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
28059-64-5

2-benzylaniline

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

N-(4-chlorobenzylidene)-2-benzylaniline
378197-63-8

N-(4-chlorobenzylidene)-2-benzylaniline

Conditions
ConditionsYield
In ethanol at 20 - 40℃; for 4h;94%
2-benzylaniline
28059-64-5

2-benzylaniline

1-benzyl-2-iodo-benzene
35444-93-0

1-benzyl-2-iodo-benzene

Conditions
ConditionsYield
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
28059-64-5

2-benzylaniline

methyl 3-(trifluoromethylsulfonyloxy)benzoate
107658-28-6

methyl 3-(trifluoromethylsulfonyloxy)benzoate

methyl 3-((2-benzylphenyl)amino)benzoate

methyl 3-((2-benzylphenyl)amino)benzoate

Conditions
ConditionsYield
With C46H27F24FeNiP2(1+)*CF3O3S(1-); triethylamine In 2-methyltetrahydrofuran at 100℃; for 16h; Schlenk technique; Inert atmosphere; Glovebox; Sealed tube;93%
Hexyl isocyanate
2525-62-4

Hexyl isocyanate

2-benzylaniline
28059-64-5

2-benzylaniline

1-(2-benzylphenyl)-3-hexylurea

1-(2-benzylphenyl)-3-hexylurea

Conditions
ConditionsYield
In acetonitrile at 90℃; for 2h; Inert atmosphere;91%
With triethylamine In toluene Heating;78%
2-benzylaniline
28059-64-5

2-benzylaniline

benzyl bromide
100-39-0

benzyl bromide

N,N-dibenzyl-2-benzylaniline
1075651-51-2

N,N-dibenzyl-2-benzylaniline

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 2.5h;91%
2-benzylaniline
28059-64-5

2-benzylaniline

pivaloyl chloride
3282-30-2

pivaloyl chloride

phenyl(2-pivaloylamidophenyl)methane
85864-33-1

phenyl(2-pivaloylamidophenyl)methane

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 0.5h;90%
With potassium hydrogencarbonate In water85%
With sodium carbonate In dichloromethane for 3h; Ambient temperature;80%
With triethylamine In ethyl acetate
2,6-Diacetylpyridine
1129-30-2

2,6-Diacetylpyridine

2-benzylaniline
28059-64-5

2-benzylaniline

2,6-bis[1-(2-benzylphenylimino)ethyl]pyridine
442858-40-4

2,6-bis[1-(2-benzylphenylimino)ethyl]pyridine

Conditions
ConditionsYield
With formic acid In methanol at 50℃; for 48h;90%
(+/-)-3,3-dimethyloxirane-2-carboxaldehyde
5369-62-0

(+/-)-3,3-dimethyloxirane-2-carboxaldehyde

2-benzylaniline
28059-64-5

2-benzylaniline

(2-benzylphenyl)[1-(3,3-dimethyloxiranyl)methylidene]amine
1202007-31-5

(2-benzylphenyl)[1-(3,3-dimethyloxiranyl)methylidene]amine

Conditions
ConditionsYield
In dichloromethane at -10℃; Molecular sieve;90%
2-benzylaniline
28059-64-5

2-benzylaniline

(4-fluorophenyl)(3,3,3-trifluoroprop-1-en-2-yl)iodonium trifluoromethane sulfonate

(4-fluorophenyl)(3,3,3-trifluoroprop-1-en-2-yl)iodonium trifluoromethane sulfonate

1-(2-benzylphenyl)-2-(trifluoromethyl)aziridine

1-(2-benzylphenyl)-2-(trifluoromethyl)aziridine

Conditions
ConditionsYield
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%
3-(4-hydroxy-3-methoxyphenyl)acrylic acid
1135-24-6

3-(4-hydroxy-3-methoxyphenyl)acrylic acid

2-benzylaniline
28059-64-5

2-benzylaniline

C23H21NO3

C23H21NO3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 180℃; for 24h; Temperature;89.2%
N-heptylisocyanate
4747-81-3

N-heptylisocyanate

2-benzylaniline
28059-64-5

2-benzylaniline

C21H28N2O

C21H28N2O

Conditions
ConditionsYield
In acetonitrile at 90℃; for 3h; Inert atmosphere;89%
2-benzylaniline
28059-64-5

2-benzylaniline

4-chlorophenacetyl chloride
25026-34-0

4-chlorophenacetyl chloride

1-(2-benzylphenyl)-5-(4-chlorobenzyl)-1H-tetrazole

1-(2-benzylphenyl)-5-(4-chlorobenzyl)-1H-tetrazole

Conditions
ConditionsYield
With trimethylsilylazide; trichlorophosphate In acetonitrile at 180℃; for 0.116667h; Microwave irradiation;88%
N-phthaloylglycine chloride
6780-38-7

N-phthaloylglycine chloride

2-benzylaniline
28059-64-5

2-benzylaniline

N-(2-benzylphenyl)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)acetamide

N-(2-benzylphenyl)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)acetamide

Conditions
ConditionsYield
With triethylamine In chloroform at 5 - 24℃; for 1h;87%
pentadecanyl isocyanate
39633-51-7

pentadecanyl isocyanate

2-benzylaniline
28059-64-5

2-benzylaniline

C29H44N2O

C29H44N2O

Conditions
ConditionsYield
In acetonitrile at 90℃; for 2.5h; Inert atmosphere;87%
2-benzylaniline
28059-64-5

2-benzylaniline

n-butyl isocyanide
111-36-4

n-butyl isocyanide

C18H22N2O

C18H22N2O

Conditions
ConditionsYield
In acetonitrile at 90℃; for 13h; Inert atmosphere;86%
2-benzylaniline
28059-64-5

2-benzylaniline

chloroacetyl chloride
79-04-9

chloroacetyl chloride

N-[2-(phenylmethyl)phenyl]-2-chloroacetamide
21535-43-3

N-[2-(phenylmethyl)phenyl]-2-chloroacetamide

Conditions
ConditionsYield
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 benzene79%
With triethylamine; benzene
quinoline 2-carbaldehyde
5470-96-2

quinoline 2-carbaldehyde

2-benzylaniline
28059-64-5

2-benzylaniline

2-benzyl-N-(quinolin-2-ylmethylene)aniline
1438464-07-3

2-benzyl-N-(quinolin-2-ylmethylene)aniline

Conditions
ConditionsYield
In neat (no solvent) for 0.333333h; Reflux;85%
cis,trans-2,5-dimethoxytetrahydrofuran
696-59-3

cis,trans-2,5-dimethoxytetrahydrofuran

2-benzylaniline
28059-64-5

2-benzylaniline

1-(2-benzylphenyl)-1H-pyrrole
943240-70-8

1-(2-benzylphenyl)-1H-pyrrole

Conditions
ConditionsYield
With acetic acid at 80℃; for 2h;84%
With acetic acid at 80℃; for 2h; Clauson-Kaas reaction;84%

28059-64-5Relevant articles and documents

Copper-Catalyzed Selective Arylation of Nitriles with Cyclic Diaryl Iodonium Salts: Direct Access to Structurally Diversified Diarylmethane Amides with Potential Neuroprotective and Anticancer Activities

Peng, Xiaopeng,Sun, Zhiqiang,Kuang, Peihua,Li, Ling,Chen, Jingxuan,Chen, Jianjun

, p. 5789 - 5795 (2020)

A novel, simple, and high-yielding approach for the preparation of diarylmethane amide derivatives has been developed by reacting cyclic diaryl iodonium salts with nitriles using CuCl as a catalyst. The procedure is efficient with high atom economy and a wide substrate range. Importantly, selective arylation of nitriles was obtained without affecting the phenyl amino/hydroxyl groups. Furthermore, two of the diarylmethane amides (3k, 3s) displayed excellent neuroprotective and anticancer activities.

Metal-Organic Framework-Confined Single-Site Base-Metal Catalyst for Chemoselective Hydrodeoxygenation of Carbonyls and Alcohols

Antil, Neha,Kumar, Ajay,Akhtar, Naved,Newar, Rajashree,Begum, Wahida,Manna, Kuntal

supporting information, p. 9029 - 9039 (2021/06/28)

Chemoselective deoxygenation of carbonyls and alcohols using hydrogen by heterogeneous base-metal catalysts is crucial for the sustainable production of fine chemicals and biofuels. We report an aluminum metal-organic framework (DUT-5) node support cobalt(II) hydride, which is a highly chemoselective and recyclable heterogeneous catalyst for deoxygenation of a range of aromatic and aliphatic ketones, aldehydes, and primary and secondary alcohols, including biomass-derived substrates under 1 bar H2. The single-site cobalt catalyst (DUT-5-CoH) was easily prepared by postsynthetic metalation of the secondary building units (SBUs) of DUT-5 with CoCl2 followed by the reaction of NaEt3BH. X-ray photoelectron spectroscopy and X-ray absorption near-edge spectroscopy (XANES) indicated the presence of CoII and AlIII centers in DUT-5-CoH and DUT-5-Co after catalysis. The coordination environment of the cobalt center of DUT-5-Co before and after catalysis was established by extended X-ray fine structure spectroscopy (EXAFS) and density functional theory. The kinetic and computational data suggest reversible carbonyl coordination to cobalt preceding the turnover-limiting step, which involves 1,2-insertion of the coordinated carbonyl into the cobalt-hydride bond. The unique coordination environment of the cobalt ion ligated by oxo-nodes within the porous framework and the rate independency on the pressure of H2 allow the deoxygenation reactions chemoselectively under ambient hydrogen pressure.

Preparation method of o-amino diphenylmethane

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Paragraph 0017; 0028; 0032-0034; 0038-0040; 0044-0046; 0050, (2019/09/17)

The invention relates to a preparation method of o-amino diphenylmethane, and belongs to the technical field of pharmaceutical synthesis. The preparation method comprises steps as follows: o-cyano-diphenylmethane is prepared from o-cyanobenzyl chloride and benzene through a reaction, then o-cyano-diphenylmethane is hydrolyzed in an aqueous solution of ethanediol, o-amide-diphenylmethane is obtained and is subjected to a rearrangement reaction with sodium hypochlorite, reduced-pressure distillation is performed, and o-amino diphenylmethane is obtained. O-amino diphenylmethane prepared with themethod is high in yield, the yield can reach 89% or above, meanwhile, a finished o-amino diphenylmethane product is high in purity, the purity can reach 99% or above, product quality is good, and defects of low purity and low yield of the product prepared with a traditional method are overcome. Besides, the preparation method is simple to operate and needs few steps, impurities in the product areeasy to separate and remove, and large-scale industrial production is facilitated.

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