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1075-76-9

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High quality N-Cyanoethyl Aniline supplier in China
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High Quality 99% 3-Anilinopropionitrile 1075-76-9 GMP Manufacturer
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3-(phenylamino)propanenitrile
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3-Anilinopropionitrile
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N-(2-Cyanoethyl)-aniline
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Propanenitrile,3-(phenylamino)-
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1075-76-9 Usage

Chemical Properties

YELLOW TO LIGHT BEIGE POWDER

Synthesis Reference(s)

The Journal of Organic Chemistry, 22, p. 1213, 1957 DOI: 10.1021/jo01361a023

Safety Profile

Moderately toxic by ingestion.When heated to decomposition it emits toxic vapors ofNOx.
InChI:InChI=1/C9H10N2/c10-7-4-8-11-9-5-2-1-3-6-9/h1-3,5-6,11H,4,8H2/p+1

1075-76-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Anilinopropionitrile

1.2 Other means of identification

Product number -
Other names 3-anilinopropanenitrile

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:1075-76-9 SDS

1075-76-9Synthetic route

acrylonitrile
107-13-1

acrylonitrile

aniline
62-53-3

aniline

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With bis{(1R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl}cyclohexylphosphine; nickel(II) perchlorate hexahydrate In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;99%
With nickel(II) ferrite In water at 100℃; Michael Addition; Green chemistry;99%
With aluminum oxide at 20℃; for 8h; aza-Michael addition; Neat (no solvent);98%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

cyclohexanone
108-94-1

cyclohexanone

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With styrene; 10 wt% Pd(OH)2 on carbon In toluene at 140℃; under 3750.38 Torr; for 13h; Flow reactor;96%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

phenol
108-95-2

phenol

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With styrene; 5%-palladium/activated carbon; 10 wt% Pd(OH)2 on carbon; hydrogen In cyclohexanone; toluene at 140℃; under 1500.15 - 3750.38 Torr; for 13h;96%
3-Chloropropionitrile
542-76-7

3-Chloropropionitrile

aniline
62-53-3

aniline

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With potassium iodide In acetonitrile at 170℃; under 4875.39 Torr; for 0.166667h; microwave irradiation;83%
N-phenyl-2-oxazolidinone
703-56-0

N-phenyl-2-oxazolidinone

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With potassium cyanide; 18-crown-6 ether at 100℃; for 10h; Neat (no solvent);82%
acrylonitrile
107-13-1

acrylonitrile

aniline
62-53-3

aniline

A

N,N-bis(2-cyanoethyl)aniline
1555-66-4

N,N-bis(2-cyanoethyl)aniline

B

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With OMS-MIL-100(Fe) In toluene at 50℃; for 24h; Michael Addition; Sealed tube; Schlenk technique; Green chemistry;A 9%
B 71%
N-(2-cyanoethyl)-N-methylaniline
94-34-8

N-(2-cyanoethyl)-N-methylaniline

A

3-(methylphenylamino)-2-propenenitrile
107591-19-5

3-(methylphenylamino)-2-propenenitrile

B

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With oxygen In N,N-dimethyl acetamide; water at 110℃; under 760.051 Torr; for 12h;A 13 %Chromat.
B 19%
3-diethylaminopropionitrile
5351-04-2

3-diethylaminopropionitrile

aniline hydrochloride
142-04-1

aniline hydrochloride

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

3-diethylaminopropionitrile
5351-04-2

3-diethylaminopropionitrile

aniline benzenesulfonate
4484-20-2

aniline benzenesulfonate

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

acetic acid
64-19-7

acetic acid

acrylonitrile
107-13-1

acrylonitrile

aniline
62-53-3

aniline

A

N,N-bis(2-cyanoethyl)aniline
1555-66-4

N,N-bis(2-cyanoethyl)aniline

B

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
at 150℃;
aniline hydrochloride
142-04-1

aniline hydrochloride

acrylonitrile
107-13-1

acrylonitrile

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With diethylamine at 180℃;
aniline hydrochloride
142-04-1

aniline hydrochloride

acrylonitrile
107-13-1

acrylonitrile

aniline
62-53-3

aniline

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
at 140℃;
2--buttersaeure
100133-37-7

2--buttersaeure

aniline
62-53-3

aniline

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With water
diethyl-(2-cyano-ethyl)-methyl-ammonium; iodide
93115-66-3

diethyl-(2-cyano-ethyl)-methyl-ammonium; iodide

aniline
62-53-3

aniline

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

bromopropionitrile
2417-90-5

bromopropionitrile

aniline
62-53-3

aniline

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With potassium carbonate In acetone
In water Heating;
N-<2-Cyan-aethyl>-norleucin
51078-50-3

N-<2-Cyan-aethyl>-norleucin

aniline
62-53-3

aniline

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With water
acrylonitrile
107-13-1

acrylonitrile

aniline
62-53-3

aniline

aniline acetate

aniline acetate

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
at 140℃;
acrylonitrile
107-13-1

acrylonitrile

aniline
62-53-3

aniline

aniline phosphate

aniline phosphate

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
at 140℃;
3-Chloropropionitrile
542-76-7

3-Chloropropionitrile

water
7732-18-5

water

aniline
62-53-3

aniline

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

3-chloro-1-phenyl-2-pyrazoline
58469-32-2

3-chloro-1-phenyl-2-pyrazoline

A

3-naphthalen-2-yl-1-phenyl-4,5-dihydro-1H-pyrazole
3314-37-2

3-naphthalen-2-yl-1-phenyl-4,5-dihydro-1H-pyrazole

B

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In acetonitrile at 140℃; for 0.0833333h; Product distribution; Further Variations:; Catalysts; Temperatures; Suzuki cross-coupling reaction; microwave irradiation;A 90 % Spectr.
B 9 % Spectr.
(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Cu{N(Ph)(CH2CH2CN)}

(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Cu{N(Ph)(CH2CH2CN)}

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With hydrogenchloride In benzene-d6100 % Spectr.
trans-hydrido-2-{3-(phenylamino)propionitrilo}bis(triethylphosphine)platinum(II)

trans-hydrido-2-{3-(phenylamino)propionitrilo}bis(triethylphosphine)platinum(II)

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
In not given (N2); when heating at 70°C overnight C-H reductive elimination occurs; not isolated; detected by (1)H-NMR;
[(η6-toluene)RuCl(κ2-(P,N)-(1,3,5-triaza-7-phosphaadamantan-6-yl)CH(p-C6H4OCH3)NHPh)]Cl

[(η6-toluene)RuCl(κ2-(P,N)-(1,3,5-triaza-7-phosphaadamantan-6-yl)CH(p-C6H4OCH3)NHPh)]Cl

acrylonitrile
107-13-1

acrylonitrile

A

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

B

2-propenamide
79-06-1

2-propenamide

Conditions
ConditionsYield
With water at 100℃; for 7h; Overall yield = 57 %Chromat.;
phenol
108-95-2

phenol

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; palladium on activated charcoal / toluene / 140 °C / 1500.15 Torr / Flow reactor
2: styrene; 10 wt% Pd(OH)2 on carbon / toluene / 13 h / 140 °C / 3750.38 Torr / Flow reactor
View Scheme
acrylonitrile
107-13-1

acrylonitrile

aniline
62-53-3

aniline

A

2-anilinopropionitrile
2182-39-0

2-anilinopropionitrile

B

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

Conditions
ConditionsYield
With C25H23Cl5N2Ru; potassium carbonate In toluene at 100℃; for 20h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Autoclave;
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

5-(p-tolyl)-2,3-dihydro-2,3-furandione
55991-68-9

5-(p-tolyl)-2,3-dihydro-2,3-furandione

N-(2-Cyano-ethyl)-2,4-dioxo-N-phenyl-4-p-tolyl-butyramide
113308-08-0

N-(2-Cyano-ethyl)-2,4-dioxo-N-phenyl-4-p-tolyl-butyramide

Conditions
ConditionsYield
In 1,4-dioxane for 0.166667h;99%
p-tolyl isoselenocyanate
14223-45-1

p-tolyl isoselenocyanate

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

1-(2-cyanoethyl)-1-phenyl-3-(4-tolyl)selenourea
1332566-41-2

1-(2-cyanoethyl)-1-phenyl-3-(4-tolyl)selenourea

Conditions
ConditionsYield
With pyridine In toluene at 20℃; for 24h; Inert atmosphere;99%
benzyl chloride
100-44-7

benzyl chloride

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

N-(β-cyanoethyl)-N-benzylaniline
26322-20-3

N-(β-cyanoethyl)-N-benzylaniline

Conditions
ConditionsYield
With ammonium hydroxide; tetramethlyammonium chloride at 50 - 100℃; for 4h; pH=5 - 7; Reagent/catalyst; Temperature; Large scale;97.8%
With sodium carbonate In water
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

5-phenylfuran-2,3-dione
55991-67-8

5-phenylfuran-2,3-dione

N-(2-Cyano-ethyl)-2,4-dioxo-4,N-diphenyl-butyramide
113308-07-9

N-(2-Cyano-ethyl)-2,4-dioxo-4,N-diphenyl-butyramide

Conditions
ConditionsYield
In 1,4-dioxane for 0.166667h;97%
3-methyl-5H-1,4,2-dioxazol-5-one

3-methyl-5H-1,4,2-dioxazol-5-one

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

C11H13N3O

C11H13N3O

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In chloroform at 25℃; for 12h; Inert atmosphere; Sealed tube;95%
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

tetramethylammonium trifluoromethanethiolate

tetramethylammonium trifluoromethanethiolate

3-(phenyl(trifluoromethyl)amino)propanenitrile

3-(phenyl(trifluoromethyl)amino)propanenitrile

Conditions
ConditionsYield
Stage #1: N-cyanoethylaniline; tetramethylammonium trifluoromethanethiolate In dichloromethane at 20℃;
Stage #2: With silver fluoride In dichloromethane at 20℃; for 1h; Sonication;
94%
1-isoquinolinecarbonitrile
1198-30-7

1-isoquinolinecarbonitrile

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

3-(isoquinolin-1-yl(phenyl)amino)propanenitrile

3-(isoquinolin-1-yl(phenyl)amino)propanenitrile

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; 1,3-dicyano-5-fluoro-2,4,6-tris(diphenylamino)benzene In acetonitrile at 20℃; for 12h; Inert atmosphere; Irradiation;94%
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

acetonitrile
75-05-8

acetonitrile

N-(2-cyanoethyl)-N-methylaniline
94-34-8

N-(2-cyanoethyl)-N-methylaniline

Conditions
ConditionsYield
With 18-crown-6 ether; carbon dioxide at 80℃; under 750.075 Torr; for 24h; Inert atmosphere; Schlenk technique; Glovebox;93%
methyl β-hydroxy-β-(3,4,5-triethoxyphenyl)ethyl sulfone
39666-75-6

methyl β-hydroxy-β-(3,4,5-triethoxyphenyl)ethyl sulfone

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

β-anilino-β-(3,4,5-triethoxybenzyl)acrylonitrile
105639-94-9

β-anilino-β-(3,4,5-triethoxybenzyl)acrylonitrile

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide; tert-butyl alcohol at 45℃; for 3.5h;92%
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

N-phenylpropane-1,3-diamine hydrochloride (N-phenyl-1,3-propanediamine hydrochloride)

N-phenylpropane-1,3-diamine hydrochloride (N-phenyl-1,3-propanediamine hydrochloride)

Conditions
ConditionsYield
Stage #1: N-cyanoethylaniline With ammonia; hydrogen In water; isopropyl alcohol at 80℃; under 15001.5 Torr; for 24h; Autoclave;
Stage #2: With hydrogenchloride In d(4)-methanol; ethyl acetate Cooling with ice;
91%
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

N'-hydroxy-3-(phenylamino)propanimidamide
16387-47-6

N'-hydroxy-3-(phenylamino)propanimidamide

Conditions
ConditionsYield
With hydroxylamine In etahol; water for 24h; Heating / reflux;90.1%
formic acid
64-18-6

formic acid

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

N-(2-cyanoethyl)-N-methylaniline
94-34-8

N-(2-cyanoethyl)-N-methylaniline

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In dibutyl ether at 100℃; Schlenk technique; Inert atmosphere;87%
With dipotassium hydrogenphosphate; 18-crown-6 ether In tetrahydrofuran at 80℃; for 12h; Molecular sieve;85%
With platinum on carbon; phenylsilane In toluene at 80℃; for 15h;55%
With platinum on activated charcoal; phenylsilane In toluene at 80℃; for 15h; Schlenk technique; Inert atmosphere;55%
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; 1,3-bis-(diphenylphosphino)propane; phenylsilane In dibutyl ether at 60℃; for 18h; Schlenk technique; Inert atmosphere;70 %Chromat.
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

chloroacetyl chloride
79-04-9

chloroacetyl chloride

3-propionitril
16231-77-9

3-propionitril

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 60℃; for 2h;83%
With potassium carbonate In 1,4-dioxane
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

4,5-Dichlor-2-dicyanmethylen-cyclopent-4-en-1,3-dion
84557-23-3

4,5-Dichlor-2-dicyanmethylen-cyclopent-4-en-1,3-dion

4-Chlor-5-(N-2-cyanoethyl-N-phenyl-amino)-2-dicyanmethylen-cyclopent-4-en-1,3-dion
84557-34-6

4-Chlor-5-(N-2-cyanoethyl-N-phenyl-amino)-2-dicyanmethylen-cyclopent-4-en-1,3-dion

Conditions
ConditionsYield
In ethanol for 0.0833333h; Heating;83%
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

N-(2-cyanoethyl)-N-phenylnitrosamine
55919-60-3

N-(2-cyanoethyl)-N-phenylnitrosamine

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 10℃;83%
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

2,4-dinitro-N-<2-cyanoethyl>aniline
15942-22-0

2,4-dinitro-N-<2-cyanoethyl>aniline

Conditions
ConditionsYield
With bismuth (III) nitrate pentahydrate; palladium diacetate In 2,2,2-trifluoroethanol; trifluoroacetic acid at 20 - 90℃; for 24h; Inert atmosphere;78%
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

N-phenyl-β-alanine
5652-38-0

N-phenyl-β-alanine

Conditions
ConditionsYield
Stage #1: N-cyanoethylaniline With sodium hydroxide; water for 1h; Heating / reflux;
Stage #2: With water; acetic acid
77.7%
With sodium hydroxide for 6h; Heating;
Stage #1: N-cyanoethylaniline With sodium hydroxide; water at 20℃; Heating / reflux;
Stage #2: With hydrogenchloride In water pH=~ 3;
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

5-(2-hydroxyethyl)-4-methylthiophene-3-carbaldehyde
334687-35-3

5-(2-hydroxyethyl)-4-methylthiophene-3-carbaldehyde

3-(2-Cyano-3-phenylaminoprop-2-en-1-yl)-5-(2-hydroxyethyl)-4-methylthiophene

3-(2-Cyano-3-phenylaminoprop-2-en-1-yl)-5-(2-hydroxyethyl)-4-methylthiophene

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide; tert-butyl alcohol at 55℃;77%
5-(2-hydroxyethyl)furan-3-carbaldehyde

5-(2-hydroxyethyl)furan-3-carbaldehyde

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

3-(5-(2-hydroxyethyl)furan-3-yl)-2-(phenylaminomethyl)acrylonitrile

3-(5-(2-hydroxyethyl)furan-3-yl)-2-(phenylaminomethyl)acrylonitrile

Conditions
ConditionsYield
With sodium methylate In methanol; dimethyl sulfoxide at 45℃; for 3h; Inert atmosphere;76%
carbon dioxide
124-38-9

carbon dioxide

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

N-(2-cyanoethyl)-N-methylaniline
94-34-8

N-(2-cyanoethyl)-N-methylaniline

Conditions
ConditionsYield
With dimanganese decacarbonyl; phenylsilane; C29H33N2P In acetonitrile at 100℃; under 750.075 Torr; for 15h;75%
With diphenylsilane; caesium carbonate In acetonitrile at 80℃;56%
terephthalonitrile
623-26-7

terephthalonitrile

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

4-(2-cyano-1-(phenylamino)ethyl)benzonitrile
1149665-95-1

4-(2-cyano-1-(phenylamino)ethyl)benzonitrile

Conditions
ConditionsYield
With Quinuclidine; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile for 24h; Sealed tube; Inert atmosphere; Irradiation;75%
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

α-bromoacetophenone
70-11-1

α-bromoacetophenone

3-[(2-Oxo-2-phenyl-ethyl)-phenyl-amino]-propionitrile
138652-96-7

3-[(2-Oxo-2-phenyl-ethyl)-phenyl-amino]-propionitrile

Conditions
ConditionsYield
In ethanol for 4h; Heating;74%
benzaldehyde
100-52-7

benzaldehyde

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

2-Benzyl-3-(phenylamino)acrylonitrile

2-Benzyl-3-(phenylamino)acrylonitrile

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide; tert-butyl alcohol at 55℃; for 1.5h;74%
N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

(E)-3-(2-Methoxy-phenyl)-2-phenylaminomethyl-acrylonitrile

(E)-3-(2-Methoxy-phenyl)-2-phenylaminomethyl-acrylonitrile

Conditions
ConditionsYield
With sodium methylate In dimethyl sulfoxide at 125 - 130℃; for 2h;72%
2-amino-4,5-dimethylthiophene-3-carbonitrile
4651-94-9

2-amino-4,5-dimethylthiophene-3-carbonitrile

N-cyanoethylaniline
1075-76-9

N-cyanoethylaniline

4-amino-2-(2-anilino)ethyl-5,6-dimethylthieno[2,3-d]pyrimidine

4-amino-2-(2-anilino)ethyl-5,6-dimethylthieno[2,3-d]pyrimidine

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 6h;72%
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