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151-18-8 Usage

Chemical Properties

clear colourless to yellow liquid

Uses

Different sources of media describe the Uses of 151-18-8 differently. You can refer to the following data:
1. Production of β-alanine and pantothenic acid.
2. 3-Aminopropionitrile is used for organic synthesis and as pharmaceutical intermediates. As an intermediate used in the manufacture of beta-alanine and pantothenic acid.

Definition

ChEBI: An aminopropionitrile carrying an amino group at the beta-position.

Safety Profile

Moderately toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. Nitriles usually have cyanide-like effects. See also CYANIDE. Easily oxidized and unstable. A storage hazard; it polymerizes to an explosive yellow solid. When heated to decomposition it emits toxic fumes of CNand NO,. For fire and explosion hazards see CYANIDE.

Metabolism

3-Aminopropionitrile is the compound present in some Lathyms species (Leguminosae), especially sweet-pea seeds (L. odoratus), causing osteolathyrism in man and animals. Although 3-aminopropionitrile is generally present in the fresh plant as the gama-glutamyl derivative, only the free amine is an effective lathyrogen. Osteolathyrogens cause skeletal deformations due to interference with the cross-linking between polypeptide chains in the connective tissue components, elastin and collagen. This interference is partly due to inhibition of the synthesis of desmosine and isodesmosine, amino acids which effect the cross-linking in elastin. Cross-linking interference of collagen can be prevented in chicks by feed- ing excess calcium. It is possible that 3-aminopropionitrile is adegradation product of 3-cyano-alanine, although in many plants the latter compound is converted to asparagine and it has not been detected in Lathyms species.

Check Digit Verification of cas no

The CAS Registry Mumber 151-18-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,5 and 1 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 151-18:
(5*1)+(4*5)+(3*1)+(2*1)+(1*8)=38
38 % 10 = 8
So 151-18-8 is a valid CAS Registry Number.
InChI:InChI=1/C3H6N2/c4-2-1-3-5/h1-2,4H2

151-18-8 Well-known Company Product Price

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  • TCI America

  • (A0408)  3-Aminopropionitrile (stabilized with K2CO3)  >98.0%(GC)(T)

  • 151-18-8

  • 25mL

  • 800.00CNY

  • Detail
  • Alfa Aesar

  • (A13043)  3-Aminopropionitrile, 98%, stab. with potassium carbonate   

  • 151-18-8

  • 1g

  • 350.0CNY

  • Detail
  • Alfa Aesar

  • (A13043)  3-Aminopropionitrile, 98%, stab. with potassium carbonate   

  • 151-18-8

  • 5g

  • 1108.0CNY

  • Detail
  • Alfa Aesar

  • (A13043)  3-Aminopropionitrile, 98%, stab. with potassium carbonate   

  • 151-18-8

  • 25g

  • 4045.0CNY

  • Detail

151-18-8SDS

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 β-aminopropionitrile

1.2 Other means of identification

Product number -
Other names 3-Amino-1-propanethiolHCl

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:151-18-8 SDS

151-18-8Synthetic route

acrylonitrile
107-13-1

acrylonitrile

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
With ammonia83%
With ammonia60%
With ammonia at 100℃; under 6750.68 Torr; for 4h; Temperature; Pressure;45%
methanol
67-56-1

methanol

acrylonitrile
107-13-1

acrylonitrile

A

2-cyanoethylamine
151-18-8

2-cyanoethylamine

B

3-Methoxypropionitrile
110-67-8

3-Methoxypropionitrile

C

propiononitrile
107-12-0

propiononitrile

Conditions
ConditionsYield
With ammonia; hydrogen; chromium; cobalt; iron; nickel at 100℃; under 60004.8 Torr;A 65%
B 20%
C 15%
acrylonitrile
107-13-1

acrylonitrile

A

2-cyanoethylamine
151-18-8

2-cyanoethylamine

B

3,3'-Iminodipropionitrile
111-94-4

3,3'-Iminodipropionitrile

Conditions
ConditionsYield
With ammonium hydroxide at 20℃; for 0.5h;A 30%
B 47%
With ammonia for 24h;A 12%
B n/a
With ammonia; water at 96℃; unter Wasserstoff-Druck;
dimethylenecyclourethane
497-25-6

dimethylenecyclourethane

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
With potassium cyanide; 18-crown-6 ether at 100℃; for 5h; Neat (no solvent);13%
3-Chloropropionitrile
542-76-7

3-Chloropropionitrile

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
With ammonia at 21 - 24℃; under 5884.06 - 7355.08 Torr;
3,3'-Iminodipropionitrile
111-94-4

3,3'-Iminodipropionitrile

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
under 735.5 Torr; durch Destillation;
under 735.5 Torr; Destillation;
p-CH3C6H4-O2SO-CH2CH2CN
34583-60-3

p-CH3C6H4-O2SO-CH2CH2CN

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
(i) bis-(4-chloro-phenylsulfanyl)-amine <li salt="">, THF, (ii) PhSH, ZnCl2</li>; Multistep reaction;
3-acetylaminopropionitrile
1119-50-2

3-acetylaminopropionitrile

A

2-cyanoethylamine
151-18-8

2-cyanoethylamine

B

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 30℃; Rate constant; hydrolysis;
3-aminopropionitrile fumarate salt
352-96-5

3-aminopropionitrile fumarate salt

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
With sodium hydroxide In water
(2-Cyano-ethyl)-thiocarbamic acid; compound with triethyl-amine

(2-Cyano-ethyl)-thiocarbamic acid; compound with triethyl-amine

A

carbon oxide sulfide
463-58-1

carbon oxide sulfide

B

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
With phosphate buffer In water at 25℃; Mechanism; Rate constant; general acid catalysis;
3-[(diphenylmethylene)amino]propionitrile
74687-07-3

3-[(diphenylmethylene)amino]propionitrile

A

benzophenone
119-61-9

benzophenone

B

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
With water at 25℃; Rate constant; effect of pH on the rate constants;
3-[(Hydroxy-diphenyl-methyl)-amino]-propionitrile
80500-14-7

3-[(Hydroxy-diphenyl-methyl)-amino]-propionitrile

A

benzophenone
119-61-9

benzophenone

B

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
With water In acetonitrile at 30℃; Rate constant;
S,S-dimethyl-N-(2-cyanoethyl)sulfiliminium chloride

S,S-dimethyl-N-(2-cyanoethyl)sulfiliminium chloride

A

dimethylsulfide
75-18-3

dimethylsulfide

B

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
With iodide; hydrogen cation In water at 25℃; Rate constant; Mechanism; ionic strength 1.0 with KCl; solvent deuterium isotope effect; catalytic constants for buffer catalysis;
ammonia
7664-41-7

ammonia

acrylonitrile
107-13-1

acrylonitrile

A

2-cyanoethylamine
151-18-8

2-cyanoethylamine

B

tris(2-cyanoethyl)amine
7528-78-1

tris(2-cyanoethyl)amine

C

3,3'-Iminodipropionitrile
111-94-4

3,3'-Iminodipropionitrile

3-phthalimidopropionitrile
3589-45-5

3-phthalimidopropionitrile

2-cyanoethylamine
151-18-8

2-cyanoethylamine

Conditions
ConditionsYield
With hydrazine In ethanol; water for 0.25h; Inert atmosphere; Reflux;
acrylonitrile
107-13-1

acrylonitrile

A

2-cyanoethylamine
151-18-8

2-cyanoethylamine

B

tris(2-cyanoethyl)amine
7528-78-1

tris(2-cyanoethyl)amine

C

3,3'-Iminodipropionitrile
111-94-4

3,3'-Iminodipropionitrile

Conditions
ConditionsYield
With Pd(2,6-(Cy2PCH2)2C6H3)(OTf); ammonia In benzene-d6 at 60℃; for 12h;
2-cyanoethylamine
151-18-8

2-cyanoethylamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-<(tert-butoxycarbonyl)amino>propionitrile
53588-95-7

3-<(tert-butoxycarbonyl)amino>propionitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Cooling with ice;100%
In dichloromethane at 20℃; Inert atmosphere;97.4%
With calcium carbonate In 1,4-dioxane; water at 0 - 20℃;96%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

2-((1r,4s)-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2',3'-dihydrospiro[cyclohexane-1,1'-indene]-4-yl)acetic acid
1166828-89-2

2-((1r,4s)-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2',3'-dihydrospiro[cyclohexane-1,1'-indene]-4-yl)acetic acid

N-(2-cyanoethyl)-2-((1r,4s)-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2',3'-dihydrospiro[cyclohexane-1,1'-indene]-4-yl)acetamide
1166828-87-0

N-(2-cyanoethyl)-2-((1r,4s)-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2',3'-dihydrospiro[cyclohexane-1,1'-indene]-4-yl)acetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In dichloromethane at 20℃; for 4h;100%
2,5-diamino-4,6-dichloropyrimidine
55583-59-0

2,5-diamino-4,6-dichloropyrimidine

2-cyanoethylamine
151-18-8

2-cyanoethylamine

3-((2,5-diamino-6-chloropyrimidin-4-yl)amino)propanenitrile

3-((2,5-diamino-6-chloropyrimidin-4-yl)amino)propanenitrile

Conditions
ConditionsYield
at 100℃; for 1h;100%
at 100℃; for 1h;100%
With triethylamine In butan-1-ol at 100℃; Inert atmosphere;
2-cyanoethylamine
151-18-8

2-cyanoethylamine

methyl n-dodecanoate
111-82-0

methyl n-dodecanoate

N-lauroyl-β-aminopropionitrile
164394-80-3

N-lauroyl-β-aminopropionitrile

Conditions
ConditionsYield
With Candida antarctica lipase In di-isopropyl ether at 24℃; for 24h;99.3%
With Candida antarctica lipase In di-isopropyl ether at 30℃;99%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

N-(2-cyanoethyl)-formamide
59749-65-4

N-(2-cyanoethyl)-formamide

Conditions
ConditionsYield
for 5h; Reflux;99%
for 5h; Reflux;98%
at 20℃;96%
for 5h; Heating; Yield given;
2-cyanoethylamine
151-18-8

2-cyanoethylamine

carbon monoxide
201230-82-2

carbon monoxide

4-bromo-2,2-dimethyl-6-nitro-2H-1-benzopyran

4-bromo-2,2-dimethyl-6-nitro-2H-1-benzopyran

N-(2-cyanoethyl)-2,2-dimethyl-6-nitro-2H-1-benzopyran-4-carboxamide

N-(2-cyanoethyl)-2,2-dimethyl-6-nitro-2H-1-benzopyran-4-carboxamide

Conditions
ConditionsYield
With triphenylphosphine; potassium iodide; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 1h; amidation;99%
JNJ-17156516
649551-06-4

JNJ-17156516

2-cyanoethylamine
151-18-8

2-cyanoethylamine

(S)-N-(2-cyano-ethyl)-3-[5-(3,4-dichloro-phenyl)-1-(4-methoxy-phenyl)-1H-pyrazol-3-yl]-2-m-tolyl-propionamide
648869-44-7

(S)-N-(2-cyano-ethyl)-3-[5-(3,4-dichloro-phenyl)-1-(4-methoxy-phenyl)-1H-pyrazol-3-yl]-2-m-tolyl-propionamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide)99%
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide)99%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide)99%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

3-Methylacetophenone
585-74-0

3-Methylacetophenone

(E)-3-((1-(m-tolyl)ethylidene)amino)propanenitrile

(E)-3-((1-(m-tolyl)ethylidene)amino)propanenitrile

Conditions
ConditionsYield
In toluene for 72h; Inert atmosphere; Schlenk technique; Molecular sieve; Reflux;99%
5-methoxyisatine
39755-95-8

5-methoxyisatine

2-cyanoethylamine
151-18-8

2-cyanoethylamine

dimedone
126-81-8

dimedone

2-amino-5'-methoxy-7,7-dimethyl-2',5-dioxo-5,6,7,8- tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

2-amino-5'-methoxy-7,7-dimethyl-2',5-dioxo-5,6,7,8- tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions
ConditionsYield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;99%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

indole-2,3-dione
91-56-5

indole-2,3-dione

dimedone
126-81-8

dimedone

2-amino-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile
119771-51-6

2-amino-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions
ConditionsYield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;99%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

indole-2,3-dione
91-56-5

indole-2,3-dione

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

2-amino-2',5-dioxo-1',2',5,6,7,8-hexahydrospiro[chromen-4,3'-indole]-3-carbonitrile
74647-54-4

2-amino-2',5-dioxo-1',2',5,6,7,8-hexahydrospiro[chromen-4,3'-indole]-3-carbonitrile

Conditions
ConditionsYield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃; Solvent; Temperature;99%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

3-amino propanoic acid
107-95-9

3-amino propanoic acid

Conditions
ConditionsYield
In water at 35℃; for 6h; Temperature; Enzymatic reaction;98.4%
With water; sodium hydroxide at 100 - 110℃; under 37503.8 Torr; for 0.025h; Concentration; Pressure; Temperature; Flow reactor;98%
Stage #1: 2-cyanoethylamine With hydrogenchloride In water
Stage #2: In water at 40℃; for 8h; pH=7; Enzymatic reaction;
Stage #3: With hydrogenchloride In water at 40℃; for 8h; pH=6; Kinetics; Enzymatic reaction;
90%
Trimethyl orthoacetate
1445-45-0

Trimethyl orthoacetate

2-cyanoethylamine
151-18-8

2-cyanoethylamine

CYANAMID
420-04-2

CYANAMID

2-methyl-4-amino-5-cyanopyrimidine
698-29-3

2-methyl-4-amino-5-cyanopyrimidine

Conditions
ConditionsYield
Stage #1: Trimethyl orthoacetate; 2-cyanoethylamine In methanol at 50 - 55℃; for 2h;
Stage #2: CYANAMID In methanol at 55 - 60℃; for 3h; Temperature; Solvent; Further stages;
98.1%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

benzyl chloroformate
501-53-1

benzyl chloroformate

3-<<(benzyloxy)carbonyl>amino>propionitrile
18877-96-8

3-<<(benzyloxy)carbonyl>amino>propionitrile

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 3h; pH=9.0;98%
With sodium hydroxide In tetrahydrofuran; water at 20 - 25℃; for 3h; pH=9;98%
With sodium hydroxide In water at 0℃; for 1h;72%
With sodium hydroxide
2-cyanoethylamine
151-18-8

2-cyanoethylamine

1-methyl-4-nitro-2-trichloroacetylpyrrole
120122-47-6

1-methyl-4-nitro-2-trichloroacetylpyrrole

1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid (2-cyanoethyl)amide
3185-95-3

1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid (2-cyanoethyl)amide

Conditions
ConditionsYield
In tetrahydrofuran for 1h; Ambient temperature;98%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

benzyloxycarbonyl isothiocyanate
63220-36-0

benzyloxycarbonyl isothiocyanate

C12H13N3O2S
1581260-77-6

C12H13N3O2S

Conditions
ConditionsYield
In ethyl acetate for 0.5h; Cooling with ice;98%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

2-(1H-indol-6-yl)-3-[4-(tetrahydro-pyran-4-yloxymethyl)phenylethynyl]benzoic acid

2-(1H-indol-6-yl)-3-[4-(tetrahydro-pyran-4-yloxymethyl)phenylethynyl]benzoic acid

C32H29N3O3

C32H29N3O3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;98%
5-methoxyisatine
39755-95-8

5-methoxyisatine

2-cyanoethylamine
151-18-8

2-cyanoethylamine

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

2-amino-5'-methoxy-2',5-dioxo-5,6,7,8- tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

2-amino-5'-methoxy-2',5-dioxo-5,6,7,8- tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions
ConditionsYield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;98%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

5-chloroindole 2,3-dione
17630-76-1

5-chloroindole 2,3-dione

dimedone
126-81-8

dimedone

2‑amino‑5′‑chloro‑7,7‑dimethyl‑2′,5‑dioxo‑5,6,7,8‑tetrahydrospiro[chromene‑4,3′‑indoline]‑3‑carbonitrile
303039-26-1

2‑amino‑5′‑chloro‑7,7‑dimethyl‑2′,5‑dioxo‑5,6,7,8‑tetrahydrospiro[chromene‑4,3′‑indoline]‑3‑carbonitrile

Conditions
ConditionsYield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;98%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(β-cyanoethyl)-p-toluenesulfonamide
2619-22-9

N-(β-cyanoethyl)-p-toluenesulfonamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 10h; Inert atmosphere;97%
With pyridine In benzene for 1h; Heating;73.8%
In pyridine
2-cyanoethylamine
151-18-8

2-cyanoethylamine

(2S,3R)-4-Azido-3-<(tert-butyldimethylsilyl)oxy>-2-<(ethoxymethylene)amino>butyronitrile

(2S,3R)-4-Azido-3-<(tert-butyldimethylsilyl)oxy>-2-<(ethoxymethylene)amino>butyronitrile

5-Amino-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>-1-(2'-cyanoethyl)imidazole
151256-29-0

5-Amino-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>-1-(2'-cyanoethyl)imidazole

Conditions
ConditionsYield
With 5A molecular sieve In acetonitrile for 2h; Heating;97%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)pyrrole-2-carboxylic acid
97950-76-0

1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)pyrrole-2-carboxylic acid

3-<1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)pyrrole-2-carboxamido>propiononitrile
3185-94-2

3-<1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)pyrrole-2-carboxamido>propiononitrile

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide for 1.5h; Ambient temperature;97%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

N-Boc-D-serine(Bzl)-OH
47173-80-8

N-Boc-D-serine(Bzl)-OH

C18H25N3O4

C18H25N3O4

Conditions
ConditionsYield
Stage #1: N-Boc-D-serine(Bzl)-OH With 4-methyl-morpholine; isobutyl chloroformate
Stage #2: 2-cyanoethylamine Further stages.;
97%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

2-cyanoethylamine
151-18-8

2-cyanoethylamine

3-((thiophen-2-ylmethyl)amino)propanenitrile
373356-47-9

3-((thiophen-2-ylmethyl)amino)propanenitrile

Conditions
ConditionsYield
Stage #1: thiophene-2-carbaldehyde; 2-cyanoethylamine In 1,2-dichloro-ethane for 0.0833333h;
Stage #2: With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane
Stage #3: With water; sodium hydrogencarbonate In 1,2-dichloro-ethane
97%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

N-(2-cyanoethyl)biphenyl-4-carboxyamide
890714-00-8

N-(2-cyanoethyl)biphenyl-4-carboxyamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 0.5h;97%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

EDC.HCl

EDC.HCl

(S)-2-(tert-butoxycarbonyl)amino-3-(3'-chlorobiphenyl-4-yl)propionic acid
1282042-79-8

(S)-2-(tert-butoxycarbonyl)amino-3-(3'-chlorobiphenyl-4-yl)propionic acid

(S)-tert-butyl 3-(3'-chlorobiphenyl-4-yl)-1-(2-cyanoethylamino)-1-oxopropan-2-ylcarbamate

(S)-tert-butyl 3-(3'-chlorobiphenyl-4-yl)-1-(2-cyanoethylamino)-1-oxopropan-2-ylcarbamate

Conditions
ConditionsYield
With triethanolamine; benzotriazol-1-ol In tetrahydrofuran97%
5-fluoro-1H-indole-2,3-dione
443-69-6

5-fluoro-1H-indole-2,3-dione

2-cyanoethylamine
151-18-8

2-cyanoethylamine

dimedone
126-81-8

dimedone

2-amino-5'-fluoro-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile
352329-70-5

2-amino-5'-fluoro-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions
ConditionsYield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;97%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

5-Bromo-1H-indole-2,3-dione
87-48-9

5-Bromo-1H-indole-2,3-dione

dimedone
126-81-8

dimedone

2-amino-5'-bromo-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

2-amino-5'-bromo-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions
ConditionsYield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;97%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

dehydroabietic acid chloride
22478-66-6

dehydroabietic acid chloride

N-(2-cyanoethyl)dehydroabietamide
97363-99-0

N-(2-cyanoethyl)dehydroabietamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 1h;96%
2-cyanoethylamine
151-18-8

2-cyanoethylamine

Boc-Glu(OBzl)-OH
13574-13-5

Boc-Glu(OBzl)-OH

N-(tert-butyloxycarbonyl)-L-glutamic acid α-(2-cyanoethylamide) δ-benzyl ester
165820-89-3

N-(tert-butyloxycarbonyl)-L-glutamic acid α-(2-cyanoethylamide) δ-benzyl ester

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide for 0.5h; Ambient temperature;96%

151-18-8Relevant articles and documents

Recycling method of beta,beta-iminodipropionitrile and application

-

Paragraph 0093-0095; 0100-0124; 0129-0130, (2021/05/26)

The invention provides a recycling method of beta,beta-iminodipropionitrile and application, and relates to the technical field of waste recycling. According to the recycling method, by adopting a specific reaction synthesis route, the beta,beta-iminodipropionitrile finally generates calcium pantothenate with wide application, and the recycling method not only reduces hazardous waste emission and treatment and lowers the hazardous waste treatment cost, but also realizes the purpose of turning waste into wealth from beta,beta-iminodipropionitrile, and the utilization value of beta,beta-iminodipropionitrile is greatly improved. The invention further provides application of the recycling method of the beta,beta-iminodipropionitrile, and in view of the advantages of the recycling method of the beta,beta-iminodipropionitrile, a new process route is provided for preparing calcium pantothenate.

Method for preparing 3-aminopropionitrile under supercritical condition

-

Paragraph 0039; 0040; 0044; 0045, (2018/06/15)

The invention discloses a method for preparing 3-aminopropionitrile under a supercritical condition. According to the method, liquid ammonia and acrylonitrile are used as raw materials which are subjected to direct addition reaction in a pipeline reactor without adding a catalyst and a solvent to obtain 3-aminopropionitrile. The reaction according to the invention is carried out under a supercritical condition of the liquid ammonia, thus avoiding the use of a catalysts and a solvent when the liquid ammonia is used in reports in the past; a product can be obtained through continuous rectification; unreacted raw materials can be directly used; the process is safe and environmentally friendly, substances of non-reactive raw materials are not introduced, and the method accords with a concept of green chemistry. The conversion rate of acrylonitrile can reach 99.5-100.0%, and the selectivity can reach 85.5-95.8%, so that the acrylonitrile has a high industrial application value.

Parent-amido (NH2) palladium(II) complexes: Synthesis, reactions, and catalytic hydroamination

Kim, Youngwon,Park, Soonheum

, p. 614 - 629 (2016/06/01)

The treatment of [PdL3(NH3)](OTf)n (n = 1; L3 = (PEt3)2(Ph), (2,6-(Cy2PCH2)2C6H3), n = 2; L3 = (dppe)(NH3)) with NaNH2 in tetrahydrofuran at ambient temperature or -78 °C afforded the dimeric and monomeric parent-amido palladium(II) complexes anti-[Pd(PEt3)(Ph)(μ-NH2)]2 (1), [Pd(dppe)(μ-NH2)]2(OTf)2 (2), and Pd(2,6-(Cy2PCH2)2C6H3)(NH2) (3), respectively. The molecular structures of the amido-bridged (μ-NH2) dimeric complexes 1 and 2 were determined by single-crystal X-ray crystallography. The monomeric amido complex 3 reacted with trace amounts of water to give a hydroxo complex, Pd(2,6-(Cy2PCH2)2C6H3)(OH) (4). Exposing complex 3 to an excess of water resulted in the complete conversion of the complex into two species [Pd(2,6-(Cy2PCH2)2C6H3)(OH2)]+ and [Pd(2,6-(Cy2PCH2)2C6H3)(NH3)]+. Complex 3 reacted with diphenyliodonium triflate ([Ph2I]OTf) to give the aniline complex [Pd(2,6-(Cy2PCH2)2C6H3)(NH2Ph)]OTf. The reaction of 3 with phenylacetylene (HCCPh) yielded a palladium(II) acetylenide Pd(2,6-(Cy2PCH2)2C6H3)(CCPh) (5), quantitatively, along with the liberation of ammonia. The reaction of 3 with dialkyl acetylenedicarboxylate yielded diastereospecific palladium(II) vinyl derivatives (Z)-Pd(2,6-(Cy2PCH2)2C6H3)(CRCR(NH2)) (R = CO2Me (6a), CO2Et (6b)). The reaction of complexes 6a and 6b with p-nitrophenol produced Pd(2,6-(Cy2PCH2)2C6H3)(OC6H4-p-NO2) (7) and cis-CHRCR(NH2), exclusively. Reactions of 3 with either dialkyl maleate (cis-(CO2R)CHCH(CO2R)) (R = CH3, CH2CH3) or cis-stilbene (cis-CHPhCHPh) did not result in any addition product. Instead, isomerization of the cis-isomers to the trans-isomers occurred in the presence of catalytic amounts of 3. Complex 3 reacted with a stoichiometric amount of acrylonitrile (CH2CHCN) to generate a metastable insertion product, Pd(2,6-(Cy2PCH2)2C6H3)(CH(CN)CH2NH2). On the other hand, the reaction of 3 with an excess of acrylonitrile slowly produced polymeric species of acrylonitrile. The catalytic hydroamination of olefins with NH3 was examined in the presence of Pd(2,6-(Cy2PCH2)2C6H3)(OTf), producing a range of hydroaminated products of primary, secondary, and tertiary amines with different molar ratios of more than 99% overall yield. A mechanistic feature for the observed catalytic hydroamination is described with regard to the aminated derivatives of palladium(II).

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