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5350-93-6 Usage

Chemical Properties

Light yellow to brown crystalline powder

Uses

5-Amino-2-chloropyridine was used in the synthesis of [2H5]2-amino-l-methyl-6-phenylimidazo[4,5-b]pyridine. It was used in identification and evaluation of molecularly imprinted polymers for the selective removal of potentially genotoxic aminopyridine impurities from pharmaceuticals.

General Description

5-Amino-2-chloropyridine undergoes Suzuki-Miyaura coupling with sterically hindered 2,6-dimethylphenylboronic acid. It undergoes facile temperature dependent displacement of chloride by bromide via Sandmeyer reaction to yield 2,5-dibromopyridine.

Check Digit Verification of cas no

The CAS Registry Mumber 5350-93-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,5 and 0 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5350-93:
(6*5)+(5*3)+(4*5)+(3*0)+(2*9)+(1*3)=86
86 % 10 = 6
So 5350-93-6 is a valid CAS Registry Number.
InChI:InChI=1/C5H5ClN2/c6-5-2-1-4(7)3-8-5/h1-3H,7H2

5350-93-6 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (B25336)  5-Amino-2-chloropyridine, 98%   

  • 5350-93-6

  • 1g

  • 533.0CNY

  • Detail
  • Alfa Aesar

  • (B25336)  5-Amino-2-chloropyridine, 98%   

  • 5350-93-6

  • 5g

  • 1868.0CNY

  • Detail
  • Aldrich

  • (188778)  5-Amino-2-chloropyridine  98%

  • 5350-93-6

  • 188778-1G

  • 411.84CNY

  • Detail
  • Aldrich

  • (188778)  5-Amino-2-chloropyridine  98%

  • 5350-93-6

  • 188778-5G

  • 1,516.32CNY

  • Detail

5350-93-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Amino-2-chloropyridine

1.2 Other means of identification

Product number -
Other names 6-chloropyridine-3-amine

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:5350-93-6 SDS

5350-93-6Synthetic route

2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

Conditions
ConditionsYield
With titanium for 0.25h;99%
With hydrogen In ethyl acetate at 50℃; under 7600.51 Torr; for 6h; Autoclave; chemoselective reaction;99%
With borane-ammonia complex In methanol; water at 20℃; for 0.0833333h;99%
2-choro-5-iodopyridine
69045-79-0

2-choro-5-iodopyridine

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

Conditions
ConditionsYield
With copper(l) iodide; ammonia; potassium carbonate; L-proline In water; dimethyl sulfoxide at 25℃; for 12h; Inert atmosphere;90%
2-Chloro-5-nitropyridine-1-oxide
13198-73-7

2-Chloro-5-nitropyridine-1-oxide

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

Conditions
ConditionsYield
With molybdenum(V) chloride; zinc In tetrahydrofuran; water for 1.5h; Heating;49%
2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

boron dimethyl-trifluoro sulphide
353-43-5

boron dimethyl-trifluoro sulphide

A

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

B

6-chloro-2-(methylthio)pyridin-3-amine
98198-73-3

6-chloro-2-(methylthio)pyridin-3-amine

Conditions
ConditionsYield
In dichloromethane at 60℃; for 3h; Temperature; Sealed tube;A 30%
B 35%
6-chloro-3-pyridinecarboxamide
6271-78-9

6-chloro-3-pyridinecarboxamide

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

Conditions
ConditionsYield
With potassium hydroxide; bromine at 70℃; Versetzen der abgekuehlten Reaktionsmischung mit Essigsaeure und darauf mit Alkalilauge;
With sodium hydroxide; bromine In tetrahydrofuran at 5 - 70℃; Hoffmann rearrangement;
2-chloro-5-fluoropyridine
31301-51-6

2-chloro-5-fluoropyridine

A

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

B

2-amino-5-fluoropyridine
21717-96-4

2-amino-5-fluoropyridine

Conditions
ConditionsYield
With ammonium hydroxide at 180℃; for 52h; Yield given. Yields of byproduct given;
With ammonium hydroxide at 180℃; for 52h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
6-chloro-3-pyridinecarboxamide
6271-78-9

6-chloro-3-pyridinecarboxamide

bromine
7726-95-6

bromine

KOH-solution

KOH-solution

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

sulfuric acid
7664-93-9

sulfuric acid

copper-cathode

copper-cathode

A

pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

B

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

Conditions
ConditionsYield
at 75℃; elektrochemische Reduktion;
2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

ethanol
64-17-5

ethanol

palladium

palladium

A

pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

B

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

C

6,6'-dichloro-[3,3']azoxypyridine

6,6'-dichloro-[3,3']azoxypyridine

Conditions
ConditionsYield
Hydrogenation;
2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

A

pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

B

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

C

C5H11ClN2
1184916-49-1

C5H11ClN2

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In tetrahydrofuran at 37℃; under 2250.23 - 3000.3 Torr; for 18h;A 75 %Chromat.
B 2.8 %Chromat.
C 10.2 %Chromat.
2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

A

pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

B

6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrazine hydrate In methanol at 80℃; for 0.0833333h; Overall yield = 87 %;
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2-bromo-6-chloro-pyridin-3-amine
1050501-88-6

2-bromo-6-chloro-pyridin-3-amine

Conditions
ConditionsYield
Stage #1: 6-Chloro-pyridin-3-ylamine With bromine; sodium acetate; acetic acid at 20℃; for 1h;
Stage #2: With water; sodium carbonate; sodium chloride In ethyl acetate
99.8%
With bromine; sodium acetate; acetic acid at 20℃; for 1h;99.8%
With bromine; sodium acetate; acetic acid at 20℃; for 1h;99.8%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl (6-chloropyridin-3-yl)carbamate
171178-45-3

tert-butyl (6-chloropyridin-3-yl)carbamate

Conditions
ConditionsYield
In tert-butyl alcohol at 50℃; Inert atmosphere;99.3%
In 1,4-dioxane for 45h; Reflux; Inert atmosphere;96%
In 1,4-dioxane for 18h; Heating;94%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2-Chloronicotinoyl chloride
49609-84-9

2-Chloronicotinoyl chloride

2-Chloro-N-(2'-chloro-5'-pyridinyl)pyridine-3-carboxamide
152038-51-2

2-Chloro-N-(2'-chloro-5'-pyridinyl)pyridine-3-carboxamide

Conditions
ConditionsYield
In chloroform; ethyl acetate Ambient temperature;99%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2,5-hexanedione
110-13-4

2,5-hexanedione

1-(2-chloropyridine)-5-yl-2,5-dimethyl-1H-pyrrole
478548-84-4

1-(2-chloropyridine)-5-yl-2,5-dimethyl-1H-pyrrole

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water; toluene at 133℃; for 5h; Dean-Stark;97%
With toluene-4-sulfonic acid In toluene for 2h; Heating;91%
With toluene-4-sulfonic acid In toluene at 100℃; for 5h; Dean-Stark;82%
With toluene-4-sulfonic acid In toluene at 100℃; for 5h; Dean-Stark;77%
With toluene-4-sulfonic acid In toluene at 100℃; for 3h; Dean-Stark;
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

1-(3-hydroxy-1H-indol-1-yl)ethanone
33025-60-4

1-(3-hydroxy-1H-indol-1-yl)ethanone

C15H12ClN3O
869958-43-0

C15H12ClN3O

Conditions
ConditionsYield
toluene-4-sulfonic acid In toluene at 130℃; for 10h;97%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2,4,6-trifluorobenzaldehyde
58551-83-0

2,4,6-trifluorobenzaldehyde

(E)-N-(6-chloropyridin-3-yl)-1-(2,4,6-trifluorophenyl)methanimine
1145660-04-3

(E)-N-(6-chloropyridin-3-yl)-1-(2,4,6-trifluorophenyl)methanimine

Conditions
ConditionsYield
In toluene at 110℃; for 96h; Dean-Stark;97%
In toluene for 16h; Heating / reflux;
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

(6-chloropyridin-3-yl)-N-(4-methoxybenzyl)amine

(6-chloropyridin-3-yl)-N-(4-methoxybenzyl)amine

Conditions
ConditionsYield
With tin(II) chloride dihdyrate In methanol at 70℃; for 6h; chemoselective reaction;97%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

phenylboronic acid
98-80-6

phenylboronic acid

6-phenylpyridin-3-amine
126370-67-0

6-phenylpyridin-3-amine

Conditions
ConditionsYield
Stage #1: 6-Chloro-pyridin-3-ylamine; phenylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 25℃; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
96%
With tetrabutylammomium bromide; potassium carbonate In water at 80℃; for 8h; Suzuki coupling;92%
With tetrabutylammomium bromide; potassium carbonate In water at 80℃; for 10h; Suzuki coupling;87%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-[di(tert-butoxycarbonyl)amino]-6-chloropyridine
1044148-99-3

3-[di(tert-butoxycarbonyl)amino]-6-chloropyridine

Conditions
ConditionsYield
In n-heptane at 20 - 115℃;96%
With sodium hexamethyldisilazane In tetrahydrofuran
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

1-chlorosulfonyl-piperidine-2S-carboxylic acid 4-phenyl-butyl ester
343616-21-7

1-chlorosulfonyl-piperidine-2S-carboxylic acid 4-phenyl-butyl ester

(S)-1-(6-Chloro-pyridin-3-ylsulfamoyl)-piperidine-2-carboxylic acid 4-phenyl-butyl ester

(S)-1-(6-Chloro-pyridin-3-ylsulfamoyl)-piperidine-2-carboxylic acid 4-phenyl-butyl ester

Conditions
ConditionsYield
With 3,5-Lutidine In dichloromethane at 25℃;96%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

4-tert-butyl-3-nitrobenzoic acid
59719-78-7

4-tert-butyl-3-nitrobenzoic acid

4-tert-butyl-N-(6-chloropyridin-3-yl)-3-nitrobenzamide

4-tert-butyl-N-(6-chloropyridin-3-yl)-3-nitrobenzamide

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 24h;96%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione
15568-85-1

5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione

5-((6-chloropyridine-3-yl)-aminomethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione
1354290-11-1

5-((6-chloropyridine-3-yl)-aminomethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions
ConditionsYield
In isopropyl alcohol for 2h; Reflux;95.8%
In isopropyl alcohol for 2h; Reflux;95.8%
In isopropyl alcohol for 2h; Reflux;91%
In isopropyl alcohol for 2h; Reflux;91%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2-methoxy-pyridine-5-boronic acid
163105-89-3

2-methoxy-pyridine-5-boronic acid

6'-methoxy-[2,3']bipyridinyl-5-ylamine
835876-08-9

6'-methoxy-[2,3']bipyridinyl-5-ylamine

Conditions
ConditionsYield
With potassium phosphate; tris(dibenzylideneacetone)dipalladium (0); tricyclohexylphosphine In 1,4-dioxane; water at 100℃; for 18h;95%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2-chloro-5-hydrazinylpyridine
145934-89-0

2-chloro-5-hydrazinylpyridine

Conditions
ConditionsYield
Stage #1: 6-Chloro-pyridin-3-ylamine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h;
Stage #2: With hydrogenchloride; tin(II) chloride dihdyrate In water at 0℃; for 1h;
95%
Multi-step reaction with 6 steps
1: conc. aq. HCl / toluene; ethanol / 1 h / 25 °C
2: H2 / 5percent Pt/C / toluene; ethanol / 2 h / 2585.81 Torr
3: conc. aq. HCl / 0.33 h / 100 °C
4: 35 percent / aq. sodium nitrite / 1 h / 0 °C
5: 71 percent / acetic anhydride / 0.5 h / 100 °C
6: conc. aq. HCl / 25 °C
View Scheme
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

thiophosgene
463-71-8

thiophosgene

2-chloro-5-pyridinyl isothiocyanate

2-chloro-5-pyridinyl isothiocyanate

Conditions
ConditionsYield
In dichloromethane; water at 20℃; for 18h;95%
In chloroform
In chloroform
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

benzaldehyde
100-52-7

benzaldehyde

N-benzyl-(6-chloropyridin-3-yl)amine

N-benzyl-(6-chloropyridin-3-yl)amine

Conditions
ConditionsYield
With tin(II) chloride dihdyrate In methanol at 70℃; for 6h; chemoselective reaction;95%
With copper(I) iodide; phenylsilane In ethanol at 80℃; for 4h;95%
With 2-amino-4(3H)-quinazolinone; phenylsilane; acetic acid In neat (no solvent) at 20℃; for 5h; Green chemistry;83%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

formic acid
64-18-6

formic acid

N-(6-chloro-pyridin-3-yl)-formamide
206006-29-3

N-(6-chloro-pyridin-3-yl)-formamide

Conditions
ConditionsYield
for 2h; Reflux;95%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

4-(2-((tert-butoxycarbonyl)amino)cyclopropyl)benzoic acid

4-(2-((tert-butoxycarbonyl)amino)cyclopropyl)benzoic acid

tert-butyl (2-(4-((6-chloropyridin-3-yl)carbamoyl)phenyl)cyclopropyl)carbamate

tert-butyl (2-(4-((6-chloropyridin-3-yl)carbamoyl)phenyl)cyclopropyl)carbamate

Conditions
ConditionsYield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 18h;95%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2-chloropyridine-5-yldiazonium tetrafluoroborate

2-chloropyridine-5-yldiazonium tetrafluoroborate

Conditions
ConditionsYield
With tetrafluoroboric acid; isopentyl nitrite In ethanol at -5 - 0℃; for 0.5h;94%
With tetrafluoroboric acid; isopentyl nitrite In ethanol; water at -5℃; for 0.5h;83%
With nitrous acid isobutyl ester; boron trifluoride diethyl etherate In 1,2-dimethoxyethane; dichloromethane at -10 - 20℃; for 0.75h;
With tetrafluoroboric acid; tert.-butylnitrite In ethanol; water at -5℃; for 0.333333h;
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2-chloro-5-(N-methylacetamido)pyridine

2-chloro-5-(N-methylacetamido)pyridine

acetyl chloride
75-36-5

acetyl chloride

5-acetamido-2-chloropyridine
29958-18-7

5-acetamido-2-chloropyridine

Conditions
ConditionsYield
With triethylamine In dichloromethane93%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

6-(4-methoxyphenyl)-pyridin-3-ylamine
52057-98-4

6-(4-methoxyphenyl)-pyridin-3-ylamine

Conditions
ConditionsYield
With potassium phosphate monohydrate; Ethyl 4-bromobenzoate; C52H49PRu; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 5h; Suzuki-Miyaura Coupling; Inert atmosphere;93%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate
145013-05-4

tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate

N,N’-di(tert-butoxycarbonyl)-N’’-(6-chloropyridin-3-yl)guanidine
1448633-34-8

N,N’-di(tert-butoxycarbonyl)-N’’-(6-chloropyridin-3-yl)guanidine

Conditions
ConditionsYield
With triethylamine; mercury dichloride In dichloromethane at 5 - 20℃; for 16h;92%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2-methyl-4'-(trifluoromethoxy)-[1,1'-biphenyl]-3-carboxyIic acid

2-methyl-4'-(trifluoromethoxy)-[1,1'-biphenyl]-3-carboxyIic acid

C20H14ClF3N2O2

C20H14ClF3N2O2

Conditions
ConditionsYield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 12h;92%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

sodium thiocyanide
540-72-7

sodium thiocyanide

5-chlorothiazolo[5,4-b]pyridin-2-amine
31784-71-1

5-chlorothiazolo[5,4-b]pyridin-2-amine

Conditions
ConditionsYield
With bromine In acetic acid at 0℃; for 0.666667h;91%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

C11H8ClN3O4S

C11H8ClN3O4S

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 0 - 20℃;91%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

5-chlorosulfonyl-2-methyl-benzoic acid methyl ester
866358-17-0

5-chlorosulfonyl-2-methyl-benzoic acid methyl ester

5-(6-chloro-pyridin-3-ylsulfamoyl)-2-methyl-benzoic acid methyl ester
946492-89-3

5-(6-chloro-pyridin-3-ylsulfamoyl)-2-methyl-benzoic acid methyl ester

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 60℃; for 30h;89%
6-Chloro-pyridin-3-ylamine
5350-93-6

6-Chloro-pyridin-3-ylamine

triethoxyphenylsilane
780-69-8

triethoxyphenylsilane

6-phenylpyridin-3-amine
126370-67-0

6-phenylpyridin-3-amine

Conditions
ConditionsYield
With Pd((CH3)2C6H3NC(CH3)CHC(CH3)NC6H3(CH3)2)(CH3)(P(CH2CH3)3); tetrabutylammomium bromide; sodium hydroxide In water at 80℃; for 12h; Hiyama coupling; Inert atmosphere;89%

5350-93-6Relevant articles and documents

Rh Catalyzed Selective Hydrogenation of Nitroarenes under Mild Conditions: Understanding the Functional Groups Attached to the Nanoparticles

Tian, Haimeng,Zhou, Junjie,Li, Yunong,Wang, Yiming,Liu, Lei,Ai, Yongjian,Hu, Ze-Nan,Li, Jifan,Guo, Rongxiu,Liu, Zhibo,Sun, Hong-bin,Liang, Qionglin

, p. 5543 - 5552 (2019)

Modifying the surface of metal catalyst is a crucial subject for improving the heterogeneous metal catalysts. It is still a great challenge to understand the structure-activity relationship (SAR) between the surface supporting groups and the metal particles. Herein, Rh NPs supported on the magnetic silica sphere with various functional groups (?NH2, ?SH, ?SO3H, ?N=CH2, ?Cl, ?NHCOCH3 and ?NHCH2Ph) have been prepared for catalytic hydrogenation of nitroarenes under atmospheric pressure at room temperature. We discover that the chemical state of Rh NPs depends on the supporting groups significantly. The electron-donating functionalities can effectively elevate the Rh0/Rh3+ ratio, which increase the catalytic performance both in conversion and selectivity. The amino group decorated catalyst has such a good selectivity that no dechlorination reaction is observable in the hydrogenation of 2-chloro-3-nitropyridine. What's more, by introducing magnetic Fe3O4 nuclei and mesoporous silica encapsulating layer, the catalyst can be recovered conveniently by an external magnet, and can be reused 10 cycles without any loss of activity.

Palladated composite of Cu-BDC MOF and perlite as an efficient catalyst for hydrogenation of nitroarenes

Koohestani, Fatemeh,Sadjadi, Samahe

, (2021/11/04)

A novel composite of metal-organic framework and perlite is prepared through hydrothermal treatment of terephthalic acid and Cu(NO3)2·3H2O in the presence of perlite. The resulting composite was then utilized as a support for the immobilization of Pd nanoparticles. The obtained compound was characterized via XRD, TGA, ICP, FTIR, TEM, FE-SEM/EDS and elemental mapping analysis and applied as a catalyst for the hydrogenation of nitroarenes under mild reaction condition. The results approved that the catalyst could efficiently promote hydrogenation of various nitroarenes with different electronic densities and steric properties. Moreover, the catalyst showed high selectivity towards hydrogenation of nitro groups. Hot filtration test affirmed heterogeneous nature of catalysis. Furthermore, the present catalytic composite was highly recyclable with low Pd leaching. A comparative study also approved superior activity of the composite compared to palladated perlite and metal-organic framework.

Copper(II) complex with oxazoline ligand: Synthesis, structures and catalytic activity for nitro compounds reduction

Du, Jun,Gao, Li-Li,Jia, Wei-Guo,Li, Mei,Zhi, Xue-Ting

, (2020/05/14)

The Cu(II) complexes bearing bisoxazolines, tridentate pincer pybox and terpyridine ligands have been synthesized and fully characterized. The molecular structures of copper complexes 1a and 1c were confirmed by single-crystal X-ray diffraction methods. These copper complexes highly catalyzed nitro compounds reduction to aniline and its derivatives in the presence of NaBH4 reducing agent in water solvent. The complex 1e was an efficient catalyst toward nitro compounds reduction with wide functional group substrate scope and aliphatic nitro compounds.

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