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2-Aminopyridine Manufacturer/High quality/Best price/In stock
Cas No: 504-29-0
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
2-Aminopyridine
Cas No: 504-29-0
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High quality pyridine-2,6-diamine supplier in China
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High purity 2-Aminopyridine with high quality and lowest pricre cas:504-29-0
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USD $ 13.0-35.0 / Kilogram 1 Kilogram 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
2-aminopyridine
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USD $ 1.0-2.0 / Metric Ton 1 Metric Ton 500 Metric Ton/Week Hebei yanxi chemical co.,LTD. Contact Supplier
2-Aminopyridine
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2-Aminopyridine
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Factory Supply pyridine-2,6-diamine
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Amadis Chemical offer CAS#504-29-0;CAT#A828122
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No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
2-Aminopyridine
Cas No: 504-29-0
USD $ 1.0-1.0 / Kilogram 1 Kilogram 1000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier

504-29-0 Usage

Chemical Properties

2-Aminopyridine is a flammable, colorless crystalline solid, or white leaflets or powder, or colorless liquid with a characteristic odor

Physical properties

Colorless to yellow crystals, leaflets, flakes, or powder with a characteristic odor. May darken after prolonged storage.

Uses

The main use of 2-aminopyridine is in manufacturing pharmaceuticals such as antihistamines.

Uses

Used to label neutral and acidic glycans for fluorescent and UV detection in HPLC.12-AP has also been used to derivatize sialyloligosaccharides for detection in FAB-MS.22-Aminopyridine has been used as a reactant in the synthesis of 2-(2-aminopyridinium)acetyl starch with antioxidant property. It can also be used: As a reactant in the synthesis of 3-aroylimidazopyridines from chalcones by aerobic oxidative amidation using copper acetate catalyst.In the synthesis of crystalline Cu(II) complex, di-μ-(2-aminopyridine(N,N′))-bis[(2,6 pyridinedicarboxylate)aquacopper(II)] tetrahydrate using 2,6-pyridinedicarboxylic acid and Cu(CH3COO)2.H2O. As an imprinting molecule for the preparation of poly(methacrylic acid–ethylene glycol dimethacrylate) polymer. It is packed in micro-column for selective solid phase extraction of 2-aminopyridine. As a reactant in the synthesis of 2-aryl-3-(pyridin-2-yl)-1,3-thiazolidin-4-ones in the presence of Lewis acid catalysts.

Uses

Compound has been shown to reversibly block voltage-dependent potassium channels, and is also a common impurity from the synthesis of compounds found in hair dyes.2-Aminopyridine is used primarily in the pharmaceutical industry as an intermediate in chemical synthesis.2-Aminopyridine is a basic building block of several heterocyclic compounds and Schiff bases.2-Aminopyridine (2AP) is a derivatizing agent which can be used as a fluorescent label for oligosaccharide detection, chromatographic separation, fluorometric or mass spectrometric analysis.2AP and its derivatives are good candidates for antimicrobial, anticorrosion and molecular sensing applications.

Preparation

2-Aminopyridine is manufactured using the reaction of pyridine with sodium amide (Chichibabin amination). It is obtained in high yield after the hydrolysis of the intermediate salt (Merck, 2001; Shimizu et al., 1993).

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 4554, 2007 DOI: 10.1021/jo070189yTetrahedron Letters, 11, p. 3901, 1970

General Description

White powder or crystals or light brown solid.

Air & Water Reactions

Decomposes in air. Soluble in water.

Reactivity Profile

2-Aminopyridine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. Reacts with oxidizing agents .

Hazard

Toxic.

Health Hazard

2-Aminopyridine causes central nervous system effects.

Fire Hazard

2-Aminopyridine is combustible.

Safety Profile

Poison by ingestion, inhalation, subcutaneous, intravenous, and intraperitoneal routes. Toxic effects resemble strychnine poisoning. Human systemic effects by inhalation: somnolence, convulsions, and antipsychotic effects. Human central nervous system effects by inhalation. When heated to decomposition it emits highly toxic fumes of NOx,.

Potential Exposure

2-Aminopyridine is used in the manufacture of pharmaceuticals; especially antihistamines.

Carcinogenicity

The LD50 in mice by intraperitoneal injection was 35 mg/kg; lethal doses in animals also produced excitement, tremors, convulsions and tetany.1 Fatal doses were readily absorbed through the skin. A 0.2 M aqueous solution dropped in a rabbit’s eye was only mildly irritating. 2-Aminopyridine was not mutagenic in a variety of Salmonella tester strains with or without metabolic activation.

Environmental fate

Soil. When radio-labeled 4-aminopyridine was incubated in moist soils (50%) under aerobic conditions at 30 °C, the amount of 14CO2 released from an acidic loam (pH 4.1) and an alkaline, loamy sand (pH 7.8) was 0.4 and 50%, respectively (Starr and Cunningham, 1975). Chemical/Physical. Releases toxic nitrogen oxides when heated to decomposition (Sax and Lewis, 1987).

Shipping

UN2671 Aminopyridines, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

It crystallises from *benzene/pet ether (b 40-60o) or CHCl3 /pet ether. [Beilstein 22/8 V 280.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides

Waste Disposal

Incineration with nitrogen oxides removal from effluent gas.
InChI:InChI=1/C5H6N2/c6-5-3-1-2-4-7-5/h1-4H,(H2,6,7)/p+1

504-29-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (A0411)  2-Aminopyridine  >99.0%(GC)(T) 504-29-0 25g 195.00CNY Detail
TCI America (A0411)  2-Aminopyridine  >99.0%(GC)(T) 504-29-0 100g 390.00CNY Detail
TCI America (A0411)  2-Aminopyridine  >99.0%(GC)(T) 504-29-0 500g 1,120.00CNY Detail
Alfa Aesar (A12374)  2-Aminopyridine, 99%    504-29-0 25g 130.0CNY Detail
Alfa Aesar (A12374)  2-Aminopyridine, 99%    504-29-0 250g 384.0CNY Detail
Alfa Aesar (A12374)  2-Aminopyridine, 99%    504-29-0 1000g 1198.0CNY Detail
Sigma-Aldrich (36685)  2-Aminopyridine  PESTANAL®, analytical standard 504-29-0 36685-1G 255.06CNY Detail
Sigma-Aldrich (Y0000680)  MepyramineimpurityC  European Pharmacopoeia (EP) Reference Standard 504-29-0 Y0000680 1,880.19CNY Detail
Aldrich (A77997)  2-Aminopyridine  99% 504-29-0 A77997-5G 223.47CNY Detail
Aldrich (A77997)  2-Aminopyridine  99% 504-29-0 A77997-100G 517.14CNY Detail
Aldrich (A77997)  2-Aminopyridine  99% 504-29-0 A77997-500G 1,776.06CNY Detail
Sigma-Aldrich (09340)  2-Aminopyridine  purum, ≥98.0% (NT) 504-29-0 09340-50G 326.43CNY Detail

504-29-0SDS

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-Aminopyridine

1.2 Other means of identification

Product number -
Other names 2-Pyridylamine

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:504-29-0 SDS

504-29-0Synthetic route

2-bromo-pyridine
109-04-6

2-bromo-pyridine

2-aminopyridine
504-29-0

2-aminopyridine

Conditions
ConditionsYield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 120℃; for 16h; Sealed tube;100%
With ammonia; triethylamine In water at 20℃; for 4.25h;97%
With ammonium hydroxide at 20℃; for 7h; Catalytic behavior;96%
2-(formylamino)pyridine
34813-97-3

2-(formylamino)pyridine

2-aminopyridine
504-29-0

2-aminopyridine

Conditions
ConditionsYield
dodecacarbonyl-triangulo-triruthenium In acetonitrile for 2h; Heating;100%
N-cyclohexyl-2-phenylimidazo[1,2-a]pyridin-3-amine

N-cyclohexyl-2-phenylimidazo[1,2-a]pyridin-3-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

N-cicloesil-α-ossofenilacetamide
724-92-5

N-cicloesil-α-ossofenilacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Reagent/catalyst; Solvent; Schlenk technique; chemoselective reaction;A n/a
B 99%
N-cyclohexyl-2-(4-fluorophenyl)-1H-imidazo[1,2-a]pyridine-3-amine

N-cyclohexyl-2-(4-fluorophenyl)-1H-imidazo[1,2-a]pyridine-3-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

N-Cyclohexyl-2-(4-fluorophenyl)-2-oxoacetamide
1029542-72-0

N-Cyclohexyl-2-(4-fluorophenyl)-2-oxoacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 99%
2‑(4‑bromophenyl)‑N‑cyclohexylimidazo[1,2‑a]pyridin‑3‑amine
1218933-56-2

2‑(4‑bromophenyl)‑N‑cyclohexylimidazo[1,2‑a]pyridin‑3‑amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

2-(4-bromophenyl)-N-cyclohexyl-2-oxoacetamide
1029542-48-0

2-(4-bromophenyl)-N-cyclohexyl-2-oxoacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 98%
2-azido pyridine
39910-65-1

2-azido pyridine

2-aminopyridine
504-29-0

2-aminopyridine

Conditions
ConditionsYield
With iron(III) oxide; hydrazine hydrate In water at 120℃; for 1.5h; Inert atmosphere;97%
With D-glucose; potassium hydroxide In water at 85℃; for 0.166667h; Green chemistry; chemoselective reaction;97%
Stage #1: pyridine-2-azide With hydrazine hydrate for 0.166667h; Inert atmosphere;
Stage #2: for 12h; Irradiation; chemoselective reaction;
80%
N-(1-phenylbutyl)pyridin-2-amine

N-(1-phenylbutyl)pyridin-2-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

(1-chlorobutyl)benzene
27059-40-1

(1-chlorobutyl)benzene

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 16h; Sealed tube;A 39 mg
B 97%
N‑(tert‑butyl)‑2‑(4‑chlorophenyl)imidazo[1,2‑a]pyridin‑3‑amine
601468-08-0

N‑(tert‑butyl)‑2‑(4‑chlorophenyl)imidazo[1,2‑a]pyridin‑3‑amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

N-(tert-butyl)-2-(4-chlorophenyl)-2-oxoacetamide
69770-99-6

N-(tert-butyl)-2-(4-chlorophenyl)-2-oxoacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 97%
2-(3-bromophenyl)-N-cyclohexylimidazolo[1,2-a]pyridin-3-amine
1152035-02-3

2-(3-bromophenyl)-N-cyclohexylimidazolo[1,2-a]pyridin-3-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

2-(3-Bromophenyl)-N-cyclohexyl-2-oxoacetamide

2-(3-Bromophenyl)-N-cyclohexyl-2-oxoacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 97%
2-chloropyridine
109-09-1

2-chloropyridine

2-aminopyridine
504-29-0

2-aminopyridine

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); lithium hexamethyldisilazane; CyJohnPhos In tetrahydrofuran at 65℃; for 15h;96%
With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 60℃; for 24h; Inert atmosphere;93%
With ammonia; zinc(II) chloride at 220℃;
[1-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-decyl)-phenyl]-1-phenyl-meth-(E)-ylidene]-pyridin-2-yl-amine

[1-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-decyl)-phenyl]-1-phenyl-meth-(E)-ylidene]-pyridin-2-yl-amine

2-aminopyridine
504-29-0

2-aminopyridine

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran at 20℃;96%
N-tert-butyl-2-(4-fluorophenyl)-1H-imidazo[1,2-a]pyridine-3-amine
552855-95-5

N-tert-butyl-2-(4-fluorophenyl)-1H-imidazo[1,2-a]pyridine-3-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

N-tert-butyl-2-(4-fluorophenyl)-2-oxoacetamide

N-tert-butyl-2-(4-fluorophenyl)-2-oxoacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 96%
3-ethoxy-3-oxo-2-(pyridine-2-yl-aminomethylene)-propanoic acid ethyl ester
39080-52-9

3-ethoxy-3-oxo-2-(pyridine-2-yl-aminomethylene)-propanoic acid ethyl ester

2-aminopyridine
504-29-0

2-aminopyridine

Conditions
ConditionsYield
With ethylenediamine In ethanol at 20℃; for 1.3h;95%
N-(diphenylmethyl)pyridin-2-amine
96354-74-4

N-(diphenylmethyl)pyridin-2-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

diphenylchloromethane
90-99-3

diphenylchloromethane

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 16h; Sealed tube;A 41 mg
B 95%
N-[2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-yl]-N-cyclohexylamine

N-[2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-yl]-N-cyclohexylamine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

2-(4-chlorophenyl)-N-cyclohexyl-2-oxoacetamide
24914-10-1

2-(4-chlorophenyl)-N-cyclohexyl-2-oxoacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 95%
N‑(tert‑butyl)‑2‑phenylimidazo[1,2‑a]pyridin‑3‑amine

N‑(tert‑butyl)‑2‑phenylimidazo[1,2‑a]pyridin‑3‑amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

N-(tert-butyl)-2-oxo-2-phenylacetamide
21010-60-6

N-(tert-butyl)-2-oxo-2-phenylacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 95%
methyl 4-[1-(pyridin-2-ylamino)butyl]benzoate

methyl 4-[1-(pyridin-2-ylamino)butyl]benzoate

A

2-aminopyridine
504-29-0

2-aminopyridine

B

[4-(1-chlorobutyl)phenyl]methanol

[4-(1-chlorobutyl)phenyl]methanol

Conditions
ConditionsYield
With hydrogenchloride In water at 80℃; for 16h; Sealed tube;A 39 mg
B 94%
1-(4-{phenyl[(pyridin-2-yl)amino]methyl}phenyl)ethan-1-ol

1-(4-{phenyl[(pyridin-2-yl)amino]methyl}phenyl)ethan-1-ol

A

2-aminopyridine
504-29-0

2-aminopyridine

B

1-{4-[chloro(phenyl)methyl]phenyl}ethan-1-ol

1-{4-[chloro(phenyl)methyl]phenyl}ethan-1-ol

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 16h; Sealed tube;A 43 mg
B 94%
N-cyclohexyl-2-phenylimidazo[1,2-a]pyridin-3-amine

N-cyclohexyl-2-phenylimidazo[1,2-a]pyridin-3-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

C14H17N(18)O2

C14H17N(18)O2

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; water-d2; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃;A n/a
B 94%
N-tert-butyl-2-(furan-2-yl)imidazo[1,2-a]pyridin-3-amine

N-tert-butyl-2-(furan-2-yl)imidazo[1,2-a]pyridin-3-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

N-tert-butyl-2-(furan-2-yl)-2-oxoacetamide

N-tert-butyl-2-(furan-2-yl)-2-oxoacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 94%
N-Cyclohexyl-2-(m-tolyl)imidazo[1,2-a]pyridin-3-amine

N-Cyclohexyl-2-(m-tolyl)imidazo[1,2-a]pyridin-3-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

N-cyclohexyl-2-oxo-2-(m-tolyl)acetamide

N-cyclohexyl-2-oxo-2-(m-tolyl)acetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 93%
methyl 4-{phenyl[(pyridin-2-yl)amino]methyl}benzoate

methyl 4-{phenyl[(pyridin-2-yl)amino]methyl}benzoate

A

2-aminopyridine
504-29-0

2-aminopyridine

B

methyl 4-[chloro(phenyl)methyl]benzoate

methyl 4-[chloro(phenyl)methyl]benzoate

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 16h; Sealed tube;A 43 mg
B 91%
N-cyclohexyl-2-(2-methoxyphenyl)imidazo[1,2-a]pyridin-3-amine
855140-42-0

N-cyclohexyl-2-(2-methoxyphenyl)imidazo[1,2-a]pyridin-3-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

<2-Methoxy-phenyl>-glyoxylsaeure-cyclohexylamid
108842-43-9

<2-Methoxy-phenyl>-glyoxylsaeure-cyclohexylamid

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 91%
2-iodopyridine
5029-67-4

2-iodopyridine

2-aminopyridine
504-29-0

2-aminopyridine

Conditions
ConditionsYield
With ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 25℃; for 24h; Inert atmosphere; Sealed tube;89%
With copper(I) oxide; ammonium hydroxide; potassium carbonate at 140℃; for 16h; Inert atmosphere;82%
With acetamidine hydrochloride; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 20h; Inert atmosphere; Green chemistry;81%
With ammonium hydroxide; copper(l) iodide; N,N'-bis(3,5-dimethoxyphenyl)cyclopentane-1,1-dicarboxamide; caesium carbonate In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere; Sealed tube;59%
Multi-step reaction with 2 steps
1: xantphos; Cs2CO3 / Pd(OAc)2 / dioxane / 24 h / 100 °C
2: trifluoroacetic acid / CH2Cl2 / 20 °C
View Scheme
N-cyclohexyl-2-(o-tolyl)imidazolo[1,2-a]pyridin-3-amine

N-cyclohexyl-2-(o-tolyl)imidazolo[1,2-a]pyridin-3-amine

A

2-aminopyridine
504-29-0

2-aminopyridine

B

N-cyclohexyl-2-oxo-2-(o-tolyl)acetamide
1029542-43-5

N-cyclohexyl-2-oxo-2-(o-tolyl)acetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 89%
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