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2-Amino-5-methoxypyridine

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Name

2-Amino-5-methoxypyridine

EINECS 125-856-9
CAS No. 10167-97-2 Density 1.139 g/cm3
PSA 48.14000 LogP 1.25360
Solubility N/A Melting Point 36-38 °C
Formula C6H8N2O Boiling Point 251.6 °C at 760 mmHg
Molecular Weight 124.142 Flash Point 106 °C
Transport Information N/A Appearance dark red oil
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 10167-97-2 (5-METHOXY-PYRIDIN-2-YLAMINE) Hazard Symbols N/A
Synonyms

Pyridine,2-amino-5-methoxy- (7CI,8CI);5-Methoxy-2-aminopyridine;5-Methoxypyridin-2-amine;

Article Data 35

2-Amino-5-methoxypyridine Synthetic route

638352-78-0

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

10167-97-2

2-amino-5-methoxypyridine

Conditions
ConditionsYield
With hydroxylamine hydrochloride; triethylamine In ethanol; water for 20h; Heating / reflux;100%
With hydroxylamine hydrochloride; triethylamine In ethanol; water for 20h; Reflux;100%
With hydroxylamine hydrochloride; triethylamine In ethanol; water for 20h; Heating;81%
76066-07-4

2-bromo-3-methoxy-6-nitropyridine

10167-97-2

2-amino-5-methoxypyridine

Conditions
ConditionsYield
With hydrazine; palladium 10% on activated carbon In ethanol for 0.75h; Heating / reflux;96%
With hydrazine; palladium 10% on activated carbon In ethanol; water for 0.75h; Heating / reflux;96%
With hydrazine hydrate; palladium on activated charcoal In ethanol for 1.5h; Heating;95%
105170-27-2

2-bromo-5-methoxypyridine

10167-97-2

2-amino-5-methoxypyridine

Conditions
ConditionsYield
With bis(triphenylphosphine)nickel(II) chloride; lithium hexamethyldisilazane In 1,4-dioxane at 90℃; for 2h; Glovebox; Sealed tube;69%
With copper acetylacetonate; potassium phosphate; ammonia In N,N-dimethyl-formamide at 90℃; for 24h; Glovebox; Autoclave; chemoselective reaction;66%
20511-12-0

2-amino-5-iodopyridine

67-56-1

methanol

10167-97-2

2-amino-5-methoxypyridine

Conditions
ConditionsYield
With sodium; copper at 160℃; for 48h;51%
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate at 110℃; Ullmann reaction;
1072-97-5

5-bromo-2-pyridylamine

124-41-4

sodium methylate

10167-97-2

2-amino-5-methoxypyridine

Conditions
ConditionsYield
With copper In methanol at 100℃; for 12h;44%
With copper In methanol at 135℃; for 14h;36%
copper In methanol at 135℃; for 14h; Product distribution / selectivity;36%
42900-89-0

3,4-dihydro-1H-2-benzopyran-3-ol

5-methoxy-2-(2-methylhydrazinyl)pyridinium bishydrochloride

A

2-(5-methoxy-1H-indol-3-yl)phenylmethanol

B

3-(2-(isopropoxymethyl)phenyl)-5-methoxy-1H-pyrrolo[2,3-b]pyridine

C

3-(2-(chloromethyl)phenyl)-5-methoxy-1H-pyrrolo[2,3-b]pyridine

D

10167-97-2

2-amino-5-methoxypyridine

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 24h; Fischer Indole Synthesis; Inert atmosphere;A 34%
B 4%
C 4%
D 13%
20511-12-0

2-amino-5-iodopyridine

124-41-4

sodium methylate

10167-97-2

2-amino-5-methoxypyridine

Conditions
ConditionsYield
With copper In methanol at 160℃;31%
477889-91-1

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

10167-97-2

2-amino-5-methoxypyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / copper(I) chloride / methanol; dimethylformamide / 2 h / 80 °C
2: 81 percent / hydroxylamine hydrochloride; triethylamine / ethanol; H2O / 20 h / Heating
View Scheme
24100-18-3

2-bromo-3-methoxypyridine

10167-97-2

2-amino-5-methoxypyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / conc. H2SO4; fum. HNO3 / 4 h / 50 °C
2: 95 percent / N2H4*H2O / 5 percent Pd/C / ethanol / 1.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 48 percent / nitric acid, conc. sulfuric acid / 0.5 h / Heating
2: 78 percent / hydrazine hydrate / Pd/C / ethanol / 0.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 71 percent / fuming HNO3, concd H2SO4 / 1 h / 55 °C
2: 59 percent / H2, NaOH / 10percent Pd/C / ethanol
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid; nitric acid / 3 h / 55 °C
2: palladium on activated charcoal; hydrogen; potassium acetate / methanol; ethyl acetate / 48 h / 50 °C / 2585.81 Torr
View Scheme

2-Amino-5-methoxypyridine Chemical Properties

Following is the structure of 2-Amino-5-methoxypyridine (CAS NO.10167-97-2):
                        
Molecular Formula: C6H8N2O
Molecular Weight: 124.14
Index of Refraction: 1.56
Molar Refractivity: 35.25 cm3
Molar Volume: 108.9 cm3
Density: 1.139 g/cm3
Flash Point: 106 °C
Surface Tension: 46.1 dyne/cm
Enthalpy of Vaporization: 48.9 kJ/mol
Boiling Point: 251.6 °C at 760 mmHg
Vapour Pressure: 0.0202 mmHg at 25 °C
Appearance of 2-Amino-5-methoxypyridine (CAS NO.10167-97-2): Dark Red Oil
Product Categories of 2-Amino-5-methoxypyridine (CAS NO.10167-97-2): Chemical Amines; Amines; Heterocycles
SMILES: O(c1cnc(N)cc1)C
InChI: InChI=1/C6H8N2O/c1-9-5-2-3-6(7)8-4-5/h2-4H,1H3,(H2,7,8)
InChIKey: XJKJHILCYUUVSJ-UHFFFAOYAQ

2-Amino-5-methoxypyridine Specification

 2-Amino-5-methoxypyridine , its cas register number is 10167-97-2. It also can be called 5-Methoxy-pyridin-2-ylamine .

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