CAS No.1603-41-4,2-Amino-5-methylpyridine Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	1603-41-4
Name:	2-Amino-5-methylpyridine
Article Data:	25

Formula:	C₆H₈N₂
Molecular Weight:	108.143
Synonyms:	2-Amino-5-methylpyridine 98%;2-Amino-5-methyl pyridine;2-amino-5-methylpyridine;2-Amino-5-picoline;3-Picoline, 6-amino-;5-Methyl-2-pyridinamine;2-Pyridinamine, 5-methyl-;5-Methyl-2-aminopyridine;
EINECS:	216-503-5
Density:	1.068 g/cm³
Melting Point:	76-77 °C(lit.)
Boiling Point:	226.999 °C at 760 mmHg
Flash Point:	110.863 °C
Solubility:	freely soluble in water
Appearance:	white or yellowish crystal
Hazard Symbols:	T,Xi
Risk Codes:	23/24/25-36/37/38
Safety:	26-36/37/39-45-28A
Transport Information:	UN 2811 6.1/PG 2
PSA:	38.91000
LogP:	1.55340

Synthetic route

2-Bromo-5-methylpyridine: 2-Bromo-5-methylpyridine

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

Conditions

Conditions	Yield
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 ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; Sealed tube;	85%

: 108-99-6
3-Methylpyridine

A: 1603-41-4
(5-methyl-pyridin-2-yl)amine

B: 1603-40-3
3-methylpyridin-2-ylamine

Conditions

Conditions	Yield
With sodium amide; xylene
With ammonia; sodium; ethanolamine In toluene at 60 - 170℃; under 22502.3 - 41254.1 Torr; Pressure; Temperature; Autoclave; Inert atmosphere; Large scale;	A 1928 g B 144 g

: 1003-73-2
3-picoline-N-oxide

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

Conditions

Conditions	Yield
With hydrogenchloride; 4-chloro-2-methyl-1,3-benzoxazin-2-yl polystyrene 1.) ethylene chloride, reflux, 24 h, 2.) reflux, 20 h; Yield given. Multistep reaction;
Multi-step reaction with 2 steps 1: CH2Cl2 / Heating 2: conc. HCl View Scheme
Multi-step reaction with 2 steps 1: 84 percent / CHCl3 / 4 h / Heating 2: 98 percent / conc. HCl / 8 h / Heating View Scheme
With thionyl chloride; trimethylamine
With sodium hydroxide; thionyl chloride; hydrogen bromide; trimethylamine In dichloromethane; ethyl acetate

: 108-99-6
3-Methylpyridine

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

Conditions

Conditions	Yield
With sodium amide In ethanol at 66℃; for 2.16667h; Temperature; Reflux;
Multi-step reaction with 3 steps 1: acetic acid; dihydrogen peroxide / 6 h / 80 °C 2: dinitrogen pentoxide / dichloromethane / 4 h / 40 °C 3: zinc; formic acid / dichloromethane; methanol / 2 h / 75 °C View Scheme

: 18368-64-4
2-chloro-5-methylpyridine

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

Conditions

Conditions	Yield
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 50℃; for 24h; Reagent/catalyst; Inert atmosphere;	75%

: 100047-39-0
2-nitro-5-methylpyridine-N-oxide

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

Conditions

Conditions	Yield
With formic acid; zinc In methanol; dichloromethane at 75℃; for 2h; Time; Temperature;

: 7757-82-6
sodium sulfate

: 2-dimethylamino-5-methylpyridine

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

Conditions

Conditions	Yield
With pyridine; sodium hydroxide In dichloromethane; water

: 1003-73-2
3-picoline-N-oxide

: 75-44-5
phosgene

: trimethyl-(5-methyl-pyridin-2-yl)-ammonium chloride

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

Conditions

Conditions	Yield
With sodium hydroxide; hydrogen bromide; trimethylamine In ethyl acetate

...Expand

: 1042146-82-6
diethyl (2-amino-5-methylpyridin-3-yl)phosphonate

A: 1603-41-4
(5-methyl-pyridin-2-yl)amine

B: 1244954-88-8
2-amino-5-methyl-3-phosphanylpyridine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 48h;	A n/a B 59%

Raw Materials

108-99-6

762-04-9

Downstream Products

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The 6-Amino-3-picoline, with the CAS registry number 1603-41-4, is also known as 2-Amino-5-methylpyridine. It belongs to the product categories of Variousamine; Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridine Series; Amines; Pyridines; Pyridines Derivates; Aromatics; Heterocycles. Its EINECS registry number is 216-503-5. This chemical's molecular formula is C₆H₈N₂ and molecular weight is 108.14. What's more, both its IUPAC name and systematic name are the same which is called 5-Methylpyridin-2-amine. It should be stored in a cool, dry and well-ventilated place. This chemical can be prepared by trimethylamine with 3-methyl pyridine-N-oxide. This reaction needs reagent hydrobromic acid and solvent dichloromethane.

Physical properties about 6-Amino-3-picoline are: (1)ACD/LogP: 0.887; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.62; (4)ACD/LogD (pH 7.4): 0.73; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.94; (7)ACD/KOC (pH 5.5): 2.25; (8)ACD/KOC (pH 7.4): 50.42; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 38.91 Å²; (13)Index of Refraction: 1.574; (14)Molar Refractivity: 33.405 cm³; (15)Molar Volume: 101.213 cm³; (16)Polarizability: 13.243×10^-24cm³; (17)Surface Tension: 46.924 dyne/cm; (18)Density: 1.068 g/cm³; (19)Flash Point: 110.863 °C; (20)Enthalpy of Vaporization: 46.355 kJ/mol; (21)Boiling Point: 226.999 °C at 760 mmHg; (22)Vapour Pressure: 0.0790 mmHg at 25 °C.

Uses of 6-Amino-3-picoline: (1) it is used as dye intermediate; (2) it is used to produce other chemicals. For example, it can react with phthalic acid anhydride to get 2-(5-methyl-pyridin-2-yl)-isoindole-1,3-dione. The reaction occurs with solvent acetic acid and other condition of heating for 24 hours. The yield is 70 %.

6-Amino-3-picoline can react with phthalic acid anhydride to get 2-(5-methyl-pyridin-2-yl)-isoindole-1,3-dione.

When you are dealing with this chemical, you should be very careful. This chemical is toxic by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. Therefore, you could take off immediately all contaminated clothing. And you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: n1cc(ccc1N)C
(2) InChI: InChI=1S/C6H8N2/c1-5-2-3-6(7)8-4-5/h2-4H,1H3,(H2,7,8)
(3) InChIKey: CMBSSVKZOPZBKW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	skin	400mg/kg (400mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 841, 1986.
mouse	LD50	subcutaneous	110mg/kg (110mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Australian Journal of Experimental Biology and Medical Science. Vol. 36, Pg. 491, 1958.
rat	LD50	oral	200mg/kg (200mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 841, 1986.