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1603-40-3

Basic Information
CAS No.: 1603-40-3
Name: 2-Amino-3-methylpyridine
Article Data: 20
Cas Database
Molecular Structure:
Molecular Structure of 1603-40-3 (2-Amino-3-methylpyridine)
Formula: C6H8N2
Molecular Weight: 108.143
Synonyms: 3-Picoline,2-amino- (7CI,8CI);2-Amino-b-picoline;3-Methyl-2-aminopyridine;3-Methyl-2-pyridinamine;3-Methylpyridin-2-ylamine;NSC 176169;NSC 450;3-Methyl-pyridin-2-ylamine;
EINECS: 216-501-4
Density: 1.068 g/cm3
Melting Point: 29-31 °C(lit.)
Boiling Point: 220.9 °C at 760 mmHg
Flash Point: 109.9 °C
Solubility: soluble in water
Appearance: clear yellow liquid after melting
Hazard Symbols: ToxicT
Risk Codes: 23/24/25-33-36/37/38-25
Safety: 36/37/39-45-37/39-28A-26
Transport Information: UN 2811 6.1/PG 3
PSA: 38.91000
LogP: 1.55340
Synthetic route
3430-17-9

2-bromo-3-picoline

1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With copper(I) oxide; potassium carbonate; ammonium hydroxide; N,N-dimethylethylenediamine In ethylene glycol at 60℃; for 16h; Inert atmosphere;98%

N-Cyclohexyl-8-methyl-2-phenylimidazo[1,2-a]pyridin-3-amine

A

1603-40-3

3-methylpyridin-2-ylamine

B

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; Schlenk technique; chemoselective reaction;A n/a
B 96%
937648-82-3

3-methyl-2-pyridinecarboxamide

1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With sodium hypobromide; water; sodium hydroxide at 0 - 60℃; for 0.5h; Hofmann Rearrangement;87.8%
553626-46-3

N-cyclohexyl-2-isopropyl-8-methylimidazo[1,2-a]pyridin-3-amine

A

1603-40-3

3-methylpyridin-2-ylamine

B

32998-89-3

N-cyclohexyl-3-methyl-2-oxobutanamide

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 74%

N-cyclohexyl-2-ethyl-8-methylimidazo[1,2-a]pyridin-3-amine

A

1603-40-3

3-methylpyridin-2-ylamine

B

5070-30-4

N-cyclohexyl-2-oxobutanamide

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 72%
2369-18-8

2-fluoro-3-methylpyridine

1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;43%
108-99-6

3-Methylpyridine

A

1603-41-4

(5-methyl-pyridin-2-yl)amine

B

1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
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
108-99-6

3-Methylpyridine

1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With sodium amide; xylene at 135 - 140℃;
With sodium amide In o-xylene Chichibabin reaction;
56-23-5

tetrachloromethane

108-99-6

3-Methylpyridine

sodium amide

1603-40-3

3-methylpyridin-2-ylamine

2,2-dimethyl-3-(3-methyl-pyridin-2-yl)-2,3-dihydro-benzo[e][1,3]oxazin-4-one

1603-40-3

3-methylpyridin-2-ylamine

Conditions
ConditionsYield
With hydrogenchloride Hydrolysis;
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  • 2-AMINO-3-PICOLINE

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Chemistry

Molecular Structure of 2-Amino-3-methylpyridine(CAS NO.1603-40-3):

IUPAC Name: 3-methylpyridin-2-amine 
Empirical Formula: C6H8N2
Molecular Weight: 108.1411
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 0
Polar Surface Area: 16.13Å2
Index of Refraction: 1.574
Molar Refractivity: 33.4 cm3
Molar Volume: 101.2 cm3
Surface Tension: 46.9 dyne/cm
Density: 1.068 g/cm3
Flash Point: 109.9 °C
Enthalpy of Vaporization: 45.74 kJ/mol
Boiling Point: 220.9 °C at 760 mmHg
Vapour Pressure: 0.11 mmHg at 25°C
Water Solubility: Soluble
Sensitive: Hygroscopic
BRN: 107892
Melting point: 29-31 °C(lit.)
InChI
InChI=1/C6H8N2/c1-5-3-2-4-8-6(5)7/h2-4H,1H3,(H2,7,8)
Smiles
c1(c(nccc1)N)C
EINECS: 216-501-4
Product Categories: Variousamine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridine series; Pyridine; Pyridines derivates

Toxicity Data With Reference

1.    

orl-rat LD50:100 mg/kg

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,841.
2.    

ihl-rat LCLo:650 ppm/6H

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,841.
3.    

scu-mus LD50:36 mg/kg

    AJEBAK    Australian Journal of Experimental Biology and Medical Science. 36 (1958),491.
4.    

ivn-mus LD50:10 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#01585 .
5.    

skn-gpg LD50:200 mg/kg

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,841.

 

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by ingestion, skin contact, subcutaneous, and intravenous routes. Moderately toxic by inhalation. Combustible. When heated to decomposition it emits toxic fumes of NOx.
Other safty informations about 2-Amino-3-methylpyridine(CAS NO.1603-40-3):
Hazard Codes: T (Toxic)
Risk Statements:
R 23/24/25:Toxic by inhalation, in contact with skin and if swallowed
R33:Take precautionary measures against static discharges
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
S28:After contact with skin, wash immediately with plenty of water.
S26 :In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3

Specification

  2-Amino-3-methylpyridine, with CAS number of 1603-40-3, can be called 2-Amino-3-picoline ; 2-Amino-beta-picoline ; 3-Methyl-2-aminopyridine ; 3-Methyl-2-pyridinamine ; Pyridine, 2-amino-3-methyl- . It is a clear yellow liquid after melting. 2-Amino-3-methylpyridine(CAS NO.1603-40-3) can be used as pharmaceutical raw materials and intermediates.