ChemicalBook > CAS DataBase List > 2-Amino-6-methylpyridine

2-Amino-6-methylpyridine

Product Name
2-Amino-6-methylpyridine
CAS No.
1824-81-3
Chemical Name
2-Amino-6-methylpyridine
Synonyms
6-METHYLPYRIDIN-2-AMINE;2A6PC;AKOS 91157;AKOS BBS-00004344;6-AMINO-2-PICOLINE;2-AMINO-6-PICOLINE;TIMTEC-BB SBB004355;2-Picoline, 6-amino-;2-Amino-6-methylpyri;6-methyl-2-pyridinamin
CBNumber
CB3853241
Molecular Formula
C6H8N2
Formula Weight
108.14
MOL File
1824-81-3.mol
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2-Amino-6-methylpyridine Property

Melting point:
40-44 °C(lit.)
Boiling point:
208-209 °C(lit.)
Density 
1.0275 (estimate)
refractive index 
1.5560 (estimate)
Flash point:
218 °F
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
pK1: 7.41(+1) (25°C)
form 
Crystalline Low Melting Solid
color 
Yellow
Water Solubility 
very faint turbidity
Sensitive 
Hygroscopic
BRN 
107048
InChIKey
QUXLCYFNVNNRBE-UHFFFAOYSA-N
CAS DataBase Reference
1824-81-3(CAS DataBase Reference)
NIST Chemistry Reference
2-Pyridinamine, 6-methyl-(1824-81-3)
EPA Substance Registry System
2-Pyridinamine, 6-methyl- (1824-81-3)
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Safety

Hazard Codes 
T
Risk Statements 
25-36/37/38-24/25-23/24/25-24
Safety Statements 
26-36/37/39-45-37/39-28A
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
US1885000
F 
10-21
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29333999
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H310Fatal in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P262Do not get in eyes, on skin, or on clothing.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A75706
Product name
2-Amino-6-methylpyridine
Purity
98%
Packaging
100g
Price
$51.65
Updated
2025/07/31
Sigma-Aldrich
Product number
A75706
Product name
2-Amino-6-methylpyridine
Purity
98%
Packaging
500g
Price
$129
Updated
2025/07/31
TCI Chemical
Product number
A0403
Product name
2-Amino-6-methylpyridine
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$18
Updated
2025/07/31
TCI Chemical
Product number
A0403
Product name
2-Amino-6-methylpyridine
Purity
>98.0%(GC)(T)
Packaging
100g
Price
$39
Updated
2025/07/31
TCI Chemical
Product number
A0403
Product name
2-Amino-6-methylpyridine
Purity
>98.0%(GC)(T)
Packaging
500g
Price
$97
Updated
2025/07/31
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2-Amino-6-methylpyridine Chemical Properties,Usage,Production

Chemical Properties

YELLOWISH CRYSTALLINE LOW MELTING SOLID

Uses

Intermediate.

Uses

2-Amino-6-methylpyridine is a reagent used in the identification of selective inhibitor for phosphatidylinositol 3-kinase (PI3Ka).

Application

2-Amino-6-methylpyridine (2A6MPy) can be used as an electron donor and reacts with the π-acceptors tetracyanoethylene (TCNE), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and 2,4,4,6-tetrabromo-2,5-cyclohexanediene dione (TBCHD) to form a solid charge transfer molecule in chloroform at 25 ℃. complex (CT), and the chemical formulae of the solid CT complexes were [(2A6MPy)(TCNE)2], [(2A6MPy)2(DDQ)], [(2A6MPy)4(TBCHD)], respectively[2].

Description

2-amino-6-methylpyridine, a colorless organic crystalline solid, is a prominent candidate to be exploited for the manufacturing of valuable compounds with biological activity.

Reactions

2-Amino-6-methylpyridine can be used as precursor for the construction of diversified valuable scaffolds, e.g., 5-methyl-2-phenyl-3H-imidazo[4,5-b]pyridine and 6-bromo-5-methyl-2-phenylthiazolo[4,5-b]pyridine. The nitration of this nucleus in the presence of H2SO4 can yield N-(6-methyl-5-nitropyridin-2-yl)nitramide. It is also an important precursor for the generation of N-linked aminopiperidine-based gyrase inhibitors where during the course of reactions bromination of this nucleus was performed. Importantly, the amino group can be replaced by different halogen atoms, i.e. F, Cl, Br, or even by a nitroso group. Additionally, the methyl group on an aromatic system can be modified to the routine functional groups like aldehyde and carboxylic acid, or even bromination can be performed on this particular carbon[1].

Synthesis

5315-25-3

1824-81-3

The general procedure for the synthesis of 2-bromo-6-methylpyridine from 2-bromo-6-methylpyridine was as follows: 2-bromo-6-methylpyridine (1.0 mmol), aqueous ammonia solution (28%, 1.5 mmol), cuprous iodide nanoparticles (0.02 mmol), ligand 4a (3.0 mmol) and acetonitrile (2 mL) were added to an oven-dried flask. The reaction mixture was stirred at room temperature for 12 h under argon protection. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the product was extracted with ether (5 x 5 mL). The organic layers were combined, washed with saturated saline, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Purification by silica gel column chromatography using mixed ethyl acetate-hexane solvent as eluent gave 2-amino-6-methylpyridine. All the products are known compounds and their structures were confirmed by 1H NMR, 13C NMR and mass spectrometry, see Supplementary Material for detailed data.

Purification Methods

Crystallise it three times from acetone and dry it under vacuum at ca 45o. Alternatively, keep it in contact with NaOH pellets for 3hours, with occasional shaking, decant and fractionally distil it [Mod et al. J Phys Chem 60 1651 1956]. It also recrystallises from CH2Cl2 on addition of pet ether. [Marzilli et al. J Am Chem Soc 108 4830 1986, Beilstein 22/9 V 210.]

References

[1] Ali A, et al. 2-Amino-6-methylpyridine based co-crystal salt formation using succinic acid: Single-crystal analysis and computational exploration. Journal of Molecular Structure, 2021; 1230: 129893.
[2] SHERZOD MADRAHIMOV . Electronic, infrared, mass spectrometry and thermal studies on the reaction of 2-amino-6-methylpyridine with π-acceptors[J]. Journal of Molecular Structure, 2020. DOI:10.1016/j.molstruc.2019.127021.

2-Amino-6-methylpyridine Preparation Products And Raw materials

Raw materials

4-Chlorobenzaldehyde 2-Picoline Sodium Ferric nitrate Ammonia

Preparation Products

2-Fluoro-6-methylpyridine 2-Amino-6-nitropyridine 2-Fluoropyridine-6-carboxylic acid 2-Hydroxy-6-methyl-5-nitropyridine 2-CHLORO-5-FLUOROPYRIDINE-6-CARBOXYLIC ACID 3-BROMO-6-CHLORO-2-METHYL-5-NITROPYRIDINE 6-(ACETYLAMINO)-2-PYRIDINECARBOXYLIC ACID 2-Amino-6-methyl-5-nitropyridine 6-METHYL-PYRIDINE-2,5-DIAMINE 6-NITROPYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER 2-ISOCYANATO-6-NITROPYRIDINE 3-Amino-6-methoxypyridine-2-carboxylic acid 6-NITROPYRIDINE-2-CARBOXAMIDE 3-Amino-6-chloro-2-picoline 6-NITROPYRIDINE-2-CARBOXYLIC ACID 3-BROMO-6-HYDROXY-2-METHYLPYRIDINE 6-NITROPYRIDINE-2-CARBONYL CHLORIDE 6-AMINO-3-BROMO-2-METHYL-5-NITRO-PYRIDINE 2-FLUORO-6-METHYLPYRIDINE-3-BORONIC ACID 2-Amino-3-nitro-6-picoline 6-Methylpyridine-2-carbonitrile 3,6-DICHLORO-4-HYDROXYPYRIDINE-2-CARBOXYLIC ACID 2-Amino-5-bromo-6-methylpyridine 3-AMINO-2-METHOXY-6-PICOLINE 2-FLUORO-6-PYRIDINECARBONYL CHLORIDE 3-BROMO-6-METHOXY-2-METHYL-5-NITROPYRIDINE 6-TERT-BUTOXYCARBONYLAMINO-PYRIDINE-2-CARBOXYLIC ACID 2-AMINO-3,5-DICHLORO-6-METHYLPYRIDINE 6-METHYLPYRIDINE-2-BORONIC ACID 5-BROMO-3-NITRO-6-METHYLPYRIDIN-2(1H)-ONE
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View Lastest Price from 2-Amino-6-methylpyridine manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
2-Amino-6-methylpyridine 1824-81-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-06-04
Hebei Chuanghai Biotechnology Co., Ltd
Product
2-Amino-6-methylpyridine 1824-81-3
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-08
Henan Aochuang Chemical Co.,Ltd.
Product
2-Amino-6-methylpyridine 1824-81-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-12

1824-81-3, 2-Amino-6-methylpyridineRelated Search:

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