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ChemicalBook--->CAS DataBase List--->18437-58-6

18437-58-6

18437-58-6 Structure

18437-58-6 Structure
IdentificationMore
[Name]

4-Amino-2-picoline
[CAS]

18437-58-6
[Synonyms]

2-METHYL-4-AMINOPYRIDINE
2-METHYLPYRIDIN-4-AMINE
2-METHYL-PYRIDIN-4-YLAMINE
4-AMINO-2-METHYLPYRIDINE
4-AMINO-2-PICOLINE
4-AMINO-6-PICOLINE
AKOS BBS-00006740
AURORA 2465
4-Pyridinamine,2-methyl-(9CI)
4-AMINO-2-PICOLINE DIHYDROCHLORIDE
4-AMINO-2-METHYLPYRIDINE (4-AMINO-2-PICOLINE)
4-Pyridinamine,2-methyl-
4-Amino-2-methylpyridine ,97%
4-AMINO-2-PICOLINE, 98+%
2-Methyl-4-pyridinamine
[EINECS(EC#)]

625-782-6
[Molecular Formula]

C6H8N2
[MDL Number]

MFCD00186509
[Molecular Weight]

108.14
[MOL File]

18437-58-6.mol
Chemical PropertiesBack Directory
[Appearance]

Light yellow Cryst
[Melting point ]

93-97 °C
[Boiling point ]

143°C/9mmHg(lit.)
[density ]

1.068±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

Soluble in methanol.
[form ]

Powder
[pka]

9?+-.0.30(Predicted)
[color ]

Tan
[Detection Methods]

HPLC
[CAS DataBase Reference]

18437-58-6(CAS DataBase Reference)
[Storage Precautions]

Store under nitrogen
Safety DataBack Directory
[Hazard Codes ]

Xn,T,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/39:Wear suitable protective clothing and eye/face protection .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[Hazard Note ]

Harmful
[HazardClass ]

IRRITANT, TOXIC
[HS Code ]

29333990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sulfuric acid-->Dichloromethane-->Acetic acid-->Phosphorus oxychloride-->Chloroform-->Iron-->Stannous chloride dihydrate-->4-Nitro-2-picoline N-oxide
[Preparation Products]

4-AMINO-3-CHLORO-PYRIDINE-2-CARBOXYLIC ACID-->4-Aminopyridine-2-carboxylic acid-->4-BROMO-2-METHYL-3-NITRO-PYRIDINE-->4-AMINO-3-BROMO-2-METHYLPYRIDINE-->1H-Pyrazolo[4,3-b]pyridine, 7-broMo--->4-FLUORO-2-METHYLPYRIDINE-->TERT-BUTYL 4-BROMOPYRIDIN-2-YLCARBAMATE-->3,4-Dichloro-2-Picoline-->4-NITROPICOLINIC ACID-->4-Bromo-2-methylpyridine
Hazard InformationBack Directory
[Chemical Properties]

Light yellow Cryst
[Uses]

4-Amino-2-methylpyridine is used to prepare 2-methyl-pyridin-4-ol; nitrate at 20°C.
[Synthesis]

4-Nitro-2-picoline N-oxide

5470-66-6

4-Amino-2-picoline

18437-58-6

General procedure for the synthesis of 2-methyl-4-aminopyridine from 2-methyl-4-nitropyridine-N-oxide: 2-methyl-4-nitropyridine-N-oxide (5 g, 32.4 mmol) and iron powder (18.1 g, 324 mmol) were mechanically stirred for 3 hours in acetic acid (300 mL) at 70 °C. After completion of the reaction, the mixture was cooled to room temperature and concentrated under vacuum. The pH of the residue was adjusted to greater than 10 with aqueous NaOH, taking care to use a minimum amount of water. The reaction mixture was transferred to a liquid-liquid extractor and continuously extracted with chloroform for 12 hours. The organic layer was separated and dried over anhydrous sodium sulfate and subsequently concentrated in vacuum to afford the target product 4-amino-2-methylpyridine (3.5 g, >99% yield).

[References]

[1] Patent: WO2004/14913, 2004, A2. Location in patent: Page 81
[2] Patent: EP1403252, 2004, A1. Location in patent: Page 8
[3] Patent: WO2005/30213, 2005, A1. Location in patent: Page/Page column 166
[4] Patent: WO2008/57497, 2008, A2. Location in patent: Page/Page column 292
[5] Patent: WO2007/89669, 2007, A2. Location in patent: Page/Page column 203
Spectrum DetailBack Directory
[Spectrum Detail]

4-Amino-2-picoline(18437-58-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Amino-2-picoline,98+%(18437-58-6)
[Sigma Aldrich]

18437-58-6(sigmaaldrich)
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