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1603-41-4

1603-41-4 Structure

1603-41-4 Structure
IdentificationMore
[Name]

2-Amino-5-methylpyridine
[CAS]

1603-41-4
[Synonyms]

2-AMINO-5-METHYLPYRIDINE
2-AMINO-5-PICOLINE
5-METHYL-2-PYRIDYLAMINE
5-METHYLPYRIDIN-2-AMINE
6-AMINO-3-PICOLINE
6-AMINO-BETA-PICOLINE
AKOS 91156
TIMTEC-BB SBB004353
2-Pyridinamine,5-methyl-
3-Picoline, 6-amino-
5-Methyl-2-aminopyridine
5-methyl-2-pyridinamin
5-Methyl-2-pyridinamine
5-Methyl-2-pyridylamine dine
6-amino-3-picolin
Pyridine, 2-amino-5-methyl
2-Amino-5-picoline
2-Amino-5-methylpyridine
5-Methylpyridin-2-amine
2-AMINO-5-METHYLPYRIDINE 98%
2-AMINO-5-METHYLPYRIDINE, PHARMA
2-Pyridinamine,5-methyl-(9CI)
[EINECS(EC#)]

216-503-5
[Molecular Formula]

C6H8N2
[MDL Number]

MFCD00006328
[Molecular Weight]

108.14
[MOL File]

1603-41-4.mol
Chemical PropertiesBack Directory
[Appearance]

light yellow crystalline flakes
[Melting point ]

76-77 °C(lit.)
[Boiling point ]

227 °C(lit.)
[density ]

227
[vapor pressure ]

3.706Pa at 25℃
[refractive index ]

1,524-1,528
[Fp ]

118°C
[storage temp. ]

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

1000g/l
[form ]

Crystalline Powder, Crystals or Flakes
[pka]

pK1: 7.22(+1) (25°C)
[color ]

White to light yellow
[Sensitive ]

Hygroscopic
[Detection Methods]

HPLC
[BRN ]

107050
[InChI]

1S/C6H8N2/c1-5-2-3-6(7)8-4-5/h2-4H,1H3,(H2,7,8)
[InChIKey]

CMBSSVKZOPZBKW-UHFFFAOYSA-N
[SMILES]

Cc1ccc(N)nc1
[LogP]

1.08
[CAS DataBase Reference]

1603-41-4(CAS DataBase Reference)
[NIST Chemistry Reference]

2-Pyridinamine, 5-methyl-(1603-41-4)
[EPA Substance Registry System]

1603-41-4(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301+H311-H315-H319-H335
[Precautionary statements ]

P280-P301+P310+P330-P302+P352+P312-P305+P351+P338
[Hazard Codes ]

T,Xi
[Risk Statements ]

R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R25:Toxic if swallowed.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
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) .
S37/39:Wear suitable gloves and eye/face protection .
[RIDADR ]

UN 2811 6.1/PG 2
[WGK Germany ]

3
[RTECS ]

TJ5141000
[Hazard Note ]

Irritant
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29333999
[Storage Class]

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
[Hazard Classifications]

Acute Tox. 3 Dermal
Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
[Toxicity]

LD50 orl-rat: 200 mg/kg 85JCAE -,841,86
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrogen bromide-->Trimethylamine-->Chloromethane-->Trimethylamine hydrochloride-->3-Picoline-N-oxide-->5-Methylpyridine-->3-Picoline-->2-Bromo-5-methylpyridine-->Ammonia-->Cesium carbonate
[Preparation Products]

2-Chloro-5-methylpyridine-->Ethyl 6-aminonicotinate-->(5-Methoxymethyl-pyridin-2-yl)-carbamic acid tert-butyl ester-->6-(2,2,2-Trifluoroethoxy)nicotinic acid-->3-Amino-2-chloro-5-picoline-->6-Aminonicotinic acid-->(6-Amino-3-pyridinyl)methanol-->tert-Butyl [5-(hydroxymethyl)pyridin-2-yl]carbamate-->6-Chloropyridine-3,4-dicarboxylic acid-->Methyl 6-[(tert-butoxycarbonyl)amino]nicotinate-->Methyl 6-aminonicotinate-->Nalidixic acid-->2-Chloro-5-methyl-3-nitropyridine-->6-Aminonicotinohydrazide-->2-Bromo-3-nitro-5-methyl pyridine-->2,3-Dichloro-5-(trifluoromethyl)pyridine-->2-Amino-3-bromo-5-methylpyridine-->2-Hydroxy-5-methyl-3-nitropyridine-->2-Fluoropyridine-5-carbonyl chloride-->Methyl 6-(acetylamino)nicotinate-->6-Fluoronicotinic acid-->2-Acetylamino-3-bromo-5-methylpyridine-->2-Acetamido-5-pyridinecarboxylic acid-->2-Amino-3-nitro-5-picoline-->2-Fluoro-5-methylpyridine-->2-Acetamido-5-picoline
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

5-Methyl-2-pyridylamine(1603-41-4).msds
Hazard InformationBack Directory
[Chemical Properties]

light yellow crystalline flakes
[Uses]

Intermediate.
[Application]

2-Amino-5-methylpyridine is obtained when 3-methyl-pyridine is reacted with sodium amide in an inert diluent at elevated temperature and elevated pressure (compare U.S. Pat. No. 4,386,209).
[Production Methods]

2-Amino-5-methylpyridine is obtained when 3-methyl-pyridine is reacted with sodium amide in an inert diluent at elevated temperature and elevated pressure (compare U.S. Pat. No. 4,386,209).
[Safety Profile]

Poison by ingestion,subcutaneous, and skin contact routes. When heated todecomposition it emits toxic vapors of NOx.
[Synthesis]

2.2 g (0.377 mol) of trimethylamine are condensed at -10 °C. and added at -5 °C. to a solution of 10.03 g (0.092 mol) of 3-methyl-pyridine 1-oxide in 120 ml of methylene chloride. At this temperature, 7.9 (0.11 mol) of thionyl chloride in 15 ml of methylene chloride is added dropwise in 30 minutes. The temperature during this process is kept below 0 °C. The resulting yellow solution is allowed to thaw and is stirred overnight at room temperature. The solvent is removed in vacuo 35 ml of a 48% strength hydrogen bromide solution and then added. The water is distilled off, and the mixture is then heated to 210 °C. A 48% strength hydrogen bromide solution is continuously added dropwise, and water is distilled. After 8 hours, the reaction is completed according to thin-layer chromatography. The mixture is allowed to cool and is adjusted to pH 9 using a dilute sodium hydroxide solution. The mixture is then extracted four times using ethyl acetate. After filtration, the combined extracts are dried over sodium sulphate and concentrated on the rotary evaporator. 8 g (80.5% of theory) of 2-amino-5-methylpyridine are obtained.
[Purification Methods]

Crystallise it from acetone. [Beilstein 22/9 V 289.]
[References]

[1] Catalysis Communications, 2013, vol. 32, p. 28 - 31
[2] Advanced Synthesis and Catalysis, 2009, vol. 351, # 11-12, p. 1722 - 1726
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-5-methylpyridine(1603-41-4)MS
2-Amino-5-methylpyridine(1603-41-4)1HNMR
2-Amino-5-methylpyridine(1603-41-4)13CNMR
2-Amino-5-methylpyridine(1603-41-4)IR1
2-Amino-5-methylpyridine(1603-41-4)IR2
2-Amino-5-methylpyridine(1603-41-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Amino-5-picoline, 99%(1603-41-4)
[Alfa Aesar]

2-Amino-5-methylpyridine, 99%(1603-41-4)
[Sigma Aldrich]

1603-41-4(sigmaaldrich)
[TCI AMERICA]

6-Amino-3-picoline,>98.0%(GC)(T)(1603-41-4)
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