ChemicalBook > CAS DataBase List > 2-Amino-3-nitro-4-picoline

2-Amino-3-nitro-4-picoline

Product Name
2-Amino-3-nitro-4-picoline
CAS No.
6635-86-5
Chemical Name
2-Amino-3-nitro-4-picoline
Synonyms
NSC 52453;TIMTEC-BB SBB006636;4-METHYL-3-NITRO-PYRI;2-AMINO-3-NITRO-4-PICOLINE;2-AMino-4-Methyl-3-nitrop...;2-Amino-3-nitro-4-picoline,98%;4-Methyl-3-nitro-2-pyridinamine;2-amin-3-nitro-4-methylpyridine;3-Nitro-4-methyl-2-pyridinamine;4-methyl-3-nitropyridin-2-amine
CBNumber
CB6671998
Molecular Formula
C6H7N3O2
Formula Weight
153.14
MOL File
6635-86-5.mol
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2-Amino-3-nitro-4-picoline Property

Melting point:
136-140 °C(lit.)
Boiling point:
276.04°C (rough estimate)
Density 
1.3682 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
Crystalline Powder
pka
2.97±0.47(Predicted)
color 
Yellow
BRN 
139111
InChI
InChI=1S/C6H7N3O2/c1-4-2-3-8-6(7)5(4)9(10)11/h2-3H,1H3,(H2,7,8)
InChIKey
IKMZGACFMXZAAT-UHFFFAOYSA-N
SMILES
C1(N)=NC=CC(C)=C1[N+]([O-])=O
CAS DataBase Reference
6635-86-5(CAS DataBase Reference)
NIST Chemistry Reference
Pyridine, 2-amino-3-nitro-4-methyl-(6635-86-5)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36-36/37/39-22
WGK Germany 
3
F 
10
HazardClass 
IRRITANT
HS Code 
29333999
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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
290084
Product name
2-Amino-4-methyl-3-nitropyridine
Purity
98%
Packaging
25g
Price
$300
Updated
2023/06/20
Sigma-Aldrich
Product number
290084
Product name
2-Amino-4-methyl-3-nitropyridine
Purity
98%
Packaging
5g
Price
$152
Updated
2023/01/07
TCI Chemical
Product number
A1888
Product name
2-Amino-4-methyl-3-nitropyridine
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$24
Updated
2025/07/31
TCI Chemical
Product number
A1888
Product name
2-Amino-4-methyl-3-nitropyridine
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$59
Updated
2025/07/31
TRC
Product number
A616960
Product name
2-Amino-4-methyl-3-nitropyridine
Packaging
10g
Price
$970
Updated
2021/12/16
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2-Amino-3-nitro-4-picoline Chemical Properties,Usage,Production

Chemical Properties

light yellow crystal powder

Uses

2-Amino-4-methyl-3-nitropyridine was used in the synthesis of 2-amino-5-hydroxy-4-methyl-3-nitropyridine, 2-amino-4-hydroxymethyl-3-nitropyridine and 2-amino-4-methyl-3-nitropyridine-1-oxide by undergoing biotransformation by Cunninghamella elegans ATCC 26269.

General Description

The crystal structure of 2-amino-4-methyl-3-nitropyridine was elucidated.

Synthesis

695-34-1

21901-40-6

6635-86-5

The general procedure for the synthesis of 2-amino-4-methyl-5-nitropyridine and 4-methyl-3-nitropyridin-2-amine from 2-amino-4-methylpyridine was carried out as follows: commercially available 2-amino-4-methylpyridine (Fluka, purity >99%) was used as starting material according to the method previously described by Talik and Talik [29]. This was done as follows: 25 g of 2-amino-4-methylpyridine was dissolved in 125 cm3 concentrated sulfuric acid (Fluka, 96%). The reaction mixture was cooled to 0°C under strong stirring by adding ice mixed with sodium chloride. Subsequently, 37.5 cm3 of nitric acid (Chempur, 65%, density = 1.4 g/cm3) was slowly added, keeping the reaction temperature below 10°C. The reaction mixture was stirred under continuous cooling for 1.5 hours, followed by standing at room temperature for 1 hour. Next, the reaction mixture was sequentially heated in a water bath at 40°C for half an hour, at 60-70°C for 1 hour and in a boiling water bath for half an hour. After completion of the reaction, the mixture was cooled to room temperature, poured into ice water and adjusted to a weakly basic pH with ammonia. the solid product was collected by vacuum filtration. Steam distillation was utilized to separate the two nitro isomers (3-nitro and 5-nitro isomers). The more volatile 3-nitro isomer (I) was first distilled and concentrated and dried to give the pure product (10 g). The residual 5-nitro isomer (III) was collected by filtration and recrystallized from water (initial addition of sulfuric acid and activated carbon to dissolve the compound and remove impurities). After neutralization, filtration and drying, about 15 g of 5-nitroisomer (III) was obtained. 2-Amino-4-methyl-3,5-dinitropyridine (II) was prepared from 2-amino-4-methyl-5-nitropyridine (III) using a similar method (nitration and rearrangement to dinitropyridine). The residue was purified by crystallization in water to give 2-amino-4-methyl-3-nitropyridine (I) (yield: 27%, 10 g, melting point 134 °C), 2-amino-4-methyl-3,5-dinitropyridine (II) (yield: 80%, 10.4 g, melting point 197 °C) and 2-amino-4-methyl-5-nitropyridine (III) (yield: 40%, 15 g (yield: 40%, 15g, melting point 218°C). Melting points were determined using a K?fler apparatus and the chemical composition of the compounds was verified by Carlo Erba Analyzer (model 1104).

References

[1] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2012, vol. 96, p. 952 - 962
[2] Journal of the Chemical Society, 1954, p. 2448,2455
[3] Journal of the American Chemical Society, 1955, vol. 77, p. 3154
[4] Journal of Fluorine Chemistry, 2011, vol. 132, # 8, p. 541 - 547
[5] Journal of Molecular Structure, 2013, vol. 1043, p. 15 - 27

2-Amino-3-nitro-4-picoline Preparation Products And Raw materials

Raw materials

Preparation Products

N-(2-Amino-4-methylpyridin-3-yl)-2-chloropyridine-3-carboxamide
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View Lastest Price from 2-Amino-3-nitro-4-picoline manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
2-Amino-3-nitro-4-picoline 6635-86-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-05-29
Henan Fengda Chemical Co., Ltd
Product
2-Amino-3-nitro-4-picoline 6635-86-5
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-08
Dideu Industries Group Limited
Product
2-Amino-3-nitro-4-picoline 6635-86-5
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons min
Release date
2021-08-26

6635-86-5, 2-Amino-3-nitro-4-picolineRelated Search:

2-Amino-3-nitro-4-picoline 2-AMINO-5-NITRO-3-PICOLINE,2-AMINO-5-NITRO-3-PICOLINE (2-AMINO-3-METHYL-5-NITROPYRIDINE) 2-AMINO-5-NITRO-6-PICOLINE,6-AMINO-3-NITRO-2-PICOLINE,2-AMINO-5-NITRO-6-PICOLINE (2-AMINO-6-METHYL-5-NITROPYRIDINE) 2-AMINO-5-FLUORO-3-NITRO-4-PICOLINE 2-AMINO-5-CHLORO-4-METHYL-3-NITROPYRIDINE 2-Amino-5-bromo-4-methyl-3-nitropyridine 6-AMINO-5-NITRO-2-PICOLINE,98%,6-AMINO-5-NITRO-2-PICOLINE,2-AMINO-3-NITRO-6-PICOLINE 2-AMINO-5-NITRO-4-PICOLINE,2-AMINO-5-NITRO-4-PICOLINE (2-AMINO-4-METHYL-5-NITROPYRIDINE) 6-AMINO-5-NITRO-3-PICOLINE,6-Amino-5-nitro-3-picoline, 98+%,2-AMINO-3-NITRO-5-PICOLINE 4-Methyl-3-nitropyridine Pyridine 3-Nitropyridine 2-Amino-3-nitro-4,6-dimethyl-5-bromopyridine 2-AMINO-5-CYANO-3-NITRO-4-PICOLINE METHYL-(4-METHYL-3-NITRO-PYRIDIN-2-YL)-AMINE 2-AMINO-3,5-BISNITRO-4-METHYLPYRIDINE 4,6-DIMETHYL-3-NITRO-PYRIDIN-2-YLAMINE 2-AMINO-5-METHOXY-3-NITRO-4-PICOLINE

  • 4-Methyl-3-nitro-2-pyridinamine
  • 2-Amino-4-methyl-3-nitropyridine,97%
  • 4-METHYL-3-NITRO-PYRI
  • TIMTEC-BB SBB006636
  • 2-AMINO-4-METHYL-3-NITROPYRIDINE
  • 2-AMINO-3-NITRO-4-METHYLPYRIDINE
  • 2-AMINO-3-NITRO-4-PICOLINE
  • 4-METHYL-3-NITRO-PYRIDIN-2-YLAMINE
  • 2-amin-3-nitro-4-methylpyridine
  • 2-Amino-3-nitro-4-methoxypyridine
  • 2-Amino-4-methy -5-nitropyridine
  • 2-Amino-4-Mythyl-3-NitroPyridine
  • 2-AMINO-3-NITRO-4-METHOXYPYRIDIN
  • 2-PYRIDINAMINE, 4-METHYL-3-NITRO-
  • 2-AMINO-3-NITRO-4-PICOLINE (2-AMINO-4-METHYL-3-NITROPYRIDINE)
  • 3-Nitro-4-methyl-2-pyridinamine
  • 3-Nitro-4-methylpyridine-2-amine
  • 2-Amino-3-nitro-4-picoline,98%
  • 4-methyl-3-nitropyridin-2-amine
  • 2-AMino-4-Methyl-3-nitrop...
  • NSC 52453
  • 2-Amino-4-methyl-3-nitropyridine 98%
  • 2-Amino-4-methyl-3-nitropyridine &gt
  • 6-methyl-3-nitropyridin-3-amine
  • 2-Amino-3-nitro-4-picoline ISO 9001：2015 REACH
  • 6635-86-5
  • 6645-86-5
  • 6635-85-6
  • AMINO
  • Pyridines
  • Heterocyclic Building Blocks
  • Building Blocks
  • C6
  • Pyridines
  • Boronic Acid
  • Heterocycle-Pyridine series
  • amine |nitro-compound
  • Pyridine
  • Pyridine series
  • Amines
  • Aromatics
  • Heterocycles