ChemicalBook > Product Catalog >Pharmaceutical intermediates >Heterocyclic compound >Pyridine compound >Benzylpyridinium >2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS

2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS

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CAS:33400-49-6
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2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS Basic information
Product Name:2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS
Synonyms:2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE;6-n-[(4-fluorophenyl)Methyl]-3-nitropyridine-2,6-diaMine;2,6-PyridinediaMine,N6-[(4-fluorophenyl)Methyl]-3-nitro-;N6-[(4-fluorophenyl)methyl]-3-nitropyridine-2,6-diamine;2-Amino-6-[(4-fluorobenzyl)-amino]-3-nitropyridine;6-[[(4-Fluorophenyl)methyl]amino]-3-nitro-2-pyridinamine;2-Amino-3-nitro-6-(4-fluorobenzylamino)pyridine;-5-nitropyridine-2,6-diamine
CAS:33400-49-6
MF:C12H11FN4O2
MW:262.24
EINECS:251-498-3
Product Categories:Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:33400-49-6.mol
2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS Structure
2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS Chemical Properties
Melting point 178-180°C
Boiling point 464.5±45.0 °C(Predicted)
density 1.447±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka1.52±0.50(Predicted)
color Yellow
InChI1S/C12H11FN4O2/c13-9-3-1-8(2-4-9)7-15-11-6-5-10(17(18)19)12(14)16-11/h1-6H,7H2,(H3,14,15,16)
InChIKeyZVCIIRBNNSUNCH-UHFFFAOYSA-N
SMILESNC1=NC(NCC2=CC=C(F)C=C2)=CC=C1[N+]([O-])=O
Safety Information
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS Usage And Synthesis
Chemical PropertiesYellow Solid
UsesIntermediate in the preparation of Flupirtine metabolites.
Synthesis
2-Amino-6-chloro-3-nitropyridine

27048-04-0

4-Fluorobenzylamine

140-75-0

2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS

33400-49-6

To a reaction flask was added 200 mL of methanol, 52.08 g of 2-amino-3-nitro-6-chloropyridine (compound 1), 37.54 g of p-fluorobenzylamine and 50.0 mL of triethylamine. The reaction mixture was heated to 80 °C and kept for 10 hours. After completion of the reaction, 10 times the volume of water was added to the reaction solution and a solid was precipitated, which was filtered and dried to give 76.47 g of 2-amino-3-nitro-6-(4-fluorobenzylamino)pyridine (Compound 3) in 97.2% yield and 99.62% purity (as determined by HPLC).

References[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 23, p. 9739 - 9756
[2] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2012, vol. 67, # 12, p. 1297 - 1304
[3] Patent: CN105541705, 2016, A. Location in patent: Paragraph 0013; 0027; 0028
[4] Patent: WO2012/4391, 2012, A1. Location in patent: Page/Page column 39
[5] Patent: CN104086481, 2016, B. Location in patent: Paragraph 0033 - 0037
2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS Preparation Products And Raw materials
Raw materials2-Amino-6-chloro-3-nitropyridine-->4-Fluorobenzylamine-->Methanol-->Triethylamine
Tag:2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS(33400-49-6) Related Product Information
Flupirtine maleate TERT-BUTYL CARBAZATE CHEMBRDG-BB 4021959 2,6-DIAMINO-3-NITROSOPYRIDINE 2-AMINO-3-NITRO-6-(4‘-FLUORBENZYLAMINO)-PYRIDINE SPECIALITY CHEMICALS