4214-74-8

Basic information

• Product Name: 2-Amino-3,5-dichloropyridine
• Synonyms: 3,5-dichloro-3-pyridylamine;3,5-Dichloro-2-AminoPyridine;2-AMINO-3,5-DICHLIROPYRIDINE;2-AMINO-3,5-DICHLOROPYRIDINE 99%;2-Pyridinamine, 3,5-dichloro-;2-Amino-3,5-dichloropyridine,97%;2-Amino-3,5-dichloropyridine,98%;(3,5-dichloro-2-pyridyl)amine
• CAS NO: 4214-74-8
• Molecular Formula: C₅H₄Cl₂N₂
• Molecular Weight: 163
• EINECS: 224-143-5
• Product Categories: Amines;Pyridines;Chloropyridines;Halopyridines;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Amino-pyridine series
• Mol File: 4214-74-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 81-83 °C(lit.)
• Boiling Point: 268.76°C (rough estimate)
• Flash Point: 96 °C
• Appearance: Off-white to pink to beige/Powder or Crystals
• Density: 1.5462 (rough estimate)
• Vapor Pressure: 0.0507mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 2.43±0.10(Predicted)
• Water Solubility: insoluble
• BRN: 119376
• CAS DataBase Reference: 2-Amino-3,5-dichloropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-3,5-dichloropyridine(4214-74-8)
• EPA Substance Registry System: 2-Amino-3,5-dichloropyridine(4214-74-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39-28A-45-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 4214-74-8(Hazardous Substances Data)

Usage

Chemical Properties

LIGHT BEIGE TO GREY CRYSTALLINE POWDER OR FLAKES

Uses

3,5-Dichloropyridin-2-amine can be used as herbicidal active substances.

InChI:InChI=1/C5H4Cl2N2/c6-3-1-4(7)5(8)9-2-3/h1-2H,(H2,8,9)/p+1

Upstream product

• 16063-70-0 2,3,5-trichloropyridine 
• 7664-41-7 ammonia 
• 1072-98-6 5-chloro-2-pyridylamine 
• 64-17-5 ethanol 
• 7782-50-5 chlorine 
• 5468-71-3 3,5-dichloropicolinamide 
• 7726-95-6 bromine 
• 39620-04-7 2-amino-3-chloropyridine 
• 504-29-0 2-aminopyridine 
• 110-86-1 pyridine 
• 171774-37-1 N-(3,5-dichloropyridin-2-yl)pyridinium aminide 
• 133520-09-9 N-tert-Butyl-N'-(3,5-dichloro-pyridin-2-yl)-diazene N'-oxide 

Downstream Products

• 73447-01-5 2-[(3,5-dichloro-pyridin-2-ylimino)-methyl]-phenol 
• 5437-33-2 3,5-Dichloro-2-pyridinol 
• 1073119-40-0 butyl 2-(6,8-dichloro-2-(4-methoxyphenyl)imidazo[1,2-a]pyridin-3-yl)acetate 
• 1073119-41-1 C₁₉H₁₇Cl₂N₃O₄ 
• 1073119-42-2 butyl 2-(6,8-dichloro-2-(4-chloro-3-nitrophenyl)imidazo[1,2-a]pyridin-3-yl)acetate 
• 16063-70-0 2,3,5-trichloropyridine 
• 573704-22-0 (6,8-Dichloro-2-phenyl-imidazo[1,2-a]pyridin-3-yl)-acetic acid ethyl ester 
• 193979-58-7 (6,8-Dichloro-2-phenyl-imidazo[1,2-a]pyridin-3-yl)-acetic acid butyl ester 
• 193979-50-9 [6,8-Dichloro-2-(4-chloro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-acetic acid ethyl ester 
• 161117-87-9 2-(tert-butoxycarbonylamino)-3,5-dichloropyridine 
• 14482-51-0 3,5-dichloro-2-bromopyridine 
• 95729-18-3 2-(2,6-Dimethoxybenzoylamino)-3,5-dichloropyridine 

Relevant articles and documents

tert-BUTYLDIAZENE OXIDE AS A LEAVING GROUP

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Selectfluor-promoted regioselective chlorination/bromination of 2-aminopyridines and 2-aminodiazines using LiCl/LiBr

Using LiCl as a chlorine source, the chlorination of 2-aminopyridines or 2-aminodiazines in the presence of Selectfluor and DMF is established under mild conditions. This method gives chlorinated pyridines or diazines in good to high yields with high regioselectivities. Also, this method is extended to the bromination of 2-aminopyridines or 2-aminodiazines by using LiBr. The regioselectivity of the chlorination reaction is strongly dependent upon the substituent pattern in either the 2-aminopyridines or 2-aminodiazines. The synthesis of Buparlisib from chlorinated pyridines was explored. A study of the mechanism revealed that this chlorination occurs via either a pyridine or diazine radical process.

CFBSA: a novel and practical chlorinating reagent

A structurally simple, highly reactive chlorinating reagent, N-chloro-N-fluorobenzenesulfonylamine (CFBSA), was conveniently prepared from inexpensive Chloramine B in high yield. A wide range of substrates were chlorinated with it to obtain products in good to high yields and appropriate selectivity.