Identification | More | [Name]
2-Amino-3,5-dichloropyridine | [CAS]
4214-74-8 | [Synonyms]
2-AMINO-3,5-DICHLOROPYRIDINE 3,5-DICHLORO-2-PYRIDINAMINE 3,5-DICHLOROPYRIDIN-2-AMINE 3,5-DICHLOROPYRIDIN-2-YLAMINE AKOS BBS-00001349 BUTTPARK 153\57-29 TIMTEC-BB SBB003932 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- | [EINECS(EC#)]
224-143-5 | [Molecular Formula]
C5H4Cl2N2 | [MDL Number]
MFCD00006313 | [Molecular Weight]
163 | [MOL File]
4214-74-8.mol |
Chemical Properties | Back Directory | [Appearance]
LIGHT BEIGE TO GREY CRYSTALLINE POWDER OR FLAKES | [Melting point ]
81-83 °C(lit.)
| [Boiling point ]
268.76°C (rough estimate) | [density ]
1.5462 (rough estimate) | [refractive index ]
1.6300 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Powder or Crystals | [pka]
2.43±0.10(Predicted) | [color ]
Off-white to pink to beige | [Water Solubility ]
insoluble | [Detection Methods]
HPLC | [BRN ]
119376 | [InChI]
InChI=1S/C5H4Cl2N2/c6-3-1-4(7)5(8)9-2-3/h1-2H,(H2,8,9) | [InChIKey]
OCWBGKZFOYMCCN-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=C(Cl)C=C1Cl | [CAS DataBase Reference]
4214-74-8(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
Hazard Information | Back Directory | [Chemical Properties]
LIGHT BEIGE TO GREY CRYSTALLINE POWDER OR FLAKES | [Uses]
3,5-Dichloropyridin-2-amine can be used as herbicidal active substances. | [Synthesis]
General procedure for the synthesis of 2-amino-3,5-dichloropyridine from 2-amino-5-chloropyridine: 5500 mL of a solvent mixture of DMF and methanol with a volume ratio of 2.5:1 was added to a 10L three-necked round-bottomed flask, a thermometer was mounted and configured with condensation reflux device, and a magnetic stirrer was started. 2560.8 g of 2-amino-5-chloropyridine and 6118.4 g of N-chlorosuccinimide were added sequentially, and the reaction mixture was stirred at 45 °C for 2.5 hours. The reaction progress was monitored by TLC and GC until the reaction was complete. After completion of the reaction, the solvent was removed by distillation to obtain the crude product, which was purified by recrystallization with ethanol to afford the target compound 2-amino-3,5-dichloropyridine. The product was dried in 70.5% yield and 98.20% purity (GC analysis). | [References]
[1] European Journal of Organic Chemistry, 2012, # 28, p. 5595 - 5604 [2] Patent: CN104016908, 2016, B. Location in patent: Paragraph 0027; 0028 [3] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1928, vol. 60, p. 689 [4] Chem. Zentralbl., 1928, vol. 99, # II, p. 1671 |
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