|
|
| | 2-AMINO-5-CHLORO-3-IODOPYRIDINE Basic information |
| Product Name: | 2-AMINO-5-CHLORO-3-IODOPYRIDINE | | Synonyms: | 2-AMINO-5-CHLORO-3-IODOPYRIDINE;5-CHLORO-3-IODO-PYRIDIN-2-YLAMINE;2-AMINO-5-CHLORO-4-IODOPYRIDINE;5-chloro-3-iodo-2-pyridinamine;5-Chloro-3-iodopyridin-2-amine;2-PyridinaMine, 5-chloro-3-iodo-;2-amino-3-iodo-5-chloropyridine;2-AMINO-5-CHLORO-3-IODOPYRIDINE ISO 9001：2015 REACH | | CAS: | 211308-81-5 | | MF: | C5H4ClIN2 | | MW: | 254.46 | | EINECS: | | | Product Categories: | | | Mol File: | 211308-81-5.mol |  |
| | 2-AMINO-5-CHLORO-3-IODOPYRIDINE Chemical Properties |
| Melting point | 137-138°C | | Boiling point | 306.9±42.0 °C(Predicted) | | density | 2.139±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | form | powder to crystal | | pka | 2.27±0.49(Predicted) | | color | Light yellow to Yellow to Orange | | Sensitive | Light Sensitive | | InChI | 1S/C5H4ClIN2/c6-3-1-4(7)5(8)9-2-3/h1-2H,(H2,8,9) | | InChIKey | DIONPYCYVWCDIG-UHFFFAOYSA-N | | SMILES | Nc1ncc(Cl)cc1I | | CAS DataBase Reference | 211308-81-5 |
| Hazard Codes | Xi,Xn | | Risk Statements | 22 | | WGK Germany | WGK 3 | | HazardClass | IRRITANT | | PackingGroup | III | | HS Code | 2933399990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 2-AMINO-5-CHLORO-3-IODOPYRIDINE Usage And Synthesis |
| Uses | 2-Amino-5-chloro-3-iodopyridine is a useful synthetic intermediate. It was used in the rational design of highly selective spleen tyrosine kinase inhibitors. It was also used to synthesize azaindole derivatives with antibacterial and antifungal activities. | | Synthesis | GENERAL STEPS: 24,150 mL of a solvent mixture of tetrahydrofuran and 50 L of ethylene dichloride were added to an 8000 mL reactor, a plug-in thermometer was installed and a mechanical stirrer was started. Subsequently, 6037.5 g of 2-amino-5-chloropyridine and 18528 g of N-iodosuccinimide were added to the reactor. The reaction mixture was stirred continuously at 53 °C for 7 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and gas chromatography (GC) to confirm the complete reaction of 2-amino-5-chloropyridine. Upon completion of the reaction, the solvent was removed using a rotary evaporator to give the crude product. The crude product was recrystallized by a solvent mixture of ethyl acetate and ethanol to obtain purified 2-amino-3-iodo-5-chloropyridine. The product was dried and the calculated yield was 90.10% and the purity was 98.2% by GC. | | References | [1] Patent: CN104744353, 2017, B. Location in patent: Paragraph 0017-0031
[2] Organic and Biomolecular Chemistry, 2014, vol. 12, # 2, p. 307 - 315
[3] Patent: US2014/18533, 2014, A1. Location in patent: Paragraph 0074; 0075
[4] Patent: WO2011/73263, 2011, A1. Location in patent: Page/Page column 88-89
[5] Patent: WO2005/95400, 2005, A1. Location in patent: Page/Page column 345-346 |
| | 2-AMINO-5-CHLORO-3-IODOPYRIDINE Preparation Products And Raw materials |
|