| Identification | Back Directory | [Name]
6-CHLORO-4-IODOPYRIDIN-3-AMINE | [CAS]
351227-42-4 | [Synonyms]
6-CHLORO-4-IODOPYRIDIN-3-AMINE
6-Chloro-4-iodo-3-pyridinamine
3-Pyridinamine, 6-chloro-4-iodo-
(6-Chloro-4-iodopyridin-3-yl)amine
6-CHLORO-4-IODOPYRIDIN-3-AMINE ISO 9001：2015 REACH | [Molecular Formula]
C5H4ClIN2 | [MDL Number]
MFCD11520341 | [MOL File]
351227-42-4.mol | [Molecular Weight]
254.46 |
| Chemical Properties | Back Directory | [Boiling point ]
359.4±42.0 °C(Predicted) | [density ]
2.139±0.06 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
crystalline powder | [pka]
0.60±0.10(Predicted) | [color ]
Faint yellow | [InChI]
InChI=1S/C5H4ClIN2/c6-5-1-3(7)4(8)2-9-5/h1-2H,8H2 | [InChIKey]
UOICMMKVFPTQMX-UHFFFAOYSA-N | [SMILES]
C1=NC(Cl)=CC(I)=C1N |
| Hazard Information | Back Directory | [Synthesis]
Step c: Synthesis of 6-chloro-4-iodo-pyridin-3-amine
Tert-butyl (6-chloro-4-iodo-pyridin-3-yl)-carbamate (10.0 g, 28 mmol) was dissolved in 3 M hydrochloric acid (600 mL), heated to 60°C, and reacted for 12 hours. After completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted with saturated sodium bicarbonate solution to 8. Subsequently, the aqueous layer was extracted with ethyl acetate (100 mL × 3). The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography with the eluent being a petroleum ether solution of 10% ethyl acetate to give 6-chloro-4-iodopyridin-3-amine (6.6 g, 93% yield).
1H-NMR (CDCl3, 400 MHz) δ 7.81 (s, 1H), 7.60 (s, 1H), 4.13 (br s, 2H). | [References]
[1] Patent: US2009/253736, 2009, A1. Location in patent: Page/Page column 29
[2] Patent: WO2009/151598, 2009, A1. Location in patent: Page/Page column 122-123
[3] Patent: US2002/22624, 2002, A1
[4] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 9, p. 1233 - 1236
[5] Patent: WO2006/59164, 2006, A2. Location in patent: Page/Page column 22 |
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