| Identification | More | [Name]
2-Amino-5-iodopyridine | [CAS]
20511-12-0 | [Synonyms]
2-AMINO-5-IODOPYRIDINE
2-PYRIDINAMINE, 5-IODO-
5-IODO-2-PYRIDINAMINE
5-IODOPYRIDIN-2-AMINE
5-IODO-PYRIDIN-2-YLAMINE
AKOS BB-8250
ASISCHEM U79390
BUTTPARK 153\33-57
5-iodo-2-pyridinamin
2-Amino-5-iodopyridine 97%
5-iodo-2-pyridinylamine
5-Iodo-2-aminopyridine
2-Amino-5-iodopyridine ,98%
5-Iodopyridine-2-amine
2-Amiao-5-iodopyridine | [EINECS(EC#)]
626-319-0 | [Molecular Formula]
C5H5IN2 | [MDL Number]
MFCD00160312 | [Molecular Weight]
220.01 | [MOL File]
20511-12-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow needles | [Melting point ]
128-131 °C (lit.) | [Boiling point ]
293.8±25.0 °C(Predicted) | [density ]
2.055±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), DMSO (Slightly) | [form ]
Solid | [pka]
4.91±0.13(Predicted) | [color ]
Pale Yellow to Light Beige | [Water Solubility ]
Insoluble | [Sensitive ]
Light Sensitive | [Detection Methods]
HPLC,NMR | [BRN ]
108738 | [InChI]
InChI=1S/C5H5IN2/c6-4-1-2-5(7)8-3-4/h1-3H,(H2,7,8) | [InChIKey]
IVILGUFRMDBUEQ-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=C(I)C=C1 | [CAS DataBase Reference]
20511-12-0(CAS DataBase Reference) | [EPA Substance Registry System]
20511-12-0(EPA Substance) |
| Questions And Answer | Back Directory | [Uses]
2-Amino-5-iodopyridine is a compound that can be used in organic synthesis. | [Application]
2-Amino-5-iodopyridine, also known as 2-amino-5-iodopyridine or 5-iodo-2-aminopyridine, is an important intermediate in organic synthesis. It is mainly used as a pharmaceutical intermediate, and also in the production of dyes, pesticides, and fragrances. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [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 | [TSCA ]
Yes | [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow needles | [Synthesis]
Example 20: Scheme C10
2-Aminopyridine (II) (1.0 eq, 318 mmol, 30.0 g), periodate dihydrate (0.15 eq, 48 mmol, 10.7 g), and iodine (0.42 eq, 134 mmol, 32.4 g) were dissolved in a mixture of acetic acid (800 mL), water (36 mL), and sulfuric acid (6.2 mL), and heated to react at 80°C for 4 for 4 hours. Upon completion of the reaction, the reaction mixture was poured into 10% Na2S2O3 aqueous solution to quench unreacted iodine and subsequently extracted with ether. The organic phases were combined, washed with 10% NaOH aqueous solution, dried over anhydrous MgSO4 and concentrated under reduced pressure. The crude product was purified by column chromatography (elution gradient: heptane/ethyl acetate 25:75 → pure ethyl acetate) to afford the target compound 2-amino-5-iodopyridine (116) (52.0 g, 74% yield).
1H NMR (δ, CDCl3): 4.51 (2H, s), 6.35 (1H, d, J = 8 Hz), 7.62 (1H, d, J = 8 Hz), 8.21 (1H, s). | [References]
[1] Journal of Heterocyclic Chemistry, 2017, vol. 54, # 5, p. 2656 - 2663
[2] European Journal of Medicinal Chemistry, 2010, vol. 45, # 3, p. 1211 - 1219
[3] Synthetic Communications, 2010, vol. 40, # 23, p. 3506 - 3513
[4] Synthetic Communications, 2013, vol. 43, # 21, p. 2913 - 2925
[5] Journal of the American Chemical Society, 2003, vol. 125, # 3, p. 616 - 617 |
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