5-broMo-2-iodopyridin-3-aMine
- Product Name
- 5-broMo-2-iodopyridin-3-aMine
- CAS No.
- 1180678-40-3
- Chemical Name
- 5-broMo-2-iodopyridin-3-aMine
- Synonyms
- 5-BroMo-2-iodo-3-pyridinaMine;5-broMo-2-iodopyridin-3-aMine;3-Amino-5-bromo-2-iodopyridine;3-Pyridinamine, 5-bromo-2-iodo-;5-Bromo-2-iodo-pyridin-3-ylamine
- CBNumber
- CB22606156
- Molecular Formula
- C5H4BrIN2
- Formula Weight
- 298.91
- MOL File
- 1180678-40-3.mol
5-broMo-2-iodopyridin-3-aMine Property
- Boiling point:
- 352.4±42.0 °C(Predicted)
- Density
- 2.426±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 0.42±0.20(Predicted)
- Appearance
- White to off-white Solid
Safety
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B679683
- Product name
- 5-Bromo-2-iodopyridin-3-amine
- Packaging
- 50mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- OR345518
- Product name
- 3-Amino-5-bromo-2-iodopyridine
- Packaging
- 250mg
- Price
- $102
- Updated
- 2021/12/16
- Product number
- AK127112
- Product name
- 5-Bromo-2-iodopyridin-3-amine
- Purity
- 98%
- Packaging
- 250mg
- Price
- $112
- Updated
- 2021/12/16
- Product number
- 3H30-S-04
- Product name
- 3-Amino-5-bromo-2-iodopyridine
- Purity
- 98%
- Packaging
- 250mg
- Price
- $120
- Updated
- 2021/12/16
- Product number
- 8930DU
- Product name
- 5-Bromo-2-iodopyridin-3-amine
- Packaging
- 250mg
- Price
- $186
- Updated
- 2021/12/16
5-broMo-2-iodopyridin-3-aMine Chemical Properties,Usage,Production
Synthesis
13535-01-8
1180678-40-3
GENERAL METHOD: N-Iodosuccinimide (NIS, 24.75 g, 110.0 mmol) was added to a solution of 5-bromo-3-aminopyridine (12.85 g, 100.0 mmol) in acetonitrile (MeCN, 400 mL). The mixture was stirred and reacted under reflux conditions overnight. After completion of the reaction, it was cooled to room temperature (r.t.) and the solvent was removed under vacuum. The residue was partitioned between ethyl acetate (EtOAc, 250 mL), saturated aqueous sodium bicarbonate (NaHCO3), sodium thiosulfate (Na2S2O3, 100 mL) and water (H2O, 250 mL). The organic layer was separated and washed with water (2 x 250 mL), and after separating the organic layer again, the solvent was removed under vacuum to give an orange colored oil. The oily substance was purified by silica gel column chromatography using a petroleum ether (PE) solution of 30-50% ethyl acetate as eluent to give an orange solid. The solid was washed with a 25% petroleum ether (80 mL) solution of ethyl acetate, collected by filtration and blotted dry to give 5-bromo-2-iodo-3-pyridinamine (7.32 g). The mother liquor was concentrated to dryness under vacuum and the residue was further purified by silica gel column chromatography using a 30-50% petroleum ether solution of ethyl acetate as eluent to give a purer product (1.90 g) as an off-white solid.
References
[1] Synlett, 2015, vol. 26, # 18, p. 2570 - 2574
[2] Patent: WO2014/60768, 2014, A1. Location in patent: Page/Page column 94; 95
[3] Patent: WO2014/60767, 2014, A1. Location in patent: Page/Page column 107
[4] Patent: WO2014/60770, 2014, A1. Location in patent: Page/Page column 126
[5] Journal of Organic Chemistry, 2015, vol. 80, # 21, p. 10806 - 10816
5-broMo-2-iodopyridin-3-aMine Preparation Products And Raw materials
Raw materials
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