6-Chloro-5-iodo-3-nitropyridin-2-amine
- CAS No.
- 790692-90-9
- Chemical Name:
- 6-Chloro-5-iodo-3-nitropyridin-2-amine
- Synonyms
- 6-Chloro-5-iodo-3-nitropyridin-2-amine;6-Chloro-5-iodo-3-nitro-2-pyridinamine;2-Pyridinamine, 6-chloro-5-iodo-3-nitro-;6-Chloro-5-iodo-3-nitro-pyridin-2-ylamine
- CBNumber:
- CB23033302
- Molecular Formula:
- C5H3ClIN3O2
- Molecular Weight:
- 299.45
- MDL Number:
- MFCD27938906
- MOL File:
- 790692-90-9.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H317-H319-H335 |
| Precautionary statements | P261-P280-P305+P351+P338 |
6-Chloro-5-iodo-3-nitropyridin-2-amine price More Price(33)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Biosynth | QGB69290 | 6-Chloro-5-iodo-3-nitropyridin-2-amine | 790692-90-9 | 0.5g | $495.6 | 2026-06-04 | Buy |
| Biosynth | QGB69290 | 6-Chloro-5-iodo-3-nitropyridin-2-amine | 790692-90-9 | 5g | $1888 | 2026-06-04 | Buy |
| Ambeed | A181863 | 6-Chloro-5-iodo-3-nitropyridin-2-amine 95% | 790692-90-9 | 50mg | $87 | 2026-06-05 | Buy |
| Ambeed | A181863 | 6-Chloro-5-iodo-3-nitropyridin-2-amine 95% | 790692-90-9 | 100mg | $120 | 2026-06-05 | Buy |
| Ambeed | A181863 | 6-Chloro-5-iodo-3-nitropyridin-2-amine 95% | 790692-90-9 | 250mg | $193 | 2026-06-05 | Buy |
6-Chloro-5-iodo-3-nitropyridin-2-amine Chemical Properties, Uses, Production
Synthesis
27048-04-0
790692-90-9
The general procedure for the synthesis of 6-chloro-5-iodo-3-nitropyridin-2-amine from 2-amino-3-nitro-6-chloropyridine was as follows: to a solution of 6-chloro-3-nitropyridin-2-amine (630 mg, 3.63 mmol) in ethanol (11 mL) were added sequentially iodine (920 mg, 3.62 mmol) and silver sulfate (1132 mg, 3.63 mmol). The reaction mixture was stirred overnight at room temperature, then diluted with water (100 mL) and extracted with ethyl acetate (3 × 80 mL). The organic phases were combined, washed with brine (50 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 6-chloro-5-iodo-3-nitropyridin-2-amine (640 mg, 59%) as a yellow solid. Subsequently, 6-chloro-5-iodo-3-nitropyridin-2-amine (640 mg, 2.14 mmol) was dissolved in a solvent mixture of ethanol (40 mL) and water (10 mL), to which iron powder (1.93 g, 34.46 mmol) and ammonium chloride (887 mg, 16.58 mmol) were added. The reaction mixture was heated to reflux for 4 h and then concentrated, and the residue was dissolved in water (100 mL) and extracted with ethyl acetate (3 × 80 mL). The organic phases were combined, washed with brine (50 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford 6-chloro-5-iodopyridine-2,3-diamine (560 mg, 97%) as a brown solid, using a 33% petroleum ether solution of ethyl acetate as eluent. Next, a 6-chloro-5-iodopyridine-2,3-diamine (100 mg, 0.37 mmol), (2,3-dichlorophenyl)boronic acid (147.3 mg, 0.77 mmol), tetrakis(triphenylphosphine)palladium (42.9 mg, 0.04 mmol), and sodium carbonate (118.2 mg, 1.12 mmol) solution in water (5 mL) and dioxane (15 mL) solution was heated to reflux overnight. Upon completion of the reaction, it was quenched with water (100 mL) and extracted with ethyl acetate (3 × 50 mL). The organic phases were combined, washed with brine (50 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford 6-chloro-5-(2,3-dichlorophenyl)pyridine-2,3-diamine (80 mg, 75%) as a brown solid, using a petroleum ether solution of 50% ethyl acetate as eluent. Finally, a solution of 6-chloro-5-(2,3-dichlorophenyl)pyridine-2,3-diamine (80 mg, 0.28 mmol) in trifluoroacetic acid (10 mL) and concentrated hydrochloric acid (2 mL) was heated to reflux overnight. The reaction mixture was quenched with water (100 mL), pH adjusted to 8 with sodium carbonate, and extracted with ethyl acetate (3 × 80 mL). The organic phases were combined, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using a petroleum ether solution of 50% ethyl acetate as eluent to afford 5-chloro-6-(2,3-dichlorophenyl)-2-(trifluoromethyl)-1H-imidazo[4,5-b]pyridine trifluoroacetate (2 mg, 2%) as an off-white solid.
References
[1] Patent: WO2007/39297, 2007, A1. Location in patent: Page/Page column 28
[2] Patent: US10059737, 2018, B1. Location in patent: Page/Page column 5; 8
[3] Patent: US2013/281392, 2013, A1. Location in patent: Paragraph 0160; 0161
6-Chloro-5-iodo-3-nitropyridin-2-amine Preparation Products And Raw materials
6-Chloro-5-iodo-3-nitropyridin-2-amine Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Chiba Pharmaceutical Science and technology Co, Ltd. | 0531-81313138 13066006660 | chibapharm@foxmail.com | China | 3996 | 55 |
| SuZhou ShiYa Biopharmaceuticals, Inc. | 0512-0512-52358471 17715136450 | sales@shiyabiopharm.com | China | 9814 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Nanijing m&m biotechnology Co. ,Ltd. | 025-87782433 18021532344 | 1345332203@qq.com | China | 4226 | 58 |
| Cochemical Ltd. | 029-86115547 17791676824 | sales@cochemical.com | China | 6736 | 58 |
| Aikon International Limited | 025-58859352 19370895928 | sales01@aikonchem.com | China | 15078 | 58 |
| Cool Pharm, Ltd | 021-58581007 18019463053 | sales@coolpharm.com | China | 9999 | 58 |
| Shanghai jingkang bioengineering co., ltd. | 021-54721350 13524668266; | 2881505714@qq.com | China | 7866 | 58 |
| Zhengzhou Radium Biotechnology Co. LTD | 19903857099; 19937938981 | sales@graybio.com | China | 2417 | 58 |
| Zhenjiang Borun Bio-Technology Pharmaceutical Co., Ltd. | 15862994627 | 2570984291@qq.com | China | 931 | 58 |
