3-Amino-2-chloro-4-methylpyridine
![3-Amino-2-chloro-4-methylpyridine Structure](CAS/GIF/133627-45-9.gif)
- CAS No.
- 133627-45-9
- Chemical Name:
- 3-Amino-2-chloro-4-methylpyridine
- Synonyms
- 2-CHLORO-4-METHYLPYRIDIN-3-AMINE;2-CHLORO-3-AMINO-4-METHYLPYRIDINE;Capic;TIMTEC-BB SBB010194;3-Amino-2-chloro-4-p;ASINEX-REAG BAS 13794917;2-CHLORO-3-AMINO-4-PICOLINE;3-AMINO-2-CHLORO-4-PICOLINE;2-Chloro-3-Amino-4-Methylpyrid;2-Chlor-4-Methylpyridin-3-Amin
- CBNumber:
- CB5240863
- Molecular Formula:
- C6H7ClN2
- Molecular Weight:
- 142.59
- MOL File:
- 133627-45-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/7 19:09:42
Melting point | 65-70 °C |
---|---|
Boiling point | 283.3±35.0 °C(Predicted) |
Density | 1.260±0.06 g/cm3(Predicted) |
storage temp. | Keep in dark place,Inert atmosphere,2-8°C |
solubility | Chloroform, Ethanol |
pka | 3.22±0.10(Predicted) |
form | Crystals |
color | Off White |
InChI | InChI=1S/C6H7ClN2/c1-4-2-3-9-6(7)5(4)8/h2-3H,8H2,1H3 |
InChIKey | UOBCYTOUXLAABU-UHFFFAOYSA-N |
SMILES | C1(Cl)=NC=CC(C)=C1N |
CAS DataBase Reference | 133627-45-9(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() GHS05,GHS07 |
|||||||||
---|---|---|---|---|---|---|---|---|---|---|
Signal word | Danger | |||||||||
Hazard statements | H302-H315-H318-H335 | |||||||||
Precautionary statements | P280-P301+P312+P330-P302+P352-P305+P351+P338+P310 | |||||||||
Hazard Codes | Xi,Xn | |||||||||
Risk Statements | 36/37/38-41-37/38-22 | |||||||||
Safety Statements | 26-36/37/39-36-39 | |||||||||
RIDADR | UN2811 | |||||||||
WGK Germany | 3 | |||||||||
Hazard Note | Irritant | |||||||||
HazardClass | 6.1 | |||||||||
PackingGroup | III | |||||||||
HS Code | 29333990 | |||||||||
NFPA 704 |
|
3-Amino-2-chloro-4-methylpyridine price More Price(4)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | 708135 | 3-Amino-2-chloro-4-methylpyridine 97% | 133627-45-9 | 1G | ₹3691.33 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 708135 | 3-Amino-2-chloro-4-methylpyridine 97% | 133627-45-9 | 5G | ₹10478.6 | 2022-06-14 | Buy |
TCI Chemicals (India) | A1855 | 3-Amino-2-chloro-4-methylpyridine min. 98.0 % | 133627-45-9 | 5G | ₹6300 | 2022-05-26 | Buy |
TCI Chemicals (India) | A1855 | 3-Amino-2-chloro-4-methylpyridine min. 98.0 % | 133627-45-9 | 25G | ₹13700 | 2022-05-26 | Buy |
3-Amino-2-chloro-4-methylpyridine Chemical Properties,Uses,Production
Chemical Properties
Off White Crystals
Uses
3-Amino-2-chloro-4-methylpyridine, also known as CAPIC, is a key intermediate in the production of nevirapine, a non-nucleosidic reverse transcriptase inhibitor that has been established to be clinically useful for the treatment of infection by HIV-1.
Preparation
An improved and commercially valuable process is developed by Ge et al. for the scalable synthesis of 2-chloro-3-amino-4-methylpyridine (CAPIC), a key intermediate of Nevirapine. The synthesis was accomplished in four steps, featuring condensation starting from 4,4-dimethoxyl-2-butanone and cyanoacetamide with ammonium acetate and acetic acid as catalysts. Specifically, a stirred solution of NaOH (15.6 g, 0.39 mol) and water (85 g) at 10 ℃ was added, 10% NaClO (96.8 g, 0.13 mol) and ethanol (80 g). 2-Chloro-3-amido-4- methylpyridine 7 (22 g, 0.13 mol) was added to the reaction mixture, stirring for 1 h. The mixture was heated to 60 ℃ and held for 3 h. After ethanol was removed in a vacuum, the mixture was cooled with an ice-water bath for 15–20 min to precipitate solid. Then, the mixture was filtered, washed with water, and dried to give 15.8 g (85.1% yield) of light yellow solid. 14.7 g of the white solid 2 was obtained via recrystallization in toluene.
References
[1] Xin Ge. “A concise synthesis of 2-chloro-3-amino-4-methylpyridine.” Research on Chemical Intermediates 37 6 (2011): 599–604.
3-Amino-2-chloro-4-methylpyridine Preparation Products And Raw materials
Raw materials
Preparation Products
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