Name | 2-Chloro-3-Cyano Pyridine |
Synonyms | RARECHEM AH CK 0066 2-CHLORONICOTINITRILE 2-CHLORONICOTINONITRILE 2-Chloronicotinonitrile 2-Chloro-3-Cyanopyridine 3-Cyano-2-Chloropyridine 2-Chloro-3-Cyano Pyridine 2-chloropyridine-3-carbonitrile 2-CHLOROPYRIDINE-3-CARBONITRILE 2-CHLORO-3-CYANO-PYRIDINE, 2-CHLORONICTINONITRIL 2-CHLORO-3-CYANO PYRIDINE 2-CHLORONICOTINONITRILE 2-Chloronicotinonitrile (2-Chloro-3-cyano pyridine) |
CAS | 6602-54-6 |
EINECS | 229-550-1 |
InChI | InChI=1/C6H3ClN2/c7-6-5(4-8)2-1-3-9-6/h1-3H |
InChIKey | JAUPUQRPBNDMDT-UHFFFAOYSA-N |
Molecular Formula | C6H3ClN2 |
Molar Mass | 138.55 |
Density | 1.3185 (rough estimate) |
Melting Point | 104-107°C(lit.) |
Boling Point | 112°C 1mm |
Flash Point | 112°C/1mm |
Vapor Presure | 0.0144mmHg at 25°C |
Appearance | Crystalline Powder or Flakes |
Color | White to off-white |
BRN | 115772 |
pKa | -2.17±0.10(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.4877 (estimate) |
MDL | MFCD00014628 |
Physical and Chemical Properties | White-almost white powdery crystals |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
UN IDs | UN 3439 6.1/PG 3 |
WGK Germany | 3 |
HS Code | 29333990 |
Hazard Note | Toxic/Irritant |
Hazard Class | 6.1 |
Packing Group | III |
Application | 2-chloro-3-cyanopyridine is an intermediate in organic synthesis and a pharmaceutical intermediate, can be used in laboratory research and development process and chemical and pharmaceutical synthesis process. 2-chloro-3-cyanopyridine is a common and important intermediate in the pharmaceutical industry, which is reported to be reddish brown, red or light yellow in the literature. It has a wide range of uses, can be used as raw materials for the synthesis of many excellent performance drugs, such as antidepressants mirtazapine, anti-AIDS drugs nevirapine, but also has anti-inflammatory pain, treatment of consumption syndrome and other effects, agrochemicals can also be synthesized as raw materials for improving the utilization of feed protein, while also being useful as pesticides and herbicides. |
preparation | the step of synthesizing 2-chloro-3-cyanopyridine with 3-cyanopyridine is realized by the following method: 1. Put 100~250 g3-cyanopyridine into 200 ~ 500g H2O2 solution with molar concentration of 28 ~ 31%, and let stand for 2~3 hours, then the mixture was evaporated at a temperature of 80~100 ° C. Moisture for 3~5 hours to obtain dried Nicotinamide-N-oxide, take 95~240g of dried smoke amide-N-oxide into three bottles, POCl3, which is 1.5~10 times the mass of Nicotinamide-N-oxide, is added to three bottles, then, the mixture of the three bottles was stirred at 35~80 °c for 2~10 hours, POCl3, which is 0.2-2 times the mass of Nicotinamide-N-oxide, is then added dropwise to three bottles, and the addition needs to be completed within 0.25-0.3 hours, then, the three bottles containing the mixed solution are allowed to stand under the condition of 35~90 ° C. For 5~15 hours to obtain the chlorination reaction solution. Vacuum distillation under the conditions of 20~80 ℃ and 0.8 ~ 12.5kPa in pressure , until no yellow condensed liquid flows out, cool the chlorination reaction solution after vacuum distillation to room temperature, then, under the condition of 5~80 ℃, cold water of 10~100 times the mass of the chlorination reaction solution after cooling and 0~5 ℃ is added to the chlorination reaction solution, after standing at room temperature for 1~10 hours, the mixture was filtered to obtain a solid phase, the solid phase was fully dissolved in methanol-water system with mass ratio of 1~15 ∶ 3, then to the methanol- water system dissolved in solid phase, 2 ~ 30% of the solid mass of activated carbon was added, then under the condition of 30~80 deg C stirring methanol-water system 0.5~5 hours after filtering out the activated carbon; 6, the solid-phase -dissolved methanol-water system was evaporated at 80~100 ℃, after crystallization, stop heating and cool the System to -5 ~-10 ℃ within 20~30 minutes to obtain recrystallization after cooling, the recrystallization is dried in a vacuum drying oven at a temperature of 20 to 80 °c for 24 to 24 °c ~ After 48 hours, 2-chloro-3-cyanopyridine was obtained. |