Name | 2-(4-Chlorobenzyl)pyridine |
Synonyms | 2-(p-Chlorobenzy)pyridine 2-(P-CHLOROBENZYL)PYRIDINE 2-(4-Chlorobenzyl)pyridine 4-CHLOROPHENYL 4-PYRIDYL KETONE 2-[(4-Chlorophenyl)methyl]pyridine Pyridine, 2-[(4-chlorophenyl)methyl]- |
CAS | 4350-41-8 |
EINECS | 224-412-7 |
InChI | InChI=1/C12H10ClN/c13-11-6-4-10(5-7-11)9-12-3-1-2-8-14-12/h1-8H,9H2 |
Molecular Formula | C12H10ClN |
Molar Mass | 203.67 |
Density | 1.17g/cm3 |
Melting Point | 8°C |
Boling Point | 312.8°C at 760 mmHg |
Flash Point | 162.3°C |
Vapor Presure | 0.000951mmHg at 25°C |
pKa | 4.88±0.10(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.587 |
MDL | MFCD00006353 |
Physical and Chemical Properties | Chemical properties Boiling point 181-183 ℃(2.66kPa), relative density 1.390, refractive index 1.5868. |
Use | As an intermediate for the drug Chlorpheniramine |
Risk Codes | 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S24/25 - Avoid contact with skin and eyes. |
BRN | 133425 |
NIST chemical information | 2-(para-Chlorobenzyl)-pyridine(4350-41-8) |
introduction
2-p-chlorobenzylpyridine is an important intermediate for the preparation of chlorpheniramine drugs. Chlorpheniramine Chlorpheniramine, alias: chlorpheniramine. It is an antihistamine, mainly used for various allergic diseases, such as insect bites, urticaria, vasodilatory rhinitis, asthma, contact dermatitis, etc.
use
1. Drug intermediates. For the production of chlorpheniramine.
2, used as an intermediate for the drug chlorpheniramine
production method
it is obtained by condensation of 2-chloromethylpyridine and aniline, and then by diazo, replacement and elimination: 1. condensation add 2-chloromethylpyridine and aniline to the reaction pot, add hydrochloric acid to pH = 1, concentrate and distill water, and stop distillation at 130 ℃. Raise the temperature to 220 ℃ for 3h. Cold to 180 ℃, add the reaction solution to hot water, cool, add alkali to pH 12 or above, and divide the oil layer. The water layer was extracted with toluene. The extract and oil layer are combined, washed with water to neutral, toluene is recovered, aniline is distilled, and fractions above 190 ℃ are collected to obtain 2-p-aminobenzylpyridine. 2. Diazo, replacement, elimination Dissolve 2-p-aminobenzylpyridine in hydrochloric acid and cool to below 5 ℃. Add sodium nitrite aqueous solution slowly and keep the temperature below 10 ℃. Drop to the reaction solution to potassium iodide starch test paper purple. After adding, stir for half an hour, add to cuprous chloride hydrochloric acid solution, stir for half an hour at room temperature, and add ammonium hydroxide to pH above 9. Add toluene, stir well and let stand, divide the toluene layer, extract the water layer with toluene, combine the toluene liquid, wash with water to neutral, recover toluene and distill under reduced pressure to obtain 2-p-chlorobenzylpyridine.