Name | 3,4,6-Trichloropyridazine |
Synonyms | NSC 51080 NSC 19451 3,4,6-TrichL 6-Trichloropyridazine 3,4,6-Trichloropyridazine 3,4,6-TRICHLOROPYRIDAZINE 3,4,6-Trichloro-1,2-diazine Pyridazine, 3,4,6-trichloro- 3-METHYL-2-BENZOXAZOLINONE,PLANT STANDARD |
CAS | 6082-66-2 |
EINECS | 629-902-8 |
InChI | InChI=1/C4HCl3N2/c5-2-1-3(6)8-9-4(2)7/h1H |
Molecular Formula | C4HCl3N2 |
Molar Mass | 183.42 |
Density | 1.641±0.06 g/cm3(Predicted) |
Melting Point | 55.0 to 59.0 °C |
Boling Point | 98°C/43mmHg(lit.) |
Flash Point | 173.9°C |
Solubility | soluble in Methanol |
Vapor Presure | 0.000805mmHg at 25°C |
Appearance | White crystal |
Color | White to Light yellow to Light orange |
Maximum wavelength(λmax) | ['305nm(EtOH)(lit.)'] |
pKa | -2.72±0.10(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.578 |
Hazard Class | IRRITANT |
Application | 3,4, 6-trichloropyridazine, Melting Point: 57-59 ℃, it is an important intermediate in the synthesis of a variety of drugs, and is also an important raw material in the liquid crystal industry. |
preparation | in a 1000L reactor, add 50kg of maleic anhydride, add 75kg of water, turn on the agitation, the temperature is raised to 60-80 ℃ by steam. After dissolution, 100 of liquid chlorine is input into the sealed buffer tube first, then stirred, and slowly passed into the reaction kettle. After the chlorine was passed, the mixture was maintained and stirred for 40 minutes, then the steam was turned on, concentrated under reduced pressure for 0.5 hours, cooled to 10 ° C., centrifuged and dried to obtain 40kg of chloromaleic anhydride with a yield of 80%. Color difference, gray-white. Add 40% of 132 hydrazine hydrate and 30% of water to the 1000L reaction kettle, turn on the cooling system, make the temperature in the kettle below 20 ℃, and then add 6.5 hydrochloric acid Dropwise to Ph, 95kg of chloromaleic anhydride was added, the temperature was raised to 90-95 °c for 1.5 hours, the crystals were cooled to 5 °c for discharge, and the filter cake was washed with ice water to pH 5-6. The 4-chlorodihydroxypyridazine was dried to give 100. Yield 105.263%, good color, White. 100 of 4-chlorodihydroxypyridazine was put into a 272 L chlorination reaction kettle, and then of phosphorus oxychloride was pumped. The stirring was started, and 2kg of α-picoline as a catalyst was slowly added dropwise. When the high tide reflux occurs, the temperature is raised to 90-95 ℃, and the temperature is kept for 1.5 hours to obtain chlorinated oil. The obtained chlorinated oil was pumped into a high-level tank and dripped into an ice digester vertically in combination with 20% aqueous ammonia, and stirring was started. 20% aqueous ammonia was added dropwise, and the end point was pH 7, and then put into a crystallization tank. Naturally cooled to form black solid crystals. 105 of crude 3,4, 6-trichloropyridazine was obtained in a yield of 105% based on 4-chlorodihydroxypyridazine. 105 of crude 3,4, 6-trichloropyridazine was put into a distillation kettle and distilled under reduced pressure by sublimation to obtain 101.5 of fine product 3,4, 6-trichloropyridazine. The content was 99.3%. The overall yield (in terms of maleic anhydride) was 101.5%. |