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Chemical Structure| 54127-63-8 Chemical Structure| 54127-63-8

Structure of 54127-63-8

Chemical Structure| 54127-63-8

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Product Details of [ 54127-63-8 ]

CAS No. :54127-63-8
Formula : C6H4ClNO3
M.W : 173.55
SMILES Code : O=C(O)C1=CN=C(O)C(Cl)=C1
MDL No. :MFCD00052950
InChI Key :OLTRUTPHSBQWAZ-UHFFFAOYSA-N
Pubchem ID :599541

Safety of [ 54127-63-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Application In Synthesis of [ 54127-63-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 54127-63-8 ]

[ 54127-63-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 824-72-6 ]
  • [ 54127-63-8 ]
  • [ 69045-83-6 ]
YieldReaction ConditionsOperation in experiment
With phosphorus pentachloride; EXAMPLE III Preparation of 2,3-dichloro-5-(trichloromethyl)pyridine STR5 To a 5-liter flask equipped with an air stirrer, thermometer, and condenser was added 1000 grams (5.13 m) of phenylphosphonic dichloride. Thereafter, 383 g (2.707 m) of 5-chloro-6-hydroxynicotinic acid (prepared by bubbling chlorine into a stirred aqueous suspension of 6-hydroxynicotinic acid) was added. The mixture was slowly heated and stirred over a 20 minute period, with the temperature rising to 73 C. The mixture was in the form of a thick paste. To this mixture was slowly added 1755 g (8.4 m) of phosphorus pentachloride over a 45 minute period. The hydrogen chloride by-product which formed was continuously removed and the heat was adjusted to maintain the temperature in the range of 83-108 C. After the phosphorus pentachloride addition was complete, the mixture was heated to reflux and some of the phosphorus oxychloride by-product which formed was allowed to distill off. After a period of about 70 minutes, the temperature had exothermically risen to 169 C. and the temperature was held in the range of 162-180 C. for 53/4 hours. During the above time additional phosphorus oxychloride was intermittently removed. The mixture was allowed to stand overnight and then poured over cracked ice, neutralized with 50 percent sodium hydroxide solution and the product extracted with hexane. The solvent was removed by evaporation under reduced pressure leaving 567 g of crude 2,3-dichloro-5-(trichloromethyl)pyridine. The crude product was placed on a 15 tray vacuum jacketed Oldershaw distillation column and the light ends removed. The pot material was transferred to a Vigreux Claisen still and flash distilled to yield of 518 g (88.5 percent of theoretical) of a colorless oil which analyzed as 99 percent pure 2,3-dichloro-5-(trichloromethyl)pyridine.
 

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