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Chemical Structure| 14143-55-6 Chemical Structure| 14143-55-6

Structure of Picloram methyl ester
CAS No.: 14143-55-6

Chemical Structure| 14143-55-6

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Product Details of [ 14143-55-6 ]

CAS No. :14143-55-6
Formula : C7H5Cl3N2O2
M.W : 255.49
SMILES Code : O=C(OC)C1=NC(Cl)=C(Cl)C(N)=C1Cl
MDL No. :MFCD00152759
InChI Key :RJQUHEYNLDNJLN-UHFFFAOYSA-N
Pubchem ID :84224

Safety of [ 14143-55-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335-H317
Precautionary Statements:P261-P264-P271-P272-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 14143-55-6 ]

* 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 [ 14143-55-6 ]

[ 14143-55-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 501945-71-7 ]
  • [ 14143-55-6 ]
  • methyl 4-amino-6-(benzo[b]thiophenyl-5-yl)-3,5-dichloropicolinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bis-triphenylphosphine-palladium(II) chloride; cesium fluoride; In 1,4-dioxane; water; at 120℃; for 1h;Sealed tube; Inert atmosphere; Microwave irradiation; Example 4 Methyl 4-amino-6-(benzo[b]thiophenyl-5-yl)-3,5-dichloropicolinate (Compound No. 3.1) To a 5 mL microwave vial was added methyl 4-amino-3,5,6-trichloropicolinate (0.232 g, 0.909 mmol), <strong>[501945-71-7]2-(benzo[b]thiophen-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane</strong> (0.260 g, 0.999 mmol), cesium fluoride (0.276 g, 1.817 mmol) and (PPh3)2PdCl2 (0.064 g, 0.091 mmol). The reaction vial was then sealed and placed under inert atmosphere. Subsequently, Dioxane (4.0 mL) and H2O (1.0 mL) were added and the reaction mixture was heated in a Biotage microwave at 120 C. for 60 min, with external IR-sensor temperature monitoring from the side of the vessel. The reaction mixture was cooled to room temperature and diluted with ethyl acetate (5 mL) and poured into brine solution. The layers were separated and the aqueous phase was extracted with ethyl acetate (3*10 mL). The organic extracts were combined, dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified using a Teledyne ISCO purification system with a gradient eluent system of ethyl acetate and hexanes. Further purification was performed, as needed, using a Teledyne ISCO reverse phase system with a gradient eluent system of acetonitrile and H2O to yield the title compound as a white solid.
  • 2
  • [ 501945-71-7 ]
  • [ 14143-55-6 ]
  • 4-amino-6-(benzo[b]thiophen-5-yl)-3,5-dichloropicolinic acid [ No CAS ]
 

Historical Records

Categories

Related Functional Groups of
[ 14143-55-6 ]

Chlorides

Chemical Structure| 91867-42-4

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A232954 [19677-58-8]

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A396926 [1918-02-1]

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A280049 [150114-71-9]

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Esters

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A232954 [19677-58-8]

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Amines

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A365106 [91867-42-4]

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Chemical Structure| 350601-39-7

A138609 [350601-39-7]

Methyl 4-amino-3,6-dichloropicolinate

Similarity: 0.96

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A232954 [19677-58-8]

Butyl 4-amino-3,5,6-trichloropicolinate

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Chemical Structure| 1918-02-1

A396926 [1918-02-1]

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Related Parent Nucleus of
[ 14143-55-6 ]

Pyridines

Chemical Structure| 91867-42-4

A365106 [91867-42-4]

Ethyl 4-amino-3,5,6-trichloropicolinate

Similarity: 0.98

Chemical Structure| 350601-39-7

A138609 [350601-39-7]

Methyl 4-amino-3,6-dichloropicolinate

Similarity: 0.96

Chemical Structure| 19677-58-8

A232954 [19677-58-8]

Butyl 4-amino-3,5,6-trichloropicolinate

Similarity: 0.94

Chemical Structure| 1918-02-1

A396926 [1918-02-1]

4-Amino-3,5,6-trichloropyridine-2-carboxylic Acid

Similarity: 0.94

Chemical Structure| 150114-71-9

A280049 [150114-71-9]

4-Amino-3,6-dichloropicolinic acid

Similarity: 0.90