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AMINOPYRALID

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CAS:150114-71-9
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AMINOPYRALID Basic information
Product Name:AMINOPYRALID
Synonyms:AMINOPYRALID;2-Pyridinecarboxylic acid, 4-amino-3,6-dichloro-;2-Pyridinecarboxylicacid,4-amino-3,6-dichloro-(9CI);4-amino-3,6-dichloropicolinic acid;4-Amino-3,6-dichloropyridine-2-carboxylic acid;Aminopyralid Solution, 1000ppm;4-amino-3,6-dichloro-2-pyridinecarboxylic acid;Aminopyralid@100 μg/mL in Methanol
CAS:150114-71-9
MF:C6H4Cl2N2O2
MW:207.01
EINECS:604-721-7
Product Categories:AMINOACID;Agro-Products;Amines;Heterocycles
Mol File:150114-71-9.mol
AMINOPYRALID Structure
AMINOPYRALID Chemical Properties
Melting point >166°C (dec.)
Boiling point 432.0±45.0 °C(Predicted)
density 1.705
vapor pressure 0Pa at 25℃
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
pka2.22±0.25(Predicted)
color Off-White to Light Pink
Water Solubility 2.48g/L at 18℃
BRN 12065018
Stability:Hygroscopic
Major Applicationagriculture
environmental
InChIInChI=1S/C6H4Cl2N2O2/c7-3-1-2(9)4(8)5(10-3)6(11)12/h1H,(H2,9,10)(H,11,12)
InChIKeyNIXXQNOQHKNPEJ-UHFFFAOYSA-N
SMILESC1(C(O)=O)=NC(Cl)=CC(N)=C1Cl
LogP0.201 at 19℃
EPA Substance Registry SystemAminopyralid (150114-71-9)
Safety Information
Hazard Codes Xi
Risk Statements 36
Safety Statements 26
WGK Germany 3
Storage Class11 - Combustible Solids
Hazard ClassificationsAquatic Chronic 1
Eye Dam. 1
Hazardous Substances Data150114-71-9(Hazardous Substances Data)
MSDS Information
AMINOPYRALID Usage And Synthesis
UsesAminopyralid
DefinitionChEBI: An organochlorine pesticide having a 3,6-dichlorinated 4-aminopicolinic acid structure.
Flammability and ExplosibilityNon flammable
Agricultural UsesHerbicide: A systemic, post-emergence herbicide for industrial vegetation and pastures. Used to control woody plants, clovers, and thistles. This herbicide is absorbed by roots and leaves. Not listed for use in EU countries.
Trade nameBANISH®; FOREFRONT®; HALCYON®; MILESTONE® VM; PHARAOH®; PRO-BANISH®; RUNWAY®; SYNERO®; UPFRONT®
Synthesis
Picloram

1918-02-1

AMINOPYRALID

150114-71-9

General procedure for the synthesis of 4-amino-3,6-dichloropyridine-2-carboxylic acid from 4-amino-3,5,6-trichloropyridine-2-carboxylic acid: 50.8 g of 4-amino-3,5,6-trichloropyridine-2-carboxylic acid was mixed with 500 ml of water, and 66.7 g of 30% sodium hydroxide solution was added homogeneously, and then after filtration the filtrate was transferred to a 1000 ml high-pressure reactor fitted with a magnetic stirrer, a thermometer, and an exhaust pipe. After filtration, the filtrate was transferred to a 1000-mL high-pressure reactor equipped with a magnetic stirrer, thermometer and exhaust pipe. 2 g of 5% Pd/C catalyst was added to the reactor, the reactor was sealed, replaced with nitrogen three times, and then filled with hydrogen to a pressure of 0.2 MPa. Stirring was initiated and the temperature was raised to 50°C, and the pressure was further increased to 0.3 MPa by filling with hydrogen, and the reaction was confirmed to be complete by HPLC after 20 hours, and then cooled down to room temperature. The reaction solution was decanted out, filtered to recover the catalyst, and the filtrate was adjusted to pH 1-2 with 30% hydrochloric acid, cooled to crystallize and centrifuged, and the precipitate was washed with hot water to obtain 38.8 g of 4-amino-3,6-dichloro-pyridine-2-carboxylic acid, with the product purity of 97.5% and the yield of 91.4%.

References[1] Patent: CN105461622, 2016, A. Location in patent: Paragraph 0024-0027
[2] Patent: WO2008/42429, 2008, A1. Location in patent: Page/Page column 9-10
[3] Patent: WO2008/42429, 2008, A1. Location in patent: Page/Page column 10-11; 11-12
AMINOPYRALID Preparation Products And Raw materials
Raw materialsPicloram-->Activated carbon-->Palladium-->Hydrogen-->Sodium hydroxide
Tag:AMINOPYRALID(150114-71-9) Related Product Information
AMINOPYRALID PENTYL 4-AMINO-3,5,6-TRICHLOROPYRIDINE-2-CARBOXYLATE ETHYL 3,5,6-TRICHLORO-4-[(4-FLUOROPHENYL)AMINO]PYRIDINE-2-CARBOXYLATE Picloram 4,5-DIAMINO-3,6-DICHLORO-2-PICOLINIC ACID ISOBUTYL 4-AMINO-3,5,6-TRICHLOROPYRIDINE-2-CARBOXYLATE PICLORAM METHYL ESTER RARECHEM AL BO 1991 2-Pyridinecarboxylic acid, 4-amino-3,5,6-trichloro-, isooctyl ester 3,5,6-TRICHLORO-4-HYDRAZINO-PYRIDINE-2-CARBOXYLIC ACID 2-Pyridinecarboxylic acid, 4-amino-3,6-dichloro-, monopotassium salt TORDON101R Aminopyralid-13C3-15N

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