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150114-71-9

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  • China Largest factory Manufacturer Supply 4-Amino-3,6-dichloropyridine-2-carboxylic acid CAS 150114-71-9

    Cas No: 150114-71-9

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150114-71-9 Usage

Uses

Aminopyralid

Definition

ChEBI: An organochlorine pesticide having a 3,6-dichlorinated 4-aminopicolinic acid structure.

Flammability and Explosibility

Nonflammable

Agricultural Uses

Herbicide: 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 name

BANISH?; FOREFRONT?; HALCYON?; MILESTONE? VM; PHARAOH?; PRO-BANISH?; RUNWAY?; SYNERO?; UPFRONT?

Check Digit Verification of cas no

The CAS Registry Mumber 150114-71-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,0,1,1 and 4 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 150114-71:
(8*1)+(7*5)+(6*0)+(5*1)+(4*1)+(3*4)+(2*7)+(1*1)=79
79 % 10 = 9
So 150114-71-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H4Cl2N2O2/c7-3-1-2(9)4(8)5(10-3)6(11)12/h1H,(H2,9,10)(H,11,12)

150114-71-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name aminopyralid

1.2 Other means of identification

Product number -
Other names Aminopyralid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:150114-71-9 SDS

150114-71-9Synthetic route

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

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

aminopyralid
150114-71-9

aminopyralid

Conditions
ConditionsYield
With sodium hydroxide In water at 35 - 40℃; for 3.33333h; pH=12.5; Temperature; pH-value; Electrochemical reaction;96.4%
4-amino-3,5,6-trichloro-2-pyridinecarboxylic acid monopotassium salt
2545-60-0

4-amino-3,5,6-trichloro-2-pyridinecarboxylic acid monopotassium salt

aminopyralid
150114-71-9

aminopyralid

Conditions
ConditionsYield
With potassium hydroxide In water at 45 - 50℃; for 6.66667h; pH=12.7; pH-value; Electrochemical reaction;94.1%
picloram
1918-02-1

picloram

aminopyralid
150114-71-9

aminopyralid

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen; sodium hydroxide In water at 50℃; under 1500.15 - 2250.23 Torr; for 20h; Reagent/catalyst; Pressure; Temperature;91.4%
With sodium hydroxide In water at 35 - 38℃; for 36h; Product distribution / selectivity; Electrochemical reaction;
With sodium hydroxide; sodium chloride In water at 35 - 38℃; for 24 - 46h; Product distribution / selectivity; Electrochemical reaction;
aminopyralid
150114-71-9

aminopyralid

3,4,6-trichloropyridine-2-carboxylic acid

3,4,6-trichloropyridine-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; copper(l) chloride; sodium nitrite In water for 2h; Time; Cooling with ice; Industrial scale;91.7%
With hydrogenchloride; sodium nitrite In water at 0 - 100℃; for 3h; Temperature;81%
methanol
67-56-1

methanol

aminopyralid
150114-71-9

aminopyralid

methyl 4-amino-3,6-dichloropyridine-2-carboxylate
350601-39-7

methyl 4-amino-3,6-dichloropyridine-2-carboxylate

Conditions
ConditionsYield
With sulfuric acid for 24h; Reflux; Inert atmosphere;81%
With thionyl chloride at 65℃; for 12h; Cooling with ice;
aminopyralid
150114-71-9

aminopyralid

Selectfluor
140681-55-6

Selectfluor

4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylic acid

4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylic acid

Conditions
ConditionsYield
In sodium hydroxide; diethyl ether; acetonitrile11%
aminopyralid
150114-71-9

aminopyralid

4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylic acid

4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylic acid

Conditions
ConditionsYield
With Selectfluor In water at 20 - 65℃; for 24h;
aminopyralid
150114-71-9

aminopyralid

Selectfluor
140681-55-6

Selectfluor

methyl 4-amino-3,6-dichloro-5-fluoropicolinate
496850-09-0

methyl 4-amino-3,6-dichloro-5-fluoropicolinate

Conditions
ConditionsYield
In methanol; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water; ethyl acetate
aminopyralid
150114-71-9

aminopyralid

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

2-ethylhexyl 4-amino-3,6-dichloropyridine-2-carboxylate
350601-37-5

2-ethylhexyl 4-amino-3,6-dichloropyridine-2-carboxylate

Conditions
ConditionsYield
With sulfuric acid
aminopyralid
150114-71-9

aminopyralid

trimethylsilyl diazomethane

trimethylsilyl diazomethane

conc. HNO3/H2SO4

conc. HNO3/H2SO4

methyl 4-Amino-3,6-dichloro-5-nitropyridine-2-carboxylate

methyl 4-Amino-3,6-dichloro-5-nitropyridine-2-carboxylate

Conditions
ConditionsYield
With sulfuric acid In methanol; diethyl ether; ethyl acetate
aminopyralid
150114-71-9

aminopyralid

A

4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylic acid

4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylic acid

B

picloram
1918-02-1

picloram

Conditions
ConditionsYield
With Selectfluor In water at 25 - 65℃;A 40 %Chromat.
B 4.5 %Chromat.
aminopyralid
150114-71-9

aminopyralid

methyl 4-acetamido-3-chloro-6-phenylpicolinate

methyl 4-acetamido-3-chloro-6-phenylpicolinate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
View Scheme
aminopyralid
150114-71-9

aminopyralid

methyl 4-acetamido-3-chloro-6-(4-chlorophenyl)picolinate
496850-56-7

methyl 4-acetamido-3-chloro-6-(4-chlorophenyl)picolinate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
View Scheme
aminopyralid
150114-71-9

aminopyralid

methyl 4-acetamido-3-chloro-6-(4-chloro-2-fluorophenyl)picolinate
496850-54-5

methyl 4-acetamido-3-chloro-6-(4-chloro-2-fluorophenyl)picolinate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
View Scheme
aminopyralid
150114-71-9

aminopyralid

halauxifen methyl ester

halauxifen methyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
4: acetyl chloride / methanol / 6 h
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / 12 h / 65 °C / Cooling with ice
2: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 4 h / Reflux
View Scheme
aminopyralid
150114-71-9

aminopyralid

methyl 4-amino-3-chloro-6-phenylpicolinate
496850-14-7

methyl 4-amino-3-chloro-6-phenylpicolinate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
4: acetyl chloride / methanol / 6 h
View Scheme
aminopyralid
150114-71-9

aminopyralid

methyl 4-amino-3-chloro-6-(4-chlorophenyl)picolinate
496850-17-0

methyl 4-amino-3-chloro-6-(4-chlorophenyl)picolinate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
4: acetyl chloride / methanol / 6 h
View Scheme
aminopyralid
150114-71-9

aminopyralid

methyl 4-amino-3-chloro-6-(4-chloro-2-fluorophenyl)picolinate

methyl 4-amino-3-chloro-6-(4-chloro-2-fluorophenyl)picolinate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
4: acetyl chloride / methanol / 6 h
View Scheme
aminopyralid
150114-71-9

aminopyralid

4-amino-3-chloro-6-(4-chloro-2-fluorophenyl)picolinic acid
496851-88-8

4-amino-3-chloro-6-(4-chloro-2-fluorophenyl)picolinic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
4: sodium hydroxide; water / methanol / 16 h / 20 °C
View Scheme
aminopyralid
150114-71-9

aminopyralid

C11H10Cl2N2O4

C11H10Cl2N2O4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
View Scheme
aminopyralid
150114-71-9

aminopyralid

methyl 4-amino-5-bromo-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinate

methyl 4-amino-5-bromo-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
4: acetyl chloride / methanol / 6 h
5: N-Bromosuccinimide / dichloromethane / 3 h / 20 °C
View Scheme
aminopyralid
150114-71-9

aminopyralid

4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-2-pyridinecarboxylic acid

4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-2-pyridinecarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
4: sodium hydroxide; water / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: thionyl chloride / 12 h / 65 °C / Cooling with ice
2: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 4 h / Reflux
3: sodium hydroxide; water / 8 h
View Scheme
aminopyralid
150114-71-9

aminopyralid

methyl 4-(acetylamino)-3,6-dichloropyridine-2-carboxylate

methyl 4-(acetylamino)-3,6-dichloropyridine-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
View Scheme
aminopyralid
150114-71-9

aminopyralid

methyl 4-(acetylamino)-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate
943831-44-5

methyl 4-(acetylamino)-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 24 h / Reflux; Inert atmosphere
2: 16 h / Reflux
3: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 0.33 h / 110 °C / Microwave irradiation; Sealed tube
View Scheme
aminopyralid
150114-71-9

aminopyralid

C20H15Cl2FN4O3

C20H15Cl2FN4O3

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: thionyl chloride / 12 h / 65 °C / Cooling with ice
2: potassium fluoride; bis-triphenylphosphine-palladium(II) chloride / water; acetonitrile / 4 h / Reflux
3: sodium hydroxide; water / 8 h
4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane
View Scheme

150114-71-9Relevant articles and documents

Method for preparing 4 - amino -3 and 6 - dichloro pyridine formic acid by electrochemical selective dechlorination

-

Paragraph 0031-0034; 0038-0043; 0047-0052, (2021/04/07)

The invention discloses a method for preparing 4-amino-3,6-dichloropicolinic acid by electrochemical selective dechlorination. The method comprises the following steps: a diaphragm electrolytic tank is adopted, a 4-amino-3,5,6-trichloropyridine formate aqueous solution prepared from electronic-grade ultrapure water is used as a catholyte, an alkali metal hydroxide aqueous solution preparedfrom electronic-grade ultrapure water is used as an anolyte, a nickel-based material is used as an anode, and silver with purity of 99.95%-99.99% is used as a cathode; and an electrolysis reaction is carriedout under the conditions of a current density of 1-20 A/dm and a reaction temperature of 0-90 DEG C, after the electrolysis reaction is completed, the catholyte is separated and purified to obtainthe 4-amino-3,6-dichloropicolinic acid. According to the method provided by the invention, the catholyte and the anolyte are prepared by adopting the electronic-grade ultrapure water, the 4-amino-3,6-dichloropicolinic acid can be prepared through highly-selective dechlorination, the product yield is improved by 4-10%, and the purity is improved by 2-5%.

Method for preparing 4-amino-3,6-dichloropicolinic acid by reducing 4-amino-3,5,6-trichloropicolinic acid

-

Paragraph 0024-0027, (2017/03/08)

The invention discloses a method for preparing 4-amino-3,6-dichloropicolinic acid by reducing 4-amino-3,5,6-trichloropicolinic acid, which belongs to the technical field of chemical products. Under the conditions of a specific temperature, specific pressure and a specific PH value, chlorine on a pyridine ring is removed by virtue of catalytic hydrogenation to prepare 4-amino-3,6-dichloropicolinic acid. In the method, a clean and environment-friendly catalytic hydrogenation process is used for high selectively hydrogenating and reducing the 4-amino-3,5,6-trichloropicolinic acid to prepare the 4-amino-3,6-dichloropicolinic acid, and poisonous hazardous articles such as the reducing agent hydrazine and dichloromethane are not used in the production process, so that the method is moderate in reaction condition, simple in devices, convenient to operate, capable of realizing zero emission from the production of 4-amino-3,6-dichloropicolinic acid, suitable for industrialized mass production and remarkable in economical advantage and environmental protection advantage.

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