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52334-81-3

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52334-81-3 Usage

Synthesis

2-Chloro-5-trifluoromethylpyridine can be synthesized by fluorination of 2-chloro-5-trichloromethylpyridine.

Chemical Properties

white to yellowish crystalline low melting solid

Uses

2-Chloro-5-(trifluoromethyl)pyridine may be employed as model substrate to investigate the regioexhaustive functionalization.

General Description

2-Chloro-5-(trifluoromethyl)pyridine is a chloro(trifluoromethyl) pyridine.

Check Digit Verification of cas no

The CAS Registry Mumber 52334-81-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,3,3 and 4 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 52334-81:
(7*5)+(6*2)+(5*3)+(4*3)+(3*4)+(2*8)+(1*1)=103
103 % 10 = 3
So 52334-81-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H3ClF3N/c7-5-2-1-4(3-11-5)6(8,9)10/h1-3H

52334-81-3 Well-known Company Product Price

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  • TCI America

  • (C1194)  2-Chloro-5-(trifluoromethyl)pyridine  >97.0%(GC)

  • 52334-81-3

  • 25g

  • 256.00CNY

  • Detail
  • TCI America

  • (C1194)  2-Chloro-5-(trifluoromethyl)pyridine  >97.0%(GC)

  • 52334-81-3

  • 100g

  • 768.00CNY

  • Detail
  • Alfa Aesar

  • (L08207)  2-Chloro-5-(trifluoromethyl)pyridine, 97%   

  • 52334-81-3

  • 25g

  • 695.0CNY

  • Detail
  • Alfa Aesar

  • (L08207)  2-Chloro-5-(trifluoromethyl)pyridine, 97%   

  • 52334-81-3

  • 100g

  • 2393.0CNY

  • Detail
  • Aldrich

  • (366137)  2-Chloro-5-(trifluoromethyl)pyridine  

  • 52334-81-3

  • 366137-10G

  • 355.68CNY

  • Detail
  • Aldrich

  • (366137)  2-Chloro-5-(trifluoromethyl)pyridine  

  • 52334-81-3

  • 366137-50G

  • 1,248.39CNY

  • Detail

52334-81-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Chloro-5-trifluoromethylpyridine

1.2 Other means of identification

Product number -
Other names 2-Chloro-5-(trifluoroMethyl)pyridine

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:52334-81-3 SDS

52334-81-3Synthetic route

3-(trifluoromethyl)pyridine
3796-23-4

3-(trifluoromethyl)pyridine

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With 1% Pd on activated carbon; chlorine at 235℃; for 24h; Temperature; Reagent/catalyst; Inert atmosphere;94.9%
2-chloro-5-(Trichloromethyl)-pyridine
69045-78-9

2-chloro-5-(Trichloromethyl)-pyridine

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With hydrogen fluoride; mercury(II) oxide87%
With antimony(III) fluoride for 0.166667h; Heating;54.5%
With hydrogen fluoride
With hydrogen fluoride at 130℃; Temperature;
3-Methylpyridine
108-99-6

3-Methylpyridine

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With magnesium fluoride; hydrogen fluoride; chlorine at 220 - 280℃; for 8h; Temperature; Reagent/catalyst; Inert atmosphere;76.7%
2-chloro-5-trifluoromethylpyridine 1-oxide
261956-65-4

2-chloro-5-trifluoromethylpyridine 1-oxide

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In dichloromethane at 31℃; for 16h; Sealed tube; Irradiation;59%
3-(trifluoromethyl)pyridine-N-oxide
22253-72-1

3-(trifluoromethyl)pyridine-N-oxide

A

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

B

2-chloro-3-trifluoromethyl-pyridine
65753-47-1

2-chloro-3-trifluoromethyl-pyridine

Conditions
ConditionsYield
Stage #1: 3-(trifluoromethyl)pyridine-N-oxide With trichlorophosphate In 1,2-dichloro-ethane at 105 - 125℃; for 7h;
Stage #2: With triethylamine In 1,2-dichloro-ethane at -30 - -20℃; for 3h;
A 25.34%
B 50.34%
2-choro-5-iodopyridine
69045-79-0

2-choro-5-iodopyridine

trimethylsilyl 2-chloro-2,2-difluoroacetate

trimethylsilyl 2-chloro-2,2-difluoroacetate

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With potassium fluoride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 90℃; for 4h; Sealed tube; Inert atmosphere;38%
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; silver fluoride In N,N-dimethyl-formamide at 100℃; for 1h; Inert atmosphere; Sealed tube; chemoselective reaction;98 %Spectr.
2-choro-5-iodopyridine
69045-79-0

2-choro-5-iodopyridine

sodium 2,2,2-trifluoroacetate
2923-18-4

sodium 2,2,2-trifluoroacetate

A

2,5-bis(trifluoromethyl)pyridine
20857-44-7

2,5-bis(trifluoromethyl)pyridine

B

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; copper(l) iodide at 160℃; for 4h;A 7 % Chromat.
B 85 % Chromat.
2-chloro-5-(Trichloromethyl)-pyridine
69045-78-9

2-chloro-5-(Trichloromethyl)-pyridine

A

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

B

2-fluoro-5-(trifluoromethyl)pyridine
69045-82-5

2-fluoro-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With antimony(III) fluoride
6-Chloro-3-pyridinecarboxylic acid
5326-23-8

6-Chloro-3-pyridinecarboxylic acid

sulfur tetrafluoride

sulfur tetrafluoride

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With hydrogen fluoride In (2S)-N-methyl-1-phenylpropan-2-amine hydrate
With hydrogen fluoride
With sodium hydroxide; hydrogen fluoride
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

sulfur tetrafluoride

sulfur tetrafluoride

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With phosphorus pentachloride In water
2-hydroxy-5-(trifluoromethyl)pyridine
33252-63-0

2-hydroxy-5-(trifluoromethyl)pyridine

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With phosphorus pentachloride In water
With trichlorophosphate In N-methyl-acetamide; water
antimony(III) fluoride
7783-56-4

antimony(III) fluoride

2-chloro-5-(Trichloromethyl)-pyridine
69045-78-9

2-chloro-5-(Trichloromethyl)-pyridine

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

sulfur tetrafluorde

sulfur tetrafluorde

5-(trifluoromethyl)-2(1H)-pyridone
33252-63-0

5-(trifluoromethyl)-2(1H)-pyridone

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With trichlorophosphate In water
2-choro-5-iodopyridine
69045-79-0

2-choro-5-iodopyridine

(trifluoromethyl)triethylsilane
120120-26-5

(trifluoromethyl)triethylsilane

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With potassium fluoride; copper(l) iodide; 1,10-Phenanthroline In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 20 - 60℃; Inert atmosphere;69 %Spectr.
Langlois reagent
2926-29-6

Langlois reagent

6-chloropyridin-3-ylboronic acid
444120-91-6

6-chloropyridin-3-ylboronic acid

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With tert.-butylhydroperoxide; tetrakis(actonitrile)copper(I) hexafluorophosphate; sodium hydrogencarbonate In methanol; water at 0 - 20℃; for 12h;85 %Spectr.
2-cyclopropyl-1-(trifluoromethyl)benzo[b]thiophenium triflate
1214756-50-9

2-cyclopropyl-1-(trifluoromethyl)benzo[b]thiophenium triflate

6-chloropyridin-3-ylboronic acid
444120-91-6

6-chloropyridin-3-ylboronic acid

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; fluorobenzene; copper diacetate In ethyl acetate at 20℃; for 20h; Inert atmosphere;16 %Spectr.
(6-chloropyridin-3-yl)(mesityl)iodonium triflate

(6-chloropyridin-3-yl)(mesityl)iodonium triflate

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With potassium fluoride; copper(l) iodide; triphenylphosphine In N,N-dimethyl-formamide at 65℃; for 12h; regioselective reaction;72 %Spectr.
3-Methylpyridine
108-99-6

3-Methylpyridine

A

2,6-dichloro-3-(trifluoromethyl)pyridine
55304-75-1

2,6-dichloro-3-(trifluoromethyl)pyridine

B

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

C

2-chloro-3-trifluoromethyl-pyridine
65753-47-1

2-chloro-3-trifluoromethyl-pyridine

Conditions
ConditionsYield
With hydrogen fluoride; chlorine at 200 - 400℃; for 30h; Large scale;A 47.7 %Chromat.
B 3.7 %Chromat.
C 14.5 %Chromat.
3-Hydroxybenzyl alcohol
620-24-6

3-Hydroxybenzyl alcohol

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

[3-[[5-(trifluoromethyl)-2-pyridyl]oxy]phenyl]methanol
1020325-22-7

[3-[[5-(trifluoromethyl)-2-pyridyl]oxy]phenyl]methanol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 95 - 105℃; for 5h; Product distribution / selectivity;100%
With potassium carbonate In N,N-dimethyl-formamide at 90 - 95℃; for 16h;100%
With potassium carbonate In N,N-dimethyl-formamide at 95℃; for 16h; Product distribution / selectivity;53%
With potassium carbonate In N,N-dimethyl-formamide at 95℃; for 16h;53%
With potassium carbonate In N,N-dimethyl-formamide at 95℃; for 16h;53%
5-bromo-2-chlorophenol
183802-98-4

5-bromo-2-chlorophenol

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

2-(5-bromo-2-chlorophenoxy)-5-(trifluoromethyl)pyridine
1020330-54-4

2-(5-bromo-2-chlorophenoxy)-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 110℃; for 12h;100%
8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine
1403396-21-3

8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-{1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl}-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-(1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}cyclopropyl)-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine
1403396-51-9

8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-(1-{4-[5-(trifluoromethyl)pyridin-2-yl]phenyl}cyclopropyl)-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 130℃; for 1.5h; Microwave irradiation;100%
(7S)-7-methyl-6,7-dihydropyrazolo[1,5-a]pyrazine-4 (5H)-one

(7S)-7-methyl-6,7-dihydropyrazolo[1,5-a]pyrazine-4 (5H)-one

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

C13H11F3N4O

C13H11F3N4O

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 90℃; for 40h; Sealed tube; Inert atmosphere;100%
3-Bromophenol
591-20-8

3-Bromophenol

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

2-(3-bromophenoxy)-5-(trifluoromethyl)pyridine
693828-63-6

2-(3-bromophenoxy)-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 16h; Inert atmosphere;99%
With potassium carbonate In N,N-dimethyl-formamide at 110℃;
Thien-3-ylboronic acid
6165-69-1

Thien-3-ylboronic acid

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

2-(thiophen-3-yl)-5-(trifluoromethyl)pyridine
1092384-65-0

2-(thiophen-3-yl)-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With dichloro bis((p-dimethylaminophenyl)-ϖ-di-tert-butylphosphine)palladium(II); triethylamine In water at 20℃; for 19h; Suzuki-Miyaura coupling; Inert atmosphere;99%
trimethoxonium tetrafluoroborate
420-37-1

trimethoxonium tetrafluoroborate

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

C7H6ClF3N(1+)*BF4(1-)
1622456-59-0

C7H6ClF3N(1+)*BF4(1-)

Conditions
ConditionsYield
In dichloromethane at 20℃;99%
triethyloxonium fluoroborate
368-39-8

triethyloxonium fluoroborate

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

1-ethyl-5-trifluoromethyl-2-chloropyridinium tetrafluoroborate
1622456-61-4

1-ethyl-5-trifluoromethyl-2-chloropyridinium tetrafluoroborate

Conditions
ConditionsYield
In dichloromethane at 20℃;99%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

2-(4-(tert-butyl)phenyl)-5-(trifluoromethyl)pyridine

2-(4-(tert-butyl)phenyl)-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; nixantphos In tetrahydrofuran; water at 20℃; for 6h; Suzuki-Miyaura Coupling;99%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

tributyl(thien-2-yl)stannane
54663-78-4

tributyl(thien-2-yl)stannane

2-(thiophen-2-yl)-5-(trifluoromethyl)pyridine

2-(thiophen-2-yl)-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In toluene for 16h; Inert atmosphere; Reflux;99%
2,4-di-tert-Butylphenol
96-76-4

2,4-di-tert-Butylphenol

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

1-<2-(5-trifluoromethylpyridyl)>-2-hydroxy-3,5-di-tert-butylbenzene

1-<2-(5-trifluoromethylpyridyl)>-2-hydroxy-3,5-di-tert-butylbenzene

Conditions
ConditionsYield
With potassium tert-butylate In ammonia at -78℃; for 1h; Irradiation; add of 1,3-dinitrobenzene or galvinoxyl;98%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

Benzimidazol-2-thiol
134469-07-1

Benzimidazol-2-thiol

2-<5-(trifluoromethyl)pyridin-2-ylsulfanyl>-1H-benzimidazole

2-<5-(trifluoromethyl)pyridin-2-ylsulfanyl>-1H-benzimidazole

Conditions
ConditionsYield
With potassium tert-butylate for 0.5h; Irradiation;98%
With sodium hydroxide 2.) DMF, reflux, 3 h; Yield given. Multistep reaction;
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

2-<5-(trifluoromethyl)pyridin-2-ylsulfanyl>ethanol

2-<5-(trifluoromethyl)pyridin-2-ylsulfanyl>ethanol

Conditions
ConditionsYield
With potassium tert-butylate for 0.166667h; Irradiation;98%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

di-4-methoxyphenylzinc
97302-05-1

di-4-methoxyphenylzinc

2-(4-methoxyphenyl)-5-(trifluoromethyl)pyridine
296776-84-6

2-(4-methoxyphenyl)-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With tripiperidino-phosphine; nickel dichloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 60℃; for 1h; Negishi cross-coupling reaction;98%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

1H-Pyrazolo[3,4-b]pyridine
271-73-8

1H-Pyrazolo[3,4-b]pyridine

1-(4-(trifluoromethyl)pyridin-2-yl)-1H-pyrazolo[3,4-b]pyridine

1-(4-(trifluoromethyl)pyridin-2-yl)-1H-pyrazolo[3,4-b]pyridine

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; zinc diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 16h; Buchwald-Hartwig Coupling; Inert atmosphere;98%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

hydroquinone
123-31-9

hydroquinone

2-(4-hydroxyphenoxy)-5-trifluoromethylpyridine
69045-85-8

2-(4-hydroxyphenoxy)-5-trifluoromethylpyridine

Conditions
ConditionsYield
With sodium hydrogensulfite; potassium hydroxide In N,N-dimethyl-formamide at 50 - 90℃; for 6h; Temperature; Reagent/catalyst;97.8%
With potassium carbonate In N,N-dimethyl-formamide at 60 - 90℃; for 4h;75%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;
N,N-dimethyl-cyclohexanamine
98-94-2

N,N-dimethyl-cyclohexanamine

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

A

N,N-dimethyl-5-(trifluoromethyl)pyridine-2-amine
136539-99-6

N,N-dimethyl-5-(trifluoromethyl)pyridine-2-amine

B

Cyclohexyl-methyl-(5-trifluoromethyl-pyridin-2-yl)-amine
136539-98-5

Cyclohexyl-methyl-(5-trifluoromethyl-pyridin-2-yl)-amine

Conditions
ConditionsYield
In tetrahydrofuran at 100℃; under 6000480 Torr; for 96h;A 2%
B 97%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

5,5’-bis(trifluoromethyl)-2,2’-bipyridine
142946-80-3

5,5’-bis(trifluoromethyl)-2,2’-bipyridine

Conditions
ConditionsYield
With potassium hydroxide In water; N,N-dimethyl-formamide at 35℃; for 12h; Ullmann Condensation; Inert atmosphere;97%
With manganese; nickel(II) bromide trihydrate In N,N-dimethyl-formamide at 20 - 60℃; for 20h; Inert atmosphere;70%
With [2,2]bipyridinyl; nickel diacetate; sodium tert-pentoxide In tetrahydrofuran at 25℃; for 0.0377778h;57%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

2-mercapto-3H-quinazolin-4-one
13906-09-7

2-mercapto-3H-quinazolin-4-one

2-<5-(trifluoromethyl)pyridin-2-ylsulfanyl>quinazolin-4(3H)-one

2-<5-(trifluoromethyl)pyridin-2-ylsulfanyl>quinazolin-4(3H)-one

Conditions
ConditionsYield
With potassium tert-butylate for 0.416667h; Irradiation;97%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

ethyl 3-methylpyrazole-4-carboxylate
85290-78-4

ethyl 3-methylpyrazole-4-carboxylate

ethyl 3-methyl-1-[5-(trifluoromethyl)-2-pyridyl]-1H-pyrazole-4-carboxylate

ethyl 3-methyl-1-[5-(trifluoromethyl)-2-pyridyl]-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 100℃;97%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

2,4-dimethoxypyrimidin-5-ylboronic acid
89641-18-9

2,4-dimethoxypyrimidin-5-ylboronic acid

2,4-dimethoxy-5-(5-(trifluoromethyl)pyridin-2-yl)pyrimidine
1334531-16-6

2,4-dimethoxy-5-(5-(trifluoromethyl)pyridin-2-yl)pyrimidine

Conditions
ConditionsYield
With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); tetrabutylammomium bromide In 1-methyl-pyrrolidin-2-one; water; toluene at 90℃; for 5h; Suzuki-Miyaura cross-coupling; Continuous flow reactor; Inert atmosphere;97%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-((5-(trifluoromethyl)pyridin-2-yl)oxy)benzaldehyde
103962-21-6

4-((5-(trifluoromethyl)pyridin-2-yl)oxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 140℃; for 10h;97%
Stage #1: 4-hydroxy-benzaldehyde With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.333333h;
Stage #2: 2-chloro-5-trifluoromethylpyridine In N,N-dimethyl-formamide at 20 - 105℃; for 10h;
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

1-(5-trifluoromethyl-2-pyridyl)-4-(dimethylamino)pyridinium chloride

1-(5-trifluoromethyl-2-pyridyl)-4-(dimethylamino)pyridinium chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 3h; Temperature;97%
3-(2,6-dichloro-4-(benzyloxy)phenoxy)-1-propyl alcohol

3-(2,6-dichloro-4-(benzyloxy)phenoxy)-1-propyl alcohol

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

1-benzyloxy-3,5-dichloro-4-[3-(5-trifluoromethylpyridin-2-yloxy)propyloxy]benzene

1-benzyloxy-3,5-dichloro-4-[3-(5-trifluoromethylpyridin-2-yloxy)propyloxy]benzene

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In n-heptane; water96.3%
In ice-water; N,N-dimethyl-formamide67%
N,N'-dimethylbenzylamine
103-83-3

N,N'-dimethylbenzylamine

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

A

N,N-dimethyl-5-(trifluoromethyl)pyridine-2-amine
136539-99-6

N,N-dimethyl-5-(trifluoromethyl)pyridine-2-amine

B

Benzyl-methyl-(5-trifluoromethyl-pyridin-2-yl)-amine

Benzyl-methyl-(5-trifluoromethyl-pyridin-2-yl)-amine

Conditions
ConditionsYield
In tetrahydrofuran at 100℃; under 6000480 Torr; for 96h;A 96%
B 2%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

4-methoxy-phenol
150-76-5

4-methoxy-phenol

5-(trifluoromethyl)-2-(4-methoxyphenoxy)pyridine
69045-86-9

5-(trifluoromethyl)-2-(4-methoxyphenoxy)pyridine

Conditions
ConditionsYield
With aluminum oxide; potassium fluoride In N,N-dimethyl-formamide at 120℃; for 5h;96%
In water; dimethyl sulfoxide
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

phenylboronic acid
98-80-6

phenylboronic acid

2-phenyl-5-(trifluoromethyl)pyridine
188527-56-2

2-phenyl-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; nixantphos In tetrahydrofuran; water at 20℃; for 6h; Suzuki-Miyaura Coupling;96%
Stage #1: 2-chloro-5-trifluoromethylpyridine; phenylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 25℃; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
95%
With dichloro bis((p-dimethylaminophenyl)-ϖ-di-tert-butylphosphine)palladium(II); triethylamine In water at 20℃; for 24h; Suzuki-Miyaura coupling; Inert atmosphere;94%
p-hydroxymethylphenylboronic acid
59016-93-2

p-hydroxymethylphenylboronic acid

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

[4-(5-trifluoromethyl-pyridin-2-yl)-phenyl]-methanol
613239-75-1

[4-(5-trifluoromethyl-pyridin-2-yl)-phenyl]-methanol

Conditions
ConditionsYield
With C37H44ClN2O3PPd; caesium carbonate In water at 100℃; for 12h; Suzuki Coupling; Schlenk technique; Inert atmosphere;96%
palladium dichloride
ethyl 3-isopropyl-1H-pyrazole-4-carboxylate
342026-17-9

ethyl 3-isopropyl-1H-pyrazole-4-carboxylate

2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

ethyl 3-isopropyl-1-[5-(trifluoromethyl)-2-pyridyl]-1H-pyrazole-4-carboxylate

ethyl 3-isopropyl-1-[5-(trifluoromethyl)-2-pyridyl]-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 100℃;96%
2-chloro-5-trifluoromethylpyridine
52334-81-3

2-chloro-5-trifluoromethylpyridine

(RS)-2-methylpiperazine
109-07-9

(RS)-2-methylpiperazine

3-methyl-1-(5-trifluoromethyl-pyridin-2-yl)-piperazine
866785-24-2

3-methyl-1-(5-trifluoromethyl-pyridin-2-yl)-piperazine

Conditions
ConditionsYield
With triethylamine In toluene at 150℃; for 20h;96%

52334-81-3Relevant articles and documents

METHOD FOR PREPARING 2,3-DICHLORO-5-TRIFLUOROMETHYLPYRIDINE WITH HIGH SELECTIVITY

-

Paragraph 0179-0216, (2020/04/24)

The present invention discloses a method for preparing 2,3-dichloro-5-trifluoromethylpyridine, comprising at a temperature of 100?150° C. and a pressure of 0.5?5.0 MP, in presence of at least one catalyst selected from supported metal chloride, supported zeolite molecular sieve and supported heteropolyacid, 2-chloro-5-trifluoromethylpyridine reacts with chlorine gas to obtain 2,3-dichloro-5-trifluoromethylpyridine. The preparing method provided by the present invention has advantages such as high selectivity of desired product, high utilization rate of chlorine gas, moderate process condition, simple operation and less three wastes. The present invention also discloses a preparing method for preparing 2-chloro-5-trifluoromethylpyridine, which is capable of reducing unit consumption, reducing separation cost, and improving safety compared to the prior art.

METHOD FOR SEPARATING AND PURIFYING 2-CHLORO-3-TRIFLUOROMETHYLPYRIDINE

-

Paragraph 0092-0095, (2020/02/27)

A method for separating and purifying 2-chloro-3-trifluoromethylpyridine useful as an intermediate for medicines, agrochemicals, and the like is provided. The method includes: 1) in the process of producing chloro β-trifluoromethylpyridine compounds by allowing a β-methylpyridine compound to react with chlorine and hydrogen fluoride in a reaction apparatus, allowing a β-trifluoromethylpyridine compound to react with chlorine in a reaction apparatus, or allowing a chloro β-trichloromethylpyridine compound to react with hydrogen fluoride in a reaction apparatus,2) fractionating a liquid mixture containing chloro β-trifluoromethylpyridine compounds from the reaction apparatus, and3) separating and purifying 2-chloro-3-trifluoromethylpyridine from the liquid mixture.

Preparation method of 2-cholrine-5-trifluoromethyl pyridine

-

Paragraph 0025; 0026; 0030-0033, (2017/05/13)

The invention discloses a preparation method of 2-cholrine-5-trifluoromethyl pyridine. The method comprises the following steps of 1, adding a raw material 2-cholrine-5-methyl fluoride pyridine into a reaction kettle, and then adding thionyl chloride; 2, raising the temperature, and introducing chlorine into the reaction kettle; 3, after introduction of chlorine is ended, transferring the raw material into a fluorination kettle; 4, adding hydrogen fluoride which is measured well into the fluorination kettle, adding anhydrous hydrogen fluoride, raising the temperature, and conducting a reaction; 5, conducing washing and water vapor distillation on a fluoridation material, adjusting the pH value, and conducting distillation in a pressing-in rectifying tower, so that 2-cholrine-5-trifluoromethyl pyridine is obtained. According to the preparation method, thionyl chloride is adopted as solvent, so that the problem that the material contains water is solved; meanwhile, low-temperature chlorination is adopted for producing the 2-cholrine-5-trifluoromethyl pyridine chlorination material, and the foundation is laid for preparing high-purity 2-cholrine-5-trifluoromethyl pyridine.

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