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461-82-5 Usage

Chemical Properties

CLEAR YELLOW LIQUID

Uses

Different sources of media describe the Uses of 461-82-5 differently. You can refer to the following data:
1. 4-(Trifluoromethoxy)aniline was used in the synthesis of:side-group liquid-crystalline polymethacrylates with fluorine-containing mesogensderivatives of 3-(quinolin-3-yl)acrylatesseries of novel Shiff bases, via condensation with pyridinecarboxaldehydes in the presence of molecular sieves
2. 4-(Trifluoromethoxy)aniline is used in the synthesis of anticancer agents and antitumor medicaments. Also, its an intermediate in the production of labelled Riluzole, a neuroprotective agent. Modulates glutamatergic transmission. A glutamate release inhibitor. An anticonvulsant.

Check Digit Verification of cas no

The CAS Registry Mumber 461-82-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,6 and 1 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 461-82:
(5*4)+(4*6)+(3*1)+(2*8)+(1*2)=65
65 % 10 = 5
So 461-82-5 is a valid CAS Registry Number.
InChI:InChI:1S/C7H6F3NO/c8-7(9,10)12-6-3-1-5(11)2-4-6/h1-4H,11H2

461-82-5 Well-known Company Product Price

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  • TCI America

  • (T1345)  4-(Trifluoromethoxy)aniline  >98.0%(GC)(T)

  • 461-82-5

  • 5g

  • 180.00CNY

  • Detail
  • TCI America

  • (T1345)  4-(Trifluoromethoxy)aniline  >98.0%(GC)(T)

  • 461-82-5

  • 25g

  • 480.00CNY

  • Detail
  • TCI America

  • (T1345)  4-(Trifluoromethoxy)aniline  >98.0%(GC)(T)

  • 461-82-5

  • 250g

  • 2,590.00CNY

  • Detail
  • Alfa Aesar

  • (A17208)  4-(Trifluoromethoxy)aniline, 98%   

  • 461-82-5

  • 5g

  • 172.0CNY

  • Detail
  • Alfa Aesar

  • (A17208)  4-(Trifluoromethoxy)aniline, 98%   

  • 461-82-5

  • 25g

  • 469.0CNY

  • Detail
  • USP

  • (1604348)  RiluzoleRelatedCompoundA  United States Pharmacopeia (USP) Reference Standard

  • 461-82-5

  • 1604348-25MG

  • 14,578.20CNY

  • Detail

461-82-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(Trifluoromethoxy)aniline

1.2 Other means of identification

Product number -
Other names AMino TrifluoroMethoxybenzene

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:461-82-5 SDS

461-82-5Synthetic route

1-trifluoromethoxybenzene
456-55-3

1-trifluoromethoxybenzene

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Stage #1: 1-trifluoromethoxybenzene With sodium ferrate(VI); sodium bromide In dimethyl sulfoxide at 95℃; for 4h; Inert atmosphere;
Stage #2: With sodium amide In dimethyl sulfoxide at 155℃; under 3040.2 Torr; for 10h; Solvent; Temperature; Reagent/catalyst; Pressure; Inert atmosphere;
98.2%
Multi-step reaction with 2 steps
1: sulfuric acid; nitric acid / dichloromethane / 2 h / 0 - 30 °C
2: iron; hydrogenchloride / methanol / 2 h / 60 - 65 °C
View Scheme
4-nitrophenyl trifluoromethyl ether
713-65-5

4-nitrophenyl trifluoromethyl ether

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;92%
With hydrogen; ShPAK-0.5 In methanol at 44 - 46℃; under 29420.3 - 30891.3 Torr;89%
With hydrogenchloride; iron In methanol at 60 - 65℃; for 2h;
N-benzyl-4-(trifluoromethoxy)benzenamine

N-benzyl-4-(trifluoromethoxy)benzenamine

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h;91%
1‐azido‐4‐(trifluoromethoxy)benzene
876012-82-7

1‐azido‐4‐(trifluoromethoxy)benzene

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Stage #1: 1‐azido‐4‐(trifluoromethoxy)benzene With hydrazine hydrate for 0.166667h; Inert atmosphere;
Stage #2: for 7h; Irradiation; chemoselective reaction;
85%
trifluoromethan
75-46-7

trifluoromethan

4-amino-phenol
123-30-8

4-amino-phenol

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
With sodium methylate In methanol at 60℃; under 2250.23 Torr; for 4h; Autoclave; Inert atmosphere;83%
1-bromo-4-(trifluoromethoxy)benzene
407-14-7

1-bromo-4-(trifluoromethoxy)benzene

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 60℃; for 24h; Inert atmosphere;82%
Stage #1: 1-bromo-4-(trifluoromethoxy)benzene With magnesium In tetrahydrofuran Inert atmosphere;
Stage #2: With C10H17NO In tetrahydrofuran; toluene at -20℃; for 2h; Inert atmosphere;
Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere;
62%
Stage #1: 1-bromo-4-(trifluoromethoxy)benzene With magnesium; ethylene dibromide In tetrahydrofuran Inert atmosphere;
Stage #2: With C10H17NO In tetrahydrofuran; toluene at -20℃; for 2h; Inert atmosphere;
62%
N-methyl-4-(trifluoromethoxy)aniline
41419-59-4

N-methyl-4-(trifluoromethoxy)aniline

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
With piperidine; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation;73%
N-2-propynyl-4-(trifluoromethoxy)benzenamine
82050-00-8

N-2-propynyl-4-(trifluoromethoxy)benzenamine

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
With palladium on activated charcoal; ethanolamine In water at 80℃; Inert atmosphere;61%
4-trifluoromethoxybenzamide
456-71-3

4-trifluoromethoxybenzamide

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
With potassium hydroxide; bromine
4-(Trichloromethoxy)benzoyl chloride
36823-89-9

4-(Trichloromethoxy)benzoyl chloride

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SbCl5; SbF3
2: aqueous NH3
3: bromine; aqueous KOH
View Scheme
4-(trifluoromethoxy)benzonitrile
332-25-2

4-(trifluoromethoxy)benzonitrile

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq.-ethanolic NaOH; aqueous H2O2
2: bromine; aqueous KOH
View Scheme
4-cyanophenyl trichloromethyl ether
100114-88-3

4-cyanophenyl trichloromethyl ether

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SbF3; SbCl5
2: aq.-ethanolic NaOH; aqueous H2O2
3: bromine; aqueous KOH
View Scheme
4-(trifluoromethoxy)benzoyl fluoride
330-11-0

4-(trifluoromethoxy)benzoyl fluoride

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous NH3
2: bromine; aqueous KOH
View Scheme
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: PCl5; chlorine
2: SbCl5; SbF3
3: aqueous NH3
4: bromine; aqueous KOH
View Scheme
4-methoxybenzonitrile
874-90-8

4-methoxybenzonitrile

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: PCl5; chlorine
2: SbF3; SbCl5
3: aq.-ethanolic NaOH; aqueous H2O2
4: bromine; aqueous KOH
View Scheme
methoxybenzene
100-66-3

methoxybenzene

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: chlorine; 4-chlorobenzotrifluoride / 90 - 100 °C / UV-irradiation
2: hydrogen fluoride / 80 °C / 22502.3 - 26252.6 Torr / Inert atmosphere; Autoclave
3: sulfuric acid; nitric acid / dichloromethane / 2 h / 0 - 30 °C
4: iron; hydrogenchloride / methanol / 2 h / 60 - 65 °C
View Scheme
(trichloromethoxy)benzene
34888-05-6

(trichloromethoxy)benzene

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen fluoride / 80 °C / 22502.3 - 26252.6 Torr / Inert atmosphere; Autoclave
2: sulfuric acid; nitric acid / dichloromethane / 2 h / 0 - 30 °C
3: iron; hydrogenchloride / methanol / 2 h / 60 - 65 °C
View Scheme
1-phenyl-N-(4-(trifluoromethoxy)phenyl)methanimine

1-phenyl-N-(4-(trifluoromethoxy)phenyl)methanimine

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / methanol / 5 °C
2: formic acid; potassium hydroxide; / ethanol / 1 h / 70 °C
View Scheme
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

4-(4-trifluoromethoxyaniline)piperidin-1-yl-formic acid tert-butyl ester
501673-86-5

4-(4-trifluoromethoxyaniline)piperidin-1-yl-formic acid tert-butyl ester

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 18h; Inert atmosphere;100%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

5-carboethoxypyridine-2-carboxylic acid
17880-34-1

5-carboethoxypyridine-2-carboxylic acid

ethyl 6-((4-(trifluoromethoxy)phenyl)carbamoyl)nicotinate
1437125-50-2

ethyl 6-((4-(trifluoromethoxy)phenyl)carbamoyl)nicotinate

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃;100%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-4-chloro-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidine
1583284-79-0

1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-4-chloro-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidine

1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-6-(methylthio)-N-(4-(trifluoromethoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
1583285-05-5

1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-6-(methylthio)-N-(4-(trifluoromethoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Conditions
ConditionsYield
In ethanol for 12h; Reflux; Inert atmosphere;100%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

C16H15FN2O2

C16H15FN2O2

1-{6-[2-(tert-butyl)phenoxy]-2-fluoropyridin-3-yl}-3-[4-(trifluoromethoxy)phenyl]urea

1-{6-[2-(tert-butyl)phenoxy]-2-fluoropyridin-3-yl}-3-[4-(trifluoromethoxy)phenyl]urea

Conditions
ConditionsYield
In toluene at 80℃; for 24h; Inert atmosphere;100%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

5-fluoro-2H-benzo[d][1,3]-oxazine-2,4(1H)-dione
78755-94-9

5-fluoro-2H-benzo[d][1,3]-oxazine-2,4(1H)-dione

2-amino-6-fluoro-N-(4-(trifluoromethoxy)phenyl)benzamide

2-amino-6-fluoro-N-(4-(trifluoromethoxy)phenyl)benzamide

Conditions
ConditionsYield
In toluene for 4h; Reflux;100%
5-fluoroisatoic anhydride
321-69-7

5-fluoroisatoic anhydride

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

2-amino-5-fluoro-N-(4-(trifluoromethoxy)phenyl)benzamide

2-amino-5-fluoro-N-(4-(trifluoromethoxy)phenyl)benzamide

Conditions
ConditionsYield
In toluene for 4h; Reflux;100%
5-bromo-3-pyridinecarboxylic acid
20826-04-4

5-bromo-3-pyridinecarboxylic acid

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

5-bromo-N-[4-(trifluoromethoxy)phenyl]pyridine-3-carboxamide

5-bromo-N-[4-(trifluoromethoxy)phenyl]pyridine-3-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 6h;100%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

N-(4-(trifluoromethoxy)phenyl)acetamide
1737-06-0

N-(4-(trifluoromethoxy)phenyl)acetamide

Conditions
ConditionsYield
With acetic anhydride In acetic acid99.9%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

2,6-dibromo-4-(trifluoromethoxy)aniline
88149-49-9

2,6-dibromo-4-(trifluoromethoxy)aniline

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; sodium bromide at 30 - 55℃; for 3h; Reagent/catalyst;99.2%
With bromine chloride; triethylamine In chloroform at 35℃; for 12h; Solvent; Reagent/catalyst; Temperature;90%
With N-Bromosuccinimide In acetonitrile at 20℃; for 12h;89%
With bromine; acetic acid at 20℃; for 4.5h; Molecular sieve;
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

trichloromethyl chloroformate
503-38-8

trichloromethyl chloroformate

1-isocyanato-4-trifluoromethoxy-benzene
35037-73-1

1-isocyanato-4-trifluoromethoxy-benzene

Conditions
ConditionsYield
In tetrahydrofuran for 0.75h; Reflux;99%
In tetrahydrofuran for 0.75h; Reflux;99%
With pyrographite In ethyl acetate Heating;
Stage #1: 4-(trifluoromethoxy)aniline With hydrogenchloride In ethyl acetate
Stage #2: trichloromethyl chloroformate In toluene for 2.5h; Reflux; Inert atmosphere;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

tert-butyl N-(4-trifluoromethoxyphenyl)carbamate
212696-37-2

tert-butyl N-(4-trifluoromethoxyphenyl)carbamate

Conditions
ConditionsYield
In toluene at 100℃;99%
In toluene for 2h; Reflux;99%
With Amberlyst A21 In neat (no solvent) at 20℃; for 0.416667h; Green chemistry;92%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

4-trifluoromethoxy-N,N-bis(trimethylsilyl)aniline

4-trifluoromethoxy-N,N-bis(trimethylsilyl)aniline

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -75℃;99%
thiophosgene
463-71-8

thiophosgene

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

1-isothiocyanato-4-(trifluoromethoxy)benzene
64285-95-6

1-isothiocyanato-4-(trifluoromethoxy)benzene

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water at 23℃; for 1h;99%
With sodium hydroxide In chloroform; water at 0℃; for 24h;72%
With triethylamine In dichloromethane at 20℃; for 1h;
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

cis-1,2-diphenyloxirane
1689-71-0

cis-1,2-diphenyloxirane

(1S,2S)-1,2-diphenyl-2-(4-(trifluoromethoxy)phenylamino)ethanol
1113056-76-0

(1S,2S)-1,2-diphenyl-2-(4-(trifluoromethoxy)phenylamino)ethanol

Conditions
ConditionsYield
With indium(III) triflate; C28H48N4O4 In tetrahydrofuran at 0℃; for 69h; Molecular sieve; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

4,6-dichloro-N-(4-trifluoromethoxyphenyl)-1,3,5-triazin-2-amine
1138566-82-1

4,6-dichloro-N-(4-trifluoromethoxyphenyl)-1,3,5-triazin-2-amine

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 0 - 20℃; for 17h;99%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

4,4′-bis(trifluoromethoxy)azobenzene

4,4′-bis(trifluoromethoxy)azobenzene

Conditions
ConditionsYield
With pyridine; oxygen; copper; ammonium bromide In toluene at 100℃; under 760.051 Torr;99%
With copper-manganese spinel oxide In ethyl acetate at 80℃; for 3h;94%
With Ag/C; potassium hydroxide In dimethyl sulfoxide at 60℃; under 760.051 Torr; for 24h; Catalytic behavior; Green chemistry;67%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

2,3,6-trifluorobenzaldehyde
104451-70-9

2,3,6-trifluorobenzaldehyde

(E)-N-(4-(trifluoromethoxy)phenyl)-1-(2,3,6-trifluorophenyl)methanimine

(E)-N-(4-(trifluoromethoxy)phenyl)-1-(2,3,6-trifluorophenyl)methanimine

Conditions
ConditionsYield
In toluene at 110℃; for 96h; Dean-Stark;99%
2,6-difluorobenzaldehyde
437-81-0

2,6-difluorobenzaldehyde

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

(E)-1-(2,6-difluorophenyl)-N-(4-(trifluoromethoxy)phenyl)methanimine

(E)-1-(2,6-difluorophenyl)-N-(4-(trifluoromethoxy)phenyl)methanimine

Conditions
ConditionsYield
In toluene at 110℃; for 96h; Dean-Stark;99%
In toluene for 96h; Dean-Stark; Reflux;
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

N-(4-(trifluoromethoxy)phenyl)benzenesulfonamide

N-(4-(trifluoromethoxy)phenyl)benzenesulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 18h; Schlenk technique; Inert atmosphere; Darkness;99%
3-bromo-3-methyl-2-indolinone
2406-05-5

3-bromo-3-methyl-2-indolinone

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

(R)-3-methyl-3-((4-(trifluoromethoxy)phenyl)amino)indolin-2-one

(R)-3-methyl-3-((4-(trifluoromethoxy)phenyl)amino)indolin-2-one

Conditions
ConditionsYield
Stage #1: 3-bromo-3-methyl-2-indolinone With nickel(II) tetrafluoroborate hexahydrate; C42H66N4O8 In ethyl acetate at 35℃; for 0.583333h;
Stage #2: With N-ethyl-N,N-diisopropylamine In ethyl acetate at 0℃; for 0.166667h;
Stage #3: 4-(trifluoromethoxy)aniline In ethyl acetate at 0℃; for 24h; enantioselective reaction;
99%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

t-butyl 2-diazopropanoate
805237-13-2

t-butyl 2-diazopropanoate

(-)-tert-butyl 2-((4-(trifluoromethoxy)phenyl)amino)propanoate

(-)-tert-butyl 2-((4-(trifluoromethoxy)phenyl)amino)propanoate

Conditions
ConditionsYield
With C32H30N4O4; copper(l) chloride In dichloromethane at 0℃; for 18h; Inert atmosphere; Molecular sieve; optical yield given as %ee; enantioselective reaction;98%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N-(4-(trifluoromethoxyl)phenyl)formamide

N-(4-(trifluoromethoxyl)phenyl)formamide

Conditions
ConditionsYield
With dipotassium peroxodisulfate In water at 100℃; for 0.166667h; Microwave irradiation; Green chemistry;98%
With sodium t-butanolate In neat (no solvent) at 20℃; for 3h; Inert atmosphere; Glovebox;97%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

Ethoxymethylenemalononitrile
123-06-8

Ethoxymethylenemalononitrile

2-[(4-(trifluoromethoxy)phenylamino)methylidene]malononitrile

2-[(4-(trifluoromethoxy)phenylamino)methylidene]malononitrile

Conditions
ConditionsYield
In ethanol at 120℃; for 1h;98%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-(4-(trifluoromethoxy)phenyl)acetamide

2-chloro-N-(4-(trifluoromethoxy)phenyl)acetamide

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 2h;97.79%
With triethylamine In dichloromethane at 0℃; for 4h;
With triethylamine In acetone at 0 - 20℃;
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

methyl chloroformate
79-22-1

methyl chloroformate

methyl N-[(4-trifluoromethoxy)phenyl]carbamate

methyl N-[(4-trifluoromethoxy)phenyl]carbamate

Conditions
ConditionsYield
With dmap; triethylamine In 1,2-dichloro-ethane at 0 - 15℃; for 2h;97.4%
With sodium hydrogencarbonate In dichloromethane; water at 10 - 25℃; for 3h;95.7%
Stage #1: 4-(trifluoromethoxy)aniline With triethylamine In 1,2-dichloro-ethane at 0℃; for 0.166667h;
Stage #2: methyl chloroformate In 1,2-dichloro-ethane at 0 - 20℃;
92.8%
3-nitrophthalic acid anhydride
641-70-3

3-nitrophthalic acid anhydride

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

N-(4-trifluoromethoxyphenyl)-3-nitrophthalimide

N-(4-trifluoromethoxyphenyl)-3-nitrophthalimide

Conditions
ConditionsYield
In acetic acid97%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

5-methylene-4-phenyl-4-vinyl-1,3-dioxolan-2-one

5-methylene-4-phenyl-4-vinyl-1,3-dioxolan-2-one

C18H14F3NO

C18H14F3NO

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; trifuran-2-yl-phosphane In dichloromethane at 20℃; for 12h;97%
4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

(E)-methyl undeca-1,4-dien-3-yl carbonate

(E)-methyl undeca-1,4-dien-3-yl carbonate

(Z)-4-(trifluoromethoxy)-N-(undeca-1,3-dien-5-yl)aniline

(Z)-4-(trifluoromethoxy)-N-(undeca-1,3-dien-5-yl)aniline

Conditions
ConditionsYield
With N,N-diisopropyl-2,4,8,10-tetra(naphthalen-2-yl)dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 25℃; for 36h; Schlenk technique; Inert atmosphere; regioselective reaction;97%
6-bromo-4-chloroquinozoline
38267-96-8

6-bromo-4-chloroquinozoline

4-(trifluoromethoxy)aniline
461-82-5

4-(trifluoromethoxy)aniline

6-bromo-N-(4-(trifluoromethoxy)phenyl)quinazolin-4-amine

6-bromo-N-(4-(trifluoromethoxy)phenyl)quinazolin-4-amine

Conditions
ConditionsYield
In isopropyl alcohol at 90℃; for 4h;96.1%

461-82-5Relevant articles and documents

Minimization of Back-Electron Transfer Enables the Elusive sp3 C?H Functionalization of Secondary Anilines

Zhao, Huaibo,Leonori, Daniele

supporting information, p. 7669 - 7674 (2021/03/08)

Anilines are some of the most used class of substrates for application in photoinduced electron transfer. N,N-Dialkyl-derivatives enable radical generation α to the N-atom by oxidation followed by deprotonation. This approach is however elusive to monosubstituted anilines owing to fast back-electron transfer (BET). Here we demonstrate that BET can be minimised by using photoredox catalysis in the presence of an exogenous alkylamine. This approach synergistically aids aniline SET oxidation and then accelerates the following deprotonation. In this way, the generation of α-anilinoalkyl radicals is now possible and these species can be used in a general sense to achieve divergent sp3 C?H functionalization.

Method for synthesizing insecticide metaflumizone intermediate p-trifluoromethoxy aniline

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Paragraph 0025-0049, (2019/01/23)

The invention discloses a method for synthesizing an insecticide metaflumizone intermediate, namely p-trifluoromethoxy aniline and belongs to the field of insecticide preparation. The method is characterized in that the p-trifluoromethoxy aniline is prepared from p-trifluoromethoxy benzene and sodium amide under the action of an auxiliary reaction mixture. The method comprises the following reaction steps: 1) in the presence of a protection gas and under an intense stirring condition, putting trifluoromethoxy benzene, the auxiliary reaction mixture and a solvent into a reaction kettle, heating to 80-95 DEG C, keeping for 2-4 hours, further adding sodium amide, heating to 135-155 DEG C, increasing the reaction pressure to 2-4 barometric pressure, and continuously reacting for 7-10 hours till completion; and 2) cooling the system, pouring into water of 5-8 times of the volume, extracting with a solvent B of 2-4 times of the volume of a reactant, washing an extraction liquid with water,drying with a drying agent, and concentrating, thereby obtaining p-trifluoromethoxy aniline. The method is simple in step, small in side reaction, high in yield, small in pollutant emission and safe to operate.

Preparation method of 4- polyfluoro methoxy O-phenylenediamine (by machine translation)

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Paragraph 0007, (2020/01/03)

The method disclosed by the invention 4 - is characterized in that the aminophenol, and the alkali :(1) are reacted at a mole ratio of the 1:0.8-1.5, 20-40 °C compound 0.1-24h with the halogen, and, the halogen compound in the solvent to 1:1.0-3.0,20-120 °C, 0.01-20Mpa react with 1-72h. 1-72h the 4 - 1:0.8-30.0 ammonia solution ;(2)4 - or the halogen compound at a mole ratio of the compound of the 1:0.2 - 2.5 amino phenol, 30-80 °C with 0.1-24h;(3)4 - the halogen and the halogen compound in the solvent 0.1-10%, 50-200 °C, 0.01-10Mpa: 4 . (by machine translation)

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