5-Amino-2-chlorobenzotrifluoride supplier

Name
4-Chloro-alpha,alpha,alpha-trifluoro-m-toluidine
EINECS 206-277-6
CAS No. 320-51-4
Article Data35
CAS DataBase
Density 1.425 g/cm³
Solubility
Melting Point 34-38 °C(lit.)
Formula C₇H₅ClF₃N
Boiling Point 242.8 °C at 760 mmHg
Molecular Weight 195.572
Flash Point >110 °C
Transport Information UN 2811
Appearance White to pinkish crystalline powder
Safety 22-24/25-45-36-26
Risk Codes 36/37/38-23/24/25
Molecular Structure
Hazard Symbols Xi, T
Synonyms m-Toluidine,4-chloro-a,a,a-trifluoro-(6CI,7CI,8CI);(4-Chloro-3-trifluoromethylphenyl)amine;2-Chloro-5-aminobenzotrifluoride;3-(Trifluoromethyl)-4-chloroaniline;3-Amino-6-chlorobenzotrifluoride;4-Chloro-3-(trifluoromethyl)aniline;4-Chloro-3-(trifluoromethyl)benzenamine;4-Chloro-a,a,a-trifluoro-m-toluidine;NSC 61405;
PSA 26.02000
LogP 3.52220

Synthetic route

: 777-37-7
4-chloro-3-(trifluoromethyl)nitrobenzene

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
With sodium tetrahydroborate; TPGS-750-M In tetrahydrofuran; water at 20℃; for 1h; Catalytic behavior; Reagent/catalyst;	98%
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 2h; Inert atmosphere; Green chemistry; chemoselective reaction;	94%
With sodium tetrahydroborate; iron; water at 20℃; for 2h;	94%

: 98-16-8
3-trifluoromethylaniline

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
With copper dichloride; 1-hexyl-3-methylimidazol-1-ium chloride at 40℃; for 8h; regioselective reaction;	94%

: 320-50-3
1,4-dichloro-2-trifluoromethylbenzene

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
With ammonium hydroxide; potassium phosphate; copper(l) iodide; N1,N2-bis(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide In water; dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere;	84%
Multi-step reaction with 2 steps 1: hydrazine hydrate; pyridine / ethyl acetate; dichloromethane / 4 h / 130 °C / Autoclave 2: Raney nickel / methanol / 1 h / Reflux View Scheme

: 445-01-2
5-bromo-2-chlorobenzotrifluoride

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-chlorobenzotrifluoride With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: With C10H17NO In tetrahydrofuran; toluene at -45℃; for 2h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere;	61%

: 99586-65-9
4-chloropicolinamide

: 123-30-8
4-amino-phenol

A: 284462-80-2
4-(4-aminophenoxy)-2-pyridinecarboxamide

B: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
With potassium tert-butylate; sodium chloride In methanol; hexane; ethyl acetate; N,N-dimethyl-formamide	A 58% B n/a
With potassium tert-butylate; sodium chloride In methanol; hexane; ethyl acetate; N,N-dimethyl-formamide	A 58% B n/a
With potassium tert-butylate; sodium chloride In methanol; hexane; ethyl acetate; N,N-dimethyl-formamide	A 58% B n/a

...Expand

: 1198619-79-2
1-(4-bromophenyl)-3-(4-chloro-3-(trifluoromethyl)phenyl)-5-thioxoimidazolidine-2,4-dione

: 100-46-9
benzylamine

A: 1198619-80-5
3-benzyl-5-(benzylimino)-1-(4-bromophenyl)imidazolidine-2,4-dione

B: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
for 1h; Reflux;	A 51% B n/a

...Expand

: 369-77-7
cloflucarban

A: 106-47-8
4-chloro-aniline

B: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 83℃; for 24h; Irradiation; further reagents, further conditions;

: 88-16-4
1-chloro-2-(trifluoromethyl)benzene

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / HNO3; H2SO4 / 0.5 h / 50 - 60 °C 2: 65 percent / NaSH*9H2O; NaHCO3 / methanol; H2O / 1 h / Heating View Scheme
Multi-step reaction with 2 steps 1: HNO3, H2SO4 2: H2 / PtO2 View Scheme
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 1 h / Heating 2: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: acetic anhydride; nitric acid / 3 h / 10 - 12 °C 2: iron(III) chloride hexahydrate; hydrazine hydrate / ethanol / 3 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / water / 18 h / 0 - 20 °C / Inert atmosphere; Schlenk technique 2: iron; ammonium chloride; hydrogenchloride / ethanol; water / 2 h / 80 °C / Inert atmosphere; Schlenk technique View Scheme

: 445-01-2
5-bromo-2-chlorobenzotrifluoride

A: 1445972-32-6
C14H7Cl2F6N

B: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
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 100℃; for 24h; Inert atmosphere; Overall yield = 72 %; Overall yield = 140.9 mg;

: 755037-03-7
regorafenib

A: 757251-39-1
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide

B: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
In water; acetonitrile at 80℃; for 72h;

: 755037-03-7
regorafenib

A: 757251-39-1
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide

B: 1333390-56-9
1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea

C: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
With hydrogenchloride at 80℃; for 5h;

...Expand

: 67-56-1
methanol

: 755037-03-7
regorafenib

A: 757251-39-1
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide

B: 4-(4-acetamido-3-fluorophenoxy)-N-methylpicolinamide

C: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
With sodium hydroxide at 80℃; for 24h;

...Expand

: 91626-53-8
2-chloro-1-(trifluoromethyl)phenylhydrazine

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

Conditions

Conditions	Yield
With Raney nickel In methanol for 1h; Time; Reflux;	8.6 g

: 32315-10-9
bis(trichloromethyl) carbonate

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 327-78-6
4-chloro-3-(trifluoromethyl)phenyl isocyanate

Conditions

Conditions	Yield
With triethylamine In dichloromethane	100%
In ethyl acetate at 80℃; for 1h;	99.2%
In ethyl acetate at -5 - 80℃; for 3h; Solvent;	95%

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 1,3-bis(4-chloro-3-(trifluoromethyl)phenyl)triazene

Conditions

Conditions	Yield
With SHNC In water for 25h; Ambient temperature;	99%

: 79-04-9
chloroacetyl chloride

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 351-33-7
[(4-chloro-3-trifluoromethylphenyl)aminocarbonylmethyl]chloride

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; Inert atmosphere;	99%
With pyridine In dichloromethane at 0 - 20℃; for 2h;	98%
With triethylamine In dichloromethane at 0℃; for 1.5h;	84.7%
Stage #1: chloroacetyl chloride; 4-chloro-3-trifluoromethyl-aniline With sodium hydrogencarbonate In diethyl ether; water at 20℃; for 1h; Schotten-Baumann Reaction; Stage #2: With hydrogenchloride In diethyl ether; water
With triethylamine In dichloromethane at 0℃; for 1.5h;

: 2-benzyl-1-oxo-1,2,3,4,4a,7,8,8a-octahydroisoquinoline-8-carboxylic acid

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 2-benzyl-N-(2,4-dichlorophenyl)-1-oxo-1,2,3,4,4a,7,8,8a-octahydroisoquinoline-8-carboxamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap In dichloromethane at 20℃; for 14h; Product distribution / selectivity; Inert atmosphere; Combinatorial reaction / High throughput screening (HTS);	99%

: 98946-18-0
tert-Butyl 2,2,2-trichloroacetimidate

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 1631962-34-9
tert-butyl(4-chloro-3-trifluoromethylphenyl)amine

Conditions

Conditions	Yield
With copper(II) bis(trifluoromethanesulfonate) In nitromethane at 20℃; for 2h; Inert atmosphere;	99%

: 598-21-0
2-Bromoacetyl bromide

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 2-bromo-N-(4-chloro-3-(trifluoromethyl)phenyl)acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	99%

: 2094-72-6
1-Adamantanecarbonyl chloride

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: N-[4-chloro-3-(trifluoromethyl)phenyl]adamantane-1-carboxamide

Conditions

Conditions	Yield
With triethylamine In acetone at 90℃; for 3h; Inert atmosphere;	99%

: 1885-14-9
phenyl chloroformate

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: phenyl (4-chloro-3-(trifluoromethyl)phenyl) carbamate

Conditions

Conditions	Yield
With potassium carbonate In water; toluene at 20℃; for 1h; Cooling with ice;	99%

: 917-61-3
sodium isocyanate

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 343247-69-8
4-chloro-3-trifluoromethylphenylurea

Conditions

Conditions	Yield
With acetic acid In water at 40 - 50℃; for 2h; Temperature;	97.2%
With acetic acid In water at 40 - 45℃; for 1 - 2h; Product distribution / selectivity;
With acetic acid In water at 40 - 45℃; Product distribution / selectivity;

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 30806-83-8
p-ethoxycarbonylphenyl isocyanate

: N-(4-chloro-3-(trifluoromethyl)phenyl)-N'-(4-ethoxycarbonylphenyl) urea

Conditions

Conditions	Yield
In dichloromethane	97%
In dichloromethane	97%
In dichloromethane	97%
In dichloromethane	97%
In dichloromethane at 20℃;	97%

: 145013-05-4
tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 1443231-54-6
N,N′-bis(tert-butoxycarbonyl)-N′′-4-chloro-3-(trifluoromethyl)guanidine

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; iodine In water; toluene at 20℃;	97%
With triethylamine; copper dichloride In dichloromethane at 20℃; for 16h;	72%
With iodine; triethylamine In toluene at 0℃;	65%

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 160893-07-2
2-chloro-5-methoxyquinoline

: N-(4-chloro-3-(trifluoromethyl)phenyl)-5-methoxyquinolin-2-amine

Conditions

Conditions	Yield
In neat (no solvent) at 160℃;	97%
In neat (no solvent) at 160℃;

: 2905-24-0
3-Bromobenzenesulfonyl chloride

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 3-bromo-N-(4-chloro-3-(trifluoromethyl)phenyl)benzenesulfonamide

Conditions

Conditions	Yield
With dmap In toluene at 55℃; Sealed tube;	97%

: 757251-39-1
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide

: 42558-54-3
Methyl 4-methyl-3-oxopentanoate

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 755037-03-7
regorafenib

Conditions

Conditions	Yield
With dmap In N,N-dimethyl-formamide at 140℃; for 4h; Temperature; Green chemistry;	96.8%

...Expand

: 757251-39-1
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide

: 868-84-8
S,S-dimethyl dithiocarbonate

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 755037-03-7
regorafenib

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydroxide In tetrahydrofuran at 35℃; for 1.33333h; Green chemistry;	96.2%

...Expand

: 39603-24-2
5,7-dimethylisatin

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 3-[(Z)-4-Chloro-3-trifluoromethyl-phenylimino]-5,7-dimethyl-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
grinding in agate mortar;	96%

: 762-04-9
phosphonic acid diethyl ester

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 36663-00-0
1-phenyl-3-(4-chlorophenyl)-4-pyrazolecarboxaldehyde

: diethyl (((4-chloro-3-(trifluoromethyl)phenyl)amino)(3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl)methyl)phosphonate

Conditions

Conditions	Yield
With Porcine Pancreas Lipase In neat (no solvent) at 45℃; Enzymatic reaction;	96%

...Expand

: 3282-30-2
pivaloyl chloride

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 13691-92-4
N-(4-chloro-3-trifluoromethylphenyl)-2,2-dimethylpropionamide

Conditions

Conditions	Yield
In triethylamine	95%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 4h;	60%
In triethylamine
In triethylamine

: 1885-14-9
phenyl chloroformate

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 871555-75-8
(4-chloro-3-trifluoromethylphenyl)carbamic acid phenyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 5 - 20℃; for 2h;	95%
In dichloromethane at 20℃; for 1h;	94%
With pyridine In dichloromethane at 0 - 20℃;	93.8%

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 85862-78-8
4-azido-1-chloro-2-(trifluoromethyl)benzene

Conditions

Conditions	Yield
Stage #1: 4-chloro-3-trifluoromethyl-aniline With hydrogenchloride In water; acetonitrile at 20℃; for 0.333333h; Stage #2: With sodium nitrite In water; acetonitrile at 20℃; for 1h; Stage #3: With sodium azide In water; acetonitrile at 0 - 20℃; for 1h;	95%
Stage #1: 4-chloro-3-trifluoromethyl-aniline With hydrogenchloride; sodium nitrite In ethyl acetate at 0℃; for 0.5h; Stage #2: With sodium azide In ethyl acetate at 20℃; for 2h;	62%
With sodium azide; sodium nitrite In acetonitrile at 0 - 5℃; for 1h;

: 123-30-8
4-amino-phenol

: 57-13-6
urea

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 1129683-83-5
4-[ ({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 130 - 135℃; for 3h; Temperature;	94.8%

...Expand

: 762-04-9
phosphonic acid diethyl ester

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 21487-45-6
1,3-diphenyl-4-formylpyrazole

: [(4-chloro-3-trifluoromethyl-phenylamino)-(1,3-diphenyl-1H-pyrazol-4-yl)methyl]phosphonic acid diethyl ester

Conditions

Conditions	Yield
With Porcine Pancreas Lipase In neat (no solvent) at 45℃; Enzymatic reaction;	94%

...Expand

: 943606-84-6
1-chloro-6-methyl-5-nitroisoquinoline

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: C17H11ClF3N3O2

Conditions

Conditions	Yield
With trifluoroacetic acid In isopropyl alcohol at 20 - 90℃; for 18h; Inert atmosphere;	93.3%

: 336-94-7
difluoronitroacetyl chloride

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 123633-41-0
N-(4-Chloro-3-trifluoromethyl-phenyl)-2,2-difluoro-2-nitro-acetamide

Conditions

Conditions	Yield
In diethyl ether at 29.9℃; for 0.5h;	93%

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 618-51-9
3-Iodobenzoic acid

: N-[4-chloro-3-(trifluoromethyl)phenyl]-3-iodobenzamide

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 70℃; for 20h;	93%

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 2937-50-0
Allyl chloroformate

: (4-chloro-3-trifluoromethyl aniline)carboxylic acid allyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethyl acetate at 0 - 5℃; for 2h; Reagent/catalyst; Solvent;	92.5%

: 4755-77-5
Ethyl oxalyl chloride

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: 17738-62-4
ethyl 2-((4-chloro-3-(trifluoromethyl)phenyl)amino)-2-oxoacetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	92%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere; Schlenk technique;	87%
With triethylamine In dichloromethane at 20℃;

: 37517-81-0
3-chloro-3-oxopropanoic acid methyl ester

: 320-51-4
4-chloro-3-trifluoromethyl-aniline

: methyl 3-((4-chloro-3-(trifluoromethyl)phenyl)amino)-3-oxopropanoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	92%

5-Amino-2-chlorobenzotrifluoride Specification

The 5-Amino-2-chlorobenzotrifluoride with CAS registry number of 320-51-4 is also known as 3-(Trifluoromethyl)-4-chloroaniline. The IUPAC name is 4-Chloro-3-(trifluoromethyl)aniline. It belongs to product categories of Amines and Anilines; Aromatic Halides (substituted); Aniline Series. Its EINECS registry number is 206-277-6. In addition, the formula is C₇H₅ClF₃N and the molecular weight is 195.57. Besides, this chemical is a white to pinkish crystalline powder.

Physical properties about 5-Amino-2-chlorobenzotrifluoride are: (1)XLogP3: 3.5; (2)H-Bond Donor: 1; (3)H-Bond Acceptor: 4; (4)Exact Mass: 195.006261; (5)MonoIsotopic Mass: 195.006261; (6)Topological Polar Surface Area: 26; (7)Heavy Atom Count: 12; (8)Complexity: 159; (9)Covalently-Bonded Unit Count: 1.

Uses of 5-Amino-2-chlorobenzotrifluoride: it is used as medicine and pesticide intermediate. What's more, it is used to produce 1,3-bis(4-chloro-3-(trifluoromethyl)phenyl)triazene. The reaction occurs with reagent SHNC and solvent H₂O at ambient temperature for 25 hours. The yield is about 99%.

5-Amino-2-chlorobenzotrifluoride is used to produce 1,3-bis(4-chloro-3-(trifluoromethyl)phenyl)triazene.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. What's more, it is toxic by inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing. Avoid contact with skin and eyes and do not breathe dust. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC(=C(C=C1N)C(F)(F)F)Cl
2. InChI: InChI=1S/C7H5ClF3N/c8-6-2-1-4(12)3-5(6)7(9,10)11/h1-3H,12H2
3. InChIKey: ASPDJZINBYYZRU-UHFFFAOYSA-N

Product Name

4-Chloro-alpha,alpha,alpha-trifluoro-m-toluidine

Synthetic route

5-Amino-2-chlorobenzotrifluoride Specification

Related Products

Hot Products