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3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
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Name

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

 EINECS 688-269-6
CAS No. 641571-11-1 Density 1.35 g/cm3
PSA 43.84000 LogP 3.36290
Solubility 228.6mg/L at 25℃ Melting Point 124-126°C
Formula C11H10F3N3 Boiling Point 379.805 °C at 760 mmHg
Molecular Weight 241.216 Flash Point 183.5 °C
Transport Information N/A Appearance N/A
Safety 26-39 Risk Codes 41
Molecular Structure Molecular Structure of 641571-11-1 (3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline) Hazard Symbols N/A
Synonyms

1-(3-Amino-5-trifluoromethylphenyl)-4-methyl-1H-imidazole;

Article Data 49

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline Synthetic route

822-36-6

4-methyl-1H-imidazole

54962-75-3

[3-bromo-5-(trifluoromethyl)phenyl]amine

641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions
ConditionsYield
With copper(l) iodide; (+)-D-glucosamine hydrochloride; caesium carbonate In water; dimethyl sulfoxide at 90℃; for 12h; Temperature; Concentration;96.18%
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In toluene; tert-butyl alcohol at 120℃; for 8h; Inert atmosphere;91%
With copper(l) iodide; 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethan-1-one; caesium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Inert atmosphere; Sealed tube;91%

C23H18F6N6O

641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions
ConditionsYield
With sodium hydroxide In m-xylene; isopropyl alcohol for 25h; Reflux;92.8%
916975-92-3

4-methyl-1-(3-nitro-5-(trifluoromethyl)phenyl)-1H-imidazole

641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions
ConditionsYield
With iron(III) chloride; hydrazine hydrate; pyrographite In ethanol at 50 - 60℃; Reagent/catalyst; Temperature;91.3%
With palladium In methanol at 25℃; for 5h;86%
With palladium on activated charcoal; hydrogen In methanol at 25℃; for 5h;86%

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzohydrazide

641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions
ConditionsYield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzohydrazide With sulfuric acid; sodium nitrite In methanol at 15 - 25℃; for 0.416667h;
Stage #2: In methanol at 55 - 75℃; for 0.416667h; Concentration; Reagent/catalyst; Temperature;		90%
455279-96-6

N-(3-amino-5-(trifluoromethyl)phenyl)acetamide

50-00-0

formaldehyd

78-98-8

2-oxopropanal

641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions
ConditionsYield
Stage #1: N-(3-amino-5-(trifluoromethyl)phenyl)acetamide With ammonium chloride In ethanol; acetone at 0 - 20℃;
Stage #2: formaldehyd; 2-oxopropanal In ethanol; water; acetone at 65 - 70℃;		85.4%
641571-13-3

3-(4-methyl-imidazol-1-yl)-5-trifluoromethylbenzoic acid

75-65-0

tert-butyl alcohol

641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions
ConditionsYield
Stage #1: 3-(4-methyl-imidazol-1-yl)-5-trifluoromethylbenzoic acid; tert-butyl alcohol With diphenyl phosphoryl azide; triethylamine for 16h; Reflux;
Stage #2: With sodium hydroxide In propan-1-ol; para-xylene; water for 30h; Solvent; Reagent/catalyst; Reflux;		79.5%

N-(4-methoxybenzyl)-3-(4-methyl-1H-imidazol-1yl)-5-trifluoromethylaniline

641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions
ConditionsYield
With trifluoroacetic acid at 20 - 25℃; for 2h; Reagent/catalyst; Temperature;78%
822-36-6

4-methyl-1H-imidazole

389571-69-1

3-iodo-5-trifluoromethylaniline

A

641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

B

3-(5-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions
ConditionsYield
With potassium phosphate at 110℃; for 30h; Reagent/catalyst;A 65.2%
B n/a
822-36-6

4-methyl-1H-imidazole

54962-75-3

[3-bromo-5-(trifluoromethyl)phenyl]amine

A

641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

B

3-(5-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate; rac-diaminocyclohexane In diethylene glycol dimethyl ether at 24℃; for 24h; Reagent/catalyst; Inert atmosphere;A 64.9%
B n/a
With copper(I) oxide; potassium phosphate; N1,N2-bis(furan-2-ylmethyl)oxalamide In dimethyl sulfoxide at 120℃; for 24h; Overall yield = 89 %;
917391-26-5

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline hydrochloride

641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Conditions
ConditionsYield
With potassium hydrogencarbonate In ethanol; water at 0 - 45℃; for 3.5h; Product distribution / selectivity;32.8%
With potassium hydrogencarbonate In methanol; water at 20 - 40℃; for 3h; Product distribution / selectivity;

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline Chemical Properties

Molecular Structure of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (CAS NO.641571-11-1):

Molecular Formula:C11H10F3N3
Molecular Weight: 241.21
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 43.84 Å2
Molar Refractivity: 57.024 cm3
Molar Volume: 178.191 cm3
Index of Refraction: 1.553
Surface Tension: 36.64 dyne/cm
Density: 1.354 g/cm3
Flash Point: 183.5 °C
Enthalpy of Vaporization: 62.787 kJ/mol
Boiling Point: 379.805 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
Density:1.35g/cm3
SMILES: FC(F)(F)c1cc(cc(c1)n2cc(nc2)C)N
InChI: InChI=1/C11H10F3N3/c1-7-5-17(6-16-7)10-3-8(11(12,13)14)2-9(15)4-10/h2-6H,15H2,1H3

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline Specification

 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline , its cas register number is 641571-11-1. It also can be called 1-(3-Amino-5-trifluoromethylphenyl)-4-methylimidazole ; 4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl) benzene amine ; 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline ; benzenamine, 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)- .

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