4-(1H-1,2,4-Triazol-1-ylmethyl)aniline supplier

Name
4-(1H-1,2,4-Triazol-1-ylmethyl)aniline
EINECS 601-588-7
CAS No. 119192-10-8
Article Data13
CAS DataBase
Density 1.26 g/cm³
Solubility
Melting Point 124 °C
Formula C₉H₁₀N₄
Boiling Point 402.1 °C at 760 mmHg
Molecular Weight 174.205
Flash Point 197 °C
Transport Information
Appearance Brown solid
Safety 22-26-36/37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 1-(4-Aminobenzyl)-1,2,4-triazole;1-(4-Aminobenzyl)-1H-1,2,4-triazole;4-(1H-1,2,4-Triazol-1-ylmethyl)benzenamine;[4-[([1,2,4]Triazol-1-yl)methyl]phenyl]amine;
PSA 56.73000
LogP 1.48980

Synthetic route

: 119192-09-5
1-(4-nitrophenyl)methyl-1,2,4-triazole

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

Conditions

Conditions	Yield
With hydrogenchloride; palladium-carbon In ethanol; water; ethyl acetate	100%
With hydrogenchloride; palladium-carbon In ethanol; water; ethyl acetate	100%
With hydrogen; palladium on activated charcoal In ethanol Ambient temperature;	96%

: 142-04-1
aniline hydrochloride

: 74205-82-6
1-(hydroxymethyl)-1,2,4-triazole

A: 101-77-9
4,4'-diamino diphenyl methane

B: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

Conditions

Conditions	Yield
With acetic acid for 0.0833333h; Heating;	A 10% B 59%

...Expand

: 100-14-1
4-nitrobenzyl chloride

SO2: SO2

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 71 percent / sodium ethoxide / ethanol / room temp. 4 h, reflux, 1 h 2: 96 percent / hydrogen / 5percent Pd/C / ethanol / Ambient temperature View Scheme

: 6085-99-0
4-amino-1-(4-nitrobenzyl)-1,2,4-triazolium bromide

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 65 percent / 10percent aq NaNO2 / aq. HCl / 0 °C 2: 80 percent / H2 / 10percent Pd-C / ethyl acetate / 60 °C / 760 Torr View Scheme

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 80 percent / ethanol / 4 h / Heating 2: 65 percent / 10percent aq NaNO2 / aq. HCl / 0 °C 3: 80 percent / H2 / 10percent Pd-C / ethyl acetate / 60 °C / 760 Torr View Scheme

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 144035-43-8
1-(tetrazol-2-ylmethyl)-4-nitrobenzene

: 2-(4-Aminophenyl)methyl-1,2,3,4-tetrazole

Conditions

Conditions	Yield
	100%

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 68-11-1
mercaptoacetic acid

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1388155-36-9
3-(4-((1H-1,2,4-triazol-1-yl)methyl)phenyl)-2-(4-(trifluoromethyl)phenyl)thiazolidin-4-one

Conditions

Conditions	Yield
In polypropylene glycol-2000 at 110℃; for 4h;	97%

...Expand

: 14510-06-6
2-formyl oxine

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: C19H15N5O

Conditions

Conditions	Yield
With acetic acid In toluene Molecular sieve; Reflux; Inert atmosphere;	96%

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

A: 160194-26-3
4-((1H-1,2,4-triazol-1-yl)methyl)-2-iodobenzenamine

B: 3,5-diiodo-4-aminobenzyltriazole

Conditions

Conditions	Yield
With Iodine monochloride; calcium carbonate In methanol; water	A 91% B 3%

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 160194-26-3
4-((1H-1,2,4-triazol-1-yl)methyl)-2-iodobenzenamine

Conditions

Conditions	Yield
With iodine; sodium hydrogencarbonate In water for 30h;	90%
With Iodine monochloride; calcium carbonate
With Iodine monochloride; calcium carbonate

: 355-43-1
n-perfluorohexyl iodide

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 4-((1H-1,2,4-triazol-1-yl)methyl)-2-(perfluorohexyl)aniline

Conditions

Conditions	Yield
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); potassium carbonate In 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation; regioselective reaction;	90%

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 119192-11-9
1-(p-hydroxybenzyl)-1,2,4-triazole

Conditions

Conditions	Yield
With sodium nitrate; sulfuric acid In water room temp., 20 min, 85 deg C, 35 min;	88%

: 99009-49-1
1-chloro-7-hydroxy-4-nitro-9(10H)-acridinone

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1-((4-((1H-1,2,4-triazol-1-yl)methyl)phenyl)amino)-7-hydroxy-4-nitroacridin-9(10H)-one

Conditions

Conditions	Yield
With caesium carbonate In 1,4-dioxane for 9h; Heating;	87.6%

: 85-44-9
phthalic anhydride

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 2-({4-[(1H-1,2,4-triazol-1-yl)methyl]phenyl}carbamoyl)benzoic acid

Conditions

Conditions	Yield
In acetone at 20℃; for 1h;	86%
In acetone at 20℃; for 1h;

: 887144-94-7
Togni's reagent II

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1558046-39-1
4-((1H-1,2,4-triazol-1-yl)methyl)-2-(trifluoromethyl)aniline

Conditions

Conditions	Yield
With tris[2-phenylpyridinato-C2,N]iridium(III) In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Irradiation;	82%
With tris[2-phenylpyridinato-C2,N]iridium(III) In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Irradiation; Schlenk technique;	80%

: 100-52-7
benzaldehyde

: 68-11-1
mercaptoacetic acid

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1388155-35-8
3-(4-((1H-1,2,4-triazol-1-yl)methyl)phenyl)-2-phenylthiazolidin-4-one

Conditions

Conditions	Yield
In polypropylene glycol-2000 at 110℃; for 7h;	81%

...Expand

: 104-87-0
4-methyl-benzaldehyde

: 68-11-1
mercaptoacetic acid

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1388155-37-0
3-(4-((1H-1,2,4-triazol-1-yl)methyl)phenyl)-2-p-tolylthiazolidin-4-one

Conditions

Conditions	Yield
In polypropylene glycol-2000 at 110℃; for 11h;	80%

...Expand

: 104-88-1
4-chlorobenzaldehyde

: 68-11-1
mercaptoacetic acid

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1388155-38-1
3-(4-((1H-1,2,4-triazol-1-yl)methyl)phenyl)-2-(4-chlorophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
In polypropylene glycol-2000 at 110℃; for 7h;	79%

...Expand

: 68-11-1
mercaptoacetic acid

: 587-04-2
3-Chlorobenzaldehyde

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1388155-39-2
3-(4-((1H-1,2,4-triazol-1-yl)methyl)phenyl)-2-(3-chlorophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
In polypropylene glycol-2000 at 110℃; for 7h;	78%

...Expand

: 89-98-5
2-chloro-benzaldehyde

: 68-11-1
mercaptoacetic acid

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1388155-40-5
3-(4-((1H-1,2,4-triazol-1-yl)methyl)phenyl)-2-(2-chlorophenyl)thiazolidin-4-one

Conditions

Conditions	Yield
In polypropylene glycol-2000 at 110℃; for 7h;	76%

...Expand

: 90-02-8
salicylaldehyde

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 2-[2-(4-[1,2,4]triazol-1-ylmethylphenyl)iminomethylphenol]

Conditions

Conditions	Yield
With acetic acid In ethanol at 65 - 70℃; for 6h;	76%

: 667-27-6
Ethyl bromodifluoroacetate

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 5-((1H-1,2,4-triazol-1-yl)methyl)-3,3-difluoroindolin-2-one

Conditions

Conditions	Yield
Stage #1: Ethyl bromodifluoroacetate; 4-(1H-1,2,4-triazol-1-ylmethyl)aniline With tris[2-phenylpyridinato-C2,N]iridium(III); sodium carbonate In dichloromethane at 20℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation; Sealed tube; Stage #2: With ethanol at 60℃; for 6h;	74%

: 1-(1H-benzo[f]chromen-2-yl)-2,2,2-trifluoroethan-1-one

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: (E)-1,1,1-trifluoro-3-[(2-hydroxynaphth-1-yl)methyl]-4-({4-[(1H-1,2,4-triazol-1-yl)methyl]phenyl}amino)but-3-en-2-one

Conditions

Conditions	Yield
In methanol at 20℃; for 4h; stereoselective reaction;	74%

: 555-16-8
4-nitrobenzaldehdye

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 127988-32-3
(4-nitrobenzylidene)-(4-[1,2,4]triazol-1-ylmethylphenyl)amine

Conditions

Conditions	Yield
With acetic acid In ethanol at 65 - 70℃; for 6h;	72%
In ethanol; benzene for 24h; Heating;	58%

: cadmium(II) perchlorate hexahydrate

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: {[Cd(1-(4-aminobenzyl)-1H-1,2,4-triazole)2(H2O)2]*(ClO4)2*H2O}n

Conditions

Conditions	Yield
In methanol; water for 0.5h;	69%

: C24H17NO4

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1599479-42-1
4'-{2-oxo-3-[(4-[1,2,4]triazol-1-ylmethyl-phenyl-imino)-methyl]-2H-quinolin-1-ylmethyl}-biphenyl-2-carboxylic acid

Conditions

Conditions	Yield
In methanol Reflux;	65.2%

: C24H17N5OS

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1599479-49-8
{2-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethylsulphanyl]-quinolin-3-ylmethylene}-(4-[1,2,4]triazol-1-ylmethyl-phenyl)-amine

Conditions

Conditions	Yield
In methanol Reflux;	63.7%

: 108-94-1
cyclohexanone

: 68-11-1
mercaptoacetic acid

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1388155-31-4
4-(4-((1H-1,2,4-triazol-1-yl)methyl)phenyl)-1-thia-4-azaspiro[4.5]decan-3-one

Conditions

Conditions	Yield
In polypropylene glycol-2000 at 110℃; for 11h;	60%

...Expand

: 104-88-1
4-chlorobenzaldehyde

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 127988-30-1
N-(4-chlorobenzal)-4-(1H-1,2,4-triazol-1-ylmethyl)benzeneamine

Conditions

Conditions	Yield
In ethanol; benzene for 24h; Heating;	59%

: 448-61-3
2,4,6-triphenylpyrylium tetrafluoroborate

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: 1-(4-((1H-1,2,4-triazol-1-yl)methyl)phenyl)-2,4,6-triphenylpyridin-1-ium tetrafluoroborate

Conditions

Conditions	Yield
In ethanol at 85 - 90℃; for 4h; Schlenk technique;	57%

: silver perchlorate

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: [Ag2(μ2-1-(4-aminobenzyl)-1,2,4-triazole)(μ3-1-(4-aminobenzyl)-1,2,4-triazole)(perchlorate)].(perchlorate)

Conditions

Conditions	Yield
In methanol; water at 160℃; for 12.5h; Autoclave;	53%

: 7732-18-5
water

: silver nitrate

: 119192-10-8
4-(1H-1,2,4-triazol-1-ylmethyl)aniline

: C9H10N4*Ag(1+)*NO3(1-)*0.125H2O

Conditions

Conditions	Yield
In methanol at 160℃; for 12h; Autoclave;	53%

...Expand

4-(1H-1,2,4-Triazol-1-ylmethyl)aniline Specification

The IUPAC name of Benzenamine,4-(1H-1,2,4-triazol-1-ylmethyl)- is 4-(1,2,4-triazol-1-ylmethyl)aniline. With the CAS registry number 119192-10-8, it is also named as 1-(4-Aminobenzyl)-1,2,4-triazol. The product's categories are Anilines, Aromatic Amines and Nitro Compounds; Amines; Chemical Amines; Intermediates of Rizatriptan; Amine; Aromatics; Heterocycles; Phenyls & Phenyl-Het. It is brown solid which is used as pharmaceutical intermediate.

The other characteristics of Benzenamine,4-(1H-1,2,4-triazol-1-ylmethyl)- can be summarized as: (1)ACD/LogP: -0.17; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 4; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 3 ; (6)Index of Refraction: 1.663; (7)Molar Refractivity: 50.9 cm³; (8)Molar Volume: 137.3 cm³; (9)Polarizability: 20.17×10^-24 cm³; (10)Surface Tension: 54.3 dyne/cm; (11)Density: 1.26 g/cm³; (12)Flash Point: 197 °C; (13)Enthalpy of Vaporization: 65.32 kJ/mol; (14)Boiling Point: 402.1 °C at 760 mmHg; (15)Vapour Pressure: 1.12E-06 mmHg at 25°C; (16)Rotatable Bond Count: 2; (17)Exact Mass: 174.090546; (18)MonoIsotopic Mass: 174.090546; (19)Topological Polar Surface Area: 56.7; (20)Heavy Atom Count: 13; (21)Complexity: 154.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:n1cnn(c1)Cc2ccc(N)cc2
2. InChI:InChI=1/C9H10N4/c10-9-3-1-8(2-4-9)5-13-7-11-6-12-13/h1-4,6-7H,5,10H2
3. InChIKey:ZGLQVRIVLWGDNA-UHFFFAOYAZ

Product Name

4-(1H-1,2,4-Triazol-1-ylmethyl)aniline

Synthetic route

4-(1H-1,2,4-Triazol-1-ylmethyl)aniline Specification

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