4-Amino-4H-1,2,4-triazole supplier

Name
4-Amino-4H-1,2,4-triazole
EINECS 209-533-5
CAS No. 584-13-4
Article Data39
CAS DataBase
Density 1.599 g/cm³
Solubility 810 g/L (20 °C) in water
Melting Point 84-86 °C(lit.)
Formula C₂H₄N₄
Boiling Point 267.649 °C at 760 mmHg
Molecular Weight 84.0806
Flash Point 115.67 °C
Transport Information
Appearance white to off-white or beige crystalline powder
Safety 26-36
Risk Codes 36/37/38-42/43
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 4H-1,2,4-Triazole,4-amino- (8CI);1,2,4-Triazol-4-amine;1,2,4-Triazol-4-ylamine;1,2,4-Triazole-4-amine;1-Amino-1,3,4-triazole;1-Amino-1H-1,3,4-triazole;4-Amino-1,2,4(4H)-triazole;4-Amino-1,2,4-triazole;4H-1,2,4-Triazol-4-amine;NSC 3263;NSC 7242;
PSA 56.73000
LogP -0.42690

Synthetic route

: 624-84-0
formic acid hydrazide

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
With pyrographite In ethanol at 100℃;	68%
at 150 - 210℃;

: 288-88-0
1,2,4-Triazole

A: 584-13-4
4-amino-1,2,4-triazole

B: 24994-60-3
1-amino-1,2,4-triazole

Conditions

Conditions	Yield
With potassium hydroxide; hydroxylamine-O-sulfonic acid In water at 70℃; for 1h;	A 3% B 68%

: 64-18-6
formic acid

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
With hydrazine hydrate at 200℃; for 5h;	51%
With potassium hydrogencarbonate; hydrazinium sulfate In water at 200℃; for 6h;	39%
With hydrazine hydrate at 200℃;
With hydrazine hydrate Reflux;

: 61626-05-9
1,2-dihydro-[1,2,4,5]tetrazine

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
Beim Schmelzen;

: 860754-87-6
1,2-dihydro-[1,2,4,5]tetrazine-3-carboxylic acid

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
at 60 - 70℃;

: 628-36-4
diformylhydrazine

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
at 160℃; Kochen des Reaktionsprodukts mit Salzsaeure;

: 64-17-5
ethanol

: 860569-91-1
4-amino-4H-[1,2,4]triazole-3,5-dicarboxylic acid

A: 584-13-4
4-amino-1,2,4-triazole

B: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

...Expand

: 860569-91-1
4-amino-4H-[1,2,4]triazole-3,5-dicarboxylic acid

A: 584-13-4
4-amino-1,2,4-triazole

B: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

Conditions

Conditions	Yield
beim Aufbewahren an der Luft;
beim Schmelzen;

: 3787-09-5
1,2-dihydro-[1,2,4,5]tetrazine-3,6-dicarboxylic acid

A: 584-13-4
4-amino-1,2,4-triazole

B: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

Conditions

Conditions	Yield
at 100℃;

: 16694-46-5
ethyl formimidate hydrochloride

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
With diethyl ether; hydrazine

: 122-51-0
orthoformic acid triethyl ester

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
With hydrazine hydrate at 120℃;

: 109-94-4
formic acid ethyl ester

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
With ethanol; hydrazine hydrate und Erhitzen des entstandenen Formylhydrazins auf 150-200grad;
With hydrazine hydrate In ethanol for 18.1667h; Reflux;

1.2-dihydro-1.2.4.5.-tetrazine-dicarboxylic acid-(3.6): 1.2-dihydro-1.2.4.5.-tetrazine-dicarboxylic acid-(3.6)

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
Erhitzen auf den Schmelzpunkt;
With ethyl 3-phenyl-2-propenoate; ethanol

1.2-dihydro-1.2.4.5-tetrazine: 1.2-dihydro-1.2.4.5-tetrazine

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
beim Schmelzen;

4-amino-1.2.4-triazole-dicarboxylic acid-(3.5): 4-amino-1.2.4-triazole-dicarboxylic acid-(3.5)

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
beim Aufbewahren,beim Schmelzen und beim Kochen mit Wasser oder Alkohol;

CO: CO

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
With hydrazine hydrate at 150℃; under 2206520 Torr;

: 1003-23-2
4-amino-1,2,4-triazol-5-one

CO: CO

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
at 150℃; under 2206520 Torr;
at 150℃; under 2206520 Torr;

hydrazo-formaldehyde dihydrazone: hydrazo-formaldehyde dihydrazone

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
at 120℃; bis zum Aufhoeren der Ammoniak-Entwicklung;

: 7647-01-0
hydrogenchloride

: 860569-91-1
4-amino-4H-[1,2,4]triazole-3,5-dicarboxylic acid

A: 584-13-4
4-amino-1,2,4-triazole

B: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

...Expand

: 860569-91-1
4-amino-4H-[1,2,4]triazole-3,5-dicarboxylic acid

: 7664-93-9
sulfuric acid

A: 584-13-4
4-amino-1,2,4-triazole

B: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

...Expand

: 860569-91-1
4-amino-4H-[1,2,4]triazole-3,5-dicarboxylic acid

: 7732-18-5
water

A: 584-13-4
4-amino-1,2,4-triazole

B: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

...Expand

: 108723-00-8
N,N'-bis-formohydrazonoyl-hydrazine

A: 584-13-4
4-amino-1,2,4-triazole

B: 7664-41-7
ammonia

: 7783-06-4
hydrogen sulfide

: 7732-18-5
water

: 4-amino-4H-[1,2,4]triazole-3,5-dicarboxylic acid ; disilver (I)-compound

: 584-13-4
4-amino-1,2,4-triazole

...Expand

: 60-29-7
diethyl ether

: 16694-46-5
ethyl formimidate hydrochloride

anhydrous hydrazine: anhydrous hydrazine

: 584-13-4
4-amino-1,2,4-triazole

...Expand

: 64-17-5
ethanol

: 16694-46-5
ethyl formimidate hydrochloride

hydrazine hydrochloride: hydrazine hydrochloride

: 584-13-4
4-amino-1,2,4-triazole

...Expand

: 7732-18-5
water

: 4-amino-4H-[1,2,4]triazole-3,5-dicarboxylic acid ; potassium-compound

A: 584-13-4
4-amino-1,2,4-triazole

B: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

...Expand

: 302-01-2
hydrazine

: 109-94-4
formic acid ethyl ester

: 584-13-4
4-amino-1,2,4-triazole

Conditions

Conditions	Yield
With Amberlyst 15 ion exchange resin In ethanol at 75 - 133℃; for 6h;

: 64-18-6
formic acid

: 7803-57-8
hydrazine hydrate

: 584-13-4
4-amino-1,2,4-triazole

: 584-13-4
4-amino-1,2,4-triazole

: 75-07-0
acetaldehyde

: 33761-49-8
4-(Ethylideneamino)-1,2,4-triazole

Conditions

Conditions	Yield
With sulfuric acid In ethanol for 4h; Heating;	100%
With molecular sieve for 3h; Ambient temperature;	39%

: 584-13-4
4-amino-1,2,4-triazole

: 80-40-0
ethyl ester of p-toluenesulfonic acid

: 114274-11-2
Toluene-4-sulfonate4-amino-1-ethyl-4H-[1,2,4]triazol-1-ium;

Conditions

Conditions	Yield
In ethanol for 4h; Heating;	100%

: 584-13-4
4-amino-1,2,4-triazole

: 74-96-4
ethyl bromide

: 835901-51-4
1-ethyl-4-amino-1,2,4-triazolium bromide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 192h;	100%

: 584-13-4
4-amino-1,2,4-triazole

: 875824-86-5
N-nitro-2,2,2-trinitroethylcarbamate

: N-nitro-2,2,2-trinitroethylcarbamate 4-amino-1,2,4-triazole salt

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 2h;	100%
In dichloromethane at 20℃; for 2h;	257 mg

: 584-13-4
4-amino-1,2,4-triazole

: 100-39-0
benzyl bromide

: 4-amino-1-benzyl-1H-1,2,4-triazol-4-ium bromide

Conditions

Conditions	Yield
In acetonitrile for 5h; Inert atmosphere; Reflux;	99%
In acetone for 168h; Ambient temperature;	55%

: 584-13-4
4-amino-1,2,4-triazole

: 74-88-4
methyl iodide

: 39602-93-2
1-methyl-4-amino-4H-1,2,4-triazol-1-ium iodide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 72h; Inert atmosphere;	99%
In isopropyl alcohol at 20℃;	84%
In acetone for 168h; Ambient temperature;

: 584-13-4
4-amino-1,2,4-triazole

: 109-65-9
1-bromo-butane

: 118227-33-1
4-amino-1-butyl-1H-1,2,4-triazol-4-ium bromide

Conditions

Conditions	Yield
In acetonitrile for 5h; Inert atmosphere; Reflux;	99%
In water; N,N-dimethyl-formamide at 100℃; Kinetics; Thermodynamic data; Alkylation;
In N,N-dimethyl-formamide at 80 - 100℃; Kinetics; Thermodynamic data; Alkylation;

: 584-13-4
4-amino-1,2,4-triazole

: 121-33-5
vanillin

: 214854-34-9
4-(((4H-1,2,4-triazol-4-yl)imino)methyl)-2-methoxyphenol

Conditions

Conditions	Yield
With sulfuric acid In ethanol; water for 3h; Reflux;	99%
With sulfuric acid In ethanol for 4h; Reflux;	96%
In ethanol at 80℃; for 3h;	85%
With sulfuric acid In ethanol Reflux;	77%

: 584-13-4
4-amino-1,2,4-triazole

: 77-78-1
dimethyl sulfate

: 1220117-84-9
4-amino-1-methyl-1,2,4-triazolium methylsulfate

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 24h;	99%

: 584-13-4
4-amino-1,2,4-triazole

: 99-61-6
3-nitro-benzaldehyde

: 32787-80-7
N-(3-nitrobenzylidene)-4H-1,2,4-triazole-4-amine

Conditions

Conditions	Yield
With sulfuric acid In ethanol for 4h; Reflux;	99%
With hydrogenchloride In ethanol; water at 20℃;	54%

: 584-13-4
4-amino-1,2,4-triazole

: 134-96-3
syringic aldehyde

: 4-(((4H-1,2,4-triazol-4-yl)imino)methyl)-2,6-dimethoxyphenol

Conditions

Conditions	Yield
With sulfuric acid In ethanol; water for 7.5h; Reflux;	99%
With sulfuric acid In ethanol for 4h; Reflux;	87%

: 584-13-4
4-amino-1,2,4-triazole

: 31558-40-4
4-bromo-3,5-dimethoxybenzaldehyde

: N-(4-bromo-3,5-dimethoxybenzylidene)-4H-1,2,4-triazol-4-amine

Conditions

Conditions	Yield
With sulfuric acid In ethanol for 4h; Reflux;	99%

: 584-13-4
4-amino-1,2,4-triazole

: 4521-33-9
5-nitro-2-thiophenecarboxaldehyde

: 31539-41-0
(5-nitro-thiophen-2-ylmethylene)-[1,2,4]triazol-4-yl-amine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene Heating;	98%
In ethanol for 0.5h; heating on a steam bath;	69%

: 584-13-4
4-amino-1,2,4-triazole

: C16H14ClFO4S

: CH3O3S(1-)*C17H15ClFN4O(1+)

Conditions

Conditions	Yield
In butylglycol; toluene at 90℃; under 97.5098 Torr; for 6h; Conversion of starting material;	98%
In 2-Ethylhexyl alcohol at 80℃; for 16h; Conversion of starting material;	85%
In 1-methyl-pyrrolidin-2-one at 130℃; for 2h; Conversion of starting material;	81%

: 584-13-4
4-amino-1,2,4-triazole

: 821-06-7
(E)-1,4-dibromobutene

: trans-1,4-di(4-amino-1,2,4-triazolium-1N)-2-butene dibromide

Conditions

Conditions	Yield
In acetonitrile for 6.5h; Reflux;	98%
In acetonitrile for 6.5h; Reflux;	98%

: 584-13-4
4-amino-1,2,4-triazole

: 831-91-4
Benzyl phenyl sulfide

: 1370551-65-7
benzylphenyl-N-(1,2,4-triazol-4-yl)sulfilimine

Conditions

Conditions	Yield
With aluminum oxide; [bis(acetoxy)iodo]benzene In dichloromethane at 0 - 20℃; for 2h; Molecular sieve; Inert atmosphere;	98%

: 1121-60-4
pyridine-2-carbaldehyde

: 584-13-4
4-amino-1,2,4-triazole

: 35554-78-0
4-(pyridine-2-yl)methyleneamino-1,2,4-triazole

Conditions

Conditions	Yield
In ethanol at 49.84℃; for 2h; Reflux;	98%
In ethanol for 3h; Reflux;	80%
In ethanol Reflux;
With aluminum (III) chloride In ethanol at 20℃;

: 584-13-4
4-amino-1,2,4-triazole

: 120-21-8
4-Diethylaminobenzaldehyde

: 1159652-53-5
(E)-N-(4-(diethylamino)benzylidene)-4H-1,2,4-triazol-4-amine

Conditions

Conditions	Yield
With sulfuric acid In ethanol for 5h; Reflux; Inert atmosphere;	98%

: 584-13-4
4-amino-1,2,4-triazole

: 1258291-10-9
1-methoxy-5-nitroiminotetrazole

: 1428559-71-0
4-amino-1,2,4-triazolium 1-methoxy-5-nitroiminotetrazolate

Conditions

Conditions	Yield
In water at 20℃; for 0.166667h; Thermodynamic data;	98%

: 584-13-4
4-amino-1,2,4-triazole

: 201230-82-2
carbon monoxide

: 3058-39-7
4-iodobenzonitrile

: 4-cyano-N-(4H-1,2,4-triazol-4-yl)benzamide

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 70℃; under 750.075 Torr; for 48h; Catalytic behavior; Pressure; Time; chemoselective reaction;	98%

...Expand

: 584-13-4
4-amino-1,2,4-triazole

: 201230-82-2
carbon monoxide

: 455-13-0
4-Iodobenzotrifluoride

: N-(4H-1,2,4-triazol-4-yl)-4-(trifluoromethyl)benzamide

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 70℃; under 750.075 Torr; for 48h; chemoselective reaction;	98%

...Expand

: 584-13-4
4-amino-1,2,4-triazole

: C16H14ClFO4S

: trans-epoxiconazol

Conditions

Conditions	Yield
Stage #1: 4-amino-1,2,4-triazole; C16H14ClFO4S In butan-1-ol for 7 - 12h; Heating / reflux; Stage #2: With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #3: With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Conversion of starting material;	97.9%

: 584-13-4
4-amino-1,2,4-triazole

: 121-89-1
3-Nitroacetophenone

: 117979-27-8
(E)-N-<1-(3-nitrophenyl)ethylidene>-4H-1,2,4-triazol-4-amine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Heating;	97%

: 584-13-4
4-amino-1,2,4-triazole

: 2219-66-1
1,4-dibromobut-2-yne

: 1,4-di(4-amino-1,2,4-triazolium-1N)-2-butyne dibromide

Conditions

Conditions	Yield
In acetonitrile for 22h; Reflux;	97%
In acetonitrile for 22h; Reflux;	97%

: 584-13-4
4-amino-1,2,4-triazole

: 621-08-9
Dibenzyl sulfoxide

: 1370551-55-5
dibenzyl-N-(1,2,4-triazol-4-yl)sulfoximine

Conditions

Conditions	Yield
With aluminum oxide; [bis(acetoxy)iodo]benzene In dichloromethane at 0 - 20℃; for 2h; Molecular sieve; Inert atmosphere;	97%

: 584-13-4
4-amino-1,2,4-triazole

: 90-60-8
3,5-dichlorosalicyclaldehyde

: (E)-(2-(((4H-1,2,4-triazol-4-yl)imino)methyl)-4,6-dichlorophenol)

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	97%

: 584-13-4
4-amino-1,2,4-triazole

: 201230-82-2
carbon monoxide

: 35779-04-5
1-tert-butyl-4-iodobenzene

: 4-(tert-butyl)-N-(4H-1,2,4-triazol-4-yl)benzamide

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 70℃; under 750.075 Torr; for 48h; Catalytic behavior; Pressure; Time; chemoselective reaction;	97%

...Expand

: 584-13-4
4-amino-1,2,4-triazole

: 90-59-5
3,5-Dibromosalicylaldehyde

: 35546-71-5
2-(((4H-1,2,4-triazol-4-yl)imino)methyl)-4,6-dibromophenol

Conditions

Conditions	Yield
In ethanol at 80℃; for 2h;	97%
In ethanol for 2h; Reflux;	96%
In ethanol for 2h; Reflux;	94%

: 584-13-4
4-amino-1,2,4-triazole

: 100-52-7
benzaldehyde

: 18998-48-6
N-[(E)-(phenyl)methylidene]-4H-1,2,4-triazol-4-amine

Conditions

Conditions	Yield
toluene-4-sulfonic acid In toluene for 18h; Heating;	96%
With sulfuric acid In ethanol for 4h; Heating;	87%
In ethanol for 4h; Heating;	74%

: 584-13-4
4-amino-1,2,4-triazole

: 98-86-2
acetophenone

: 117979-25-6
(E)-N-(1-phenylethylidene)-N-(4H-1,2,4-triazol-4-yl)amine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 4.5h; Heating;	96%
With barium(II) oxide In ethanol at 20℃; for 2h;	54%
zinc(II) chloride In benzene Heating;	30%
With pyridine; ethanol

4-Amino-4H-1,2,4-triazole Specification

The 4-Amino-1,2,4-triazole, with the CAS registry number 584-13-4, is also known as 4H-1,2,4-Triazol-4-amine. It belongs to the product categories of Heterocycles; Heterocyclic Compounds; Amination; Synthetic Organic Chemistry. Its EINECS registry number is 202-799-3. This chemical's molecular formula is C₂H₄N₄ and molecular weight is 84.08. What's more, its IUPAC name is called 1,2,4-Triazol-4-amine.

Physical properties about 4-Amino-1,2,4-triazole are: (1)ACD/LogP: -1.069; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.07; (4)ACD/LogD (pH 7.4): -1.07; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 6.21; (8)ACD/KOC (pH 7.4): 6.24; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 56.73 Å²; (13)Index of Refraction: 1.739; (14)Molar Refractivity: 21.186 cm³; (15)Molar Volume: 52.577 cm³; (16)Polarizability: 8.399×10^-24 cm³; (17)Surface Tension: 80.67 dyne/cm; (18)Density: 1.599 g/cm³; (19)Flash Point: 115.67 °C; (20)Enthalpy of Vaporization: 50.569 kJ/mol; (21)Boiling Point: 267.649 °C at 760 mmHg; (22)Vapour Pressure: 0.0080 mmHg at 25 °C.

Preparation of 4-Amino-1,2,4-triazole: this chemical can be prepared by Formic acid. This reaction needs reagents hydrazine sulfate, potassium bicarbonate and solvent H₂O at temperature of 200 °C. The reaction time is 6 hours. The yield is 39 %.

4-Amino-1,2,4-triazole can be prepared by Formic acid.

Uses of 4-Amino-1,2,4-triazole: (1)it is used in the manufacture of chemicals, pharmaceutical intermediates and organic synthesis; (2)it is used to produce other chemicals. For example, it can react with 5-Nitro-furan-2-carbaldehyde to get (5-Nitro-furan-2-ylmethylene)-[1,2,4]triazol-4-yl-amine. The reaction occurs with solvent ethanol and other condition of heating for 30 min. The yield is 90 %.

4-Amino-1,2,4-triazole can react with 5-Nitro-furan-2-carbaldehyde to get (5-Nitro-furan-2-ylmethylene)-[1,2,4]triazol-4-yl-amine.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. It may cause sensitisation by inhalation and skin contact. Therefore, you should wear suitable protective clothing. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: c1nncn1N
(2) InChI: InChI=1S/C2H4N4/c3-6-1-4-5-2-6/h1-2H,3H2
(3) InChIKey: FMCUPJKTGNBGEC-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	11680mg/kg (11680mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(9), Pg. 83, 1988.
quail	LD50	oral	> 316mg/kg (316mg/kg)		Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.
rabbit	LD50	oral	12500mg/kg (12500mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(12), Pg. 91, 1987.
rat	LD50	oral	13600mg/kg (13600mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(9), Pg. 83, 1988.

Product Name

4-Amino-4H-1,2,4-triazole

Synthetic route

4-Amino-4H-1,2,4-triazole Specification

Related Products

Hot Products