3H-1,2,4-Triazole-3,5(4H)-dione,4-methyl- supplier

Name
4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE
EINECS
CAS No. 13274-43-6
Article Data41
CAS DataBase
Density 1.71 g/cm³
Solubility
Melting Point 107-109 °C (lit.)
Formula C₃H₃N₃O₂
Boiling Point 137.5 °C at 760 mmHg
Molecular Weight 113.076
Flash Point 36.9 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-Methyl-1,2,4-triazoline-3,5-dione;4-Methyl-1,2,4-triazolinedione;4-Methyl-3H-1,2,4-triazole-3,5(4H)-dione;4-Methyl-4H-1,2,4-triazole-3,5-dione;N-Methyl-1,2,4-triazoline-3,5-dione;N-Methyl-1,3,4-triazoline-2,5-dione;
PSA 62.10000
LogP -0.56690

Synthetic route

: 16312-79-1
4-methylurazole

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With silica gel; periodic acid; sodium nitrite In dichloromethane at 20℃; for 1.5h;	100%
With trichloroisocyanuric acid In dichloromethane at 20℃; for 0.5h;	100%
With tert-butylhypochlorite In dichloromethane at 0℃; for 1h;	99%

: 13482-66-1
ethyl 2-(methylcarbamoyl)hydrazine-1-carboxylate

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
Stage #1: ethyl 2-(methylcarbamoyl)hydrazine-1-carboxylate With methanol; potassium carbonate at 65℃; for 2h; Inert atmosphere; Stage #2: With water at 65℃; for 12h; Stage #3: With tert-butylhypochlorite In ethyl acetate Darkness; Inert atmosphere;	73%

: 4-methylurazole

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With tert-butylhypochlorite In ethyl acetate for 0.666667h; Ambient temperature;

: 97877-81-1
C23H31N3O2

A: 30541-56-1
adamantylidene-adamantane

B: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
In chloroform-d1 at -20.1 - 19.9℃; Equilibrium constant;

: 91550-27-5
8,9-benzo-4-methyl-2,4,6-triazatricyclo<5.2.2.02.6>undeca-8,10-diene-3,5-dione

A: 91-20-3
naphthalene

B: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Thermodynamic data; Further Variations:; Solvents; Temperatures; Decomposition; cycloreversion;

: C14H13N3O2

A: 90-12-0
1-Methylnaphthalene

B: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Decomposition; cycloreversion;

: C14H13N3O2

A: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

B: 91-57-6
2-Methylnaphthalene

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Decomposition; cycloreversion;

: 280774-84-7
C14H13N3O2

A: 90-12-0
1-Methylnaphthalene

B: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Decomposition; cycloreversion;

: C14H13N3O2

A: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

B: 91-57-6
2-Methylnaphthalene

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Decomposition; cycloreversion;

: C15H15N3O2

A: 571-61-9
1,5-dimethylnaphthalene

B: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Decomposition; cycloreversion;

: C15H15N3O2

A: 571-58-4
1,4-dimethylnaphthalene

B: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Decomposition; cycloreversion;

: C15H15N3O2

A: 581-40-8
2,3-dimethylnaphthalene

B: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Decomposition; cycloreversion;

: 280774-89-2
C15H15N3O2

A: 581-40-8
2,3-dimethylnaphthalene

B: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Decomposition; cycloreversion;

: C15H15N3O2

A: 581-42-0
2.6-dimethylnaphthalene

B: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Decomposition; cycloreversion;

: C17H19N3O2

A: 1134-40-3
2,3,6,7-tetramethylnaphthalene

B: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With 2,3-Dimethyl-2-butene; 1,1-dichloroethane In chloroform-d1 at 29℃; Kinetics; Decomposition; cycloreversion;

: 69616-44-0
1-(trimethylsilyl)benzene 1,2-oxide

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 69616-47-3
1-(trimethylsilyl)benzene oxide oxepin-4-methyl-1,2,4-triazoline-3,5-dione addukt

Conditions

Conditions	Yield
	100%

: 69616-46-2
1-(trimethylsilyl)-4-methylbenzene oxide-oxepin

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 69616-48-4
10,11-epoxy-2,6-dimethyl-10-trimethylsilanyl-5,8-dihydro-5,8-ethano-[1,2,4]triazolo[1,2-a]pyridazine-1,3-dione

Conditions

Conditions	Yield
	100%

: 69616-45-1
1-(trimethylsilyl)-2-methylbenzene oxide-oxepin

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: C13H19N3O3Si

Conditions

Conditions	Yield
	100%

: 106727-04-2
4a,9,9a,10-tetrahydro-9,10-etheno-4a,9-methanoanthracene

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 106745-05-5
C20H17N3O2

Conditions

Conditions	Yield
	100%

: 65879-09-6
(1α,2β,3α,6α,7β,8α)-4,5:9,10-Dibenzotetracyclo<6.2.1.13,6.02,7>dodeca-4,9-diene

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: N-methyl-4,5-diazaundecacyclo<11.9.0.01,6.02,14.02,20.03,8.07,12.09,14.013,17.015,19.018,22>docos-10-ene-4,5-dicarboximide

Conditions

Conditions	Yield
In diethyl ether for 3h; Ambient temperature; Irradiation;	100%

: 106727-05-3
C19H18O2

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 106727-06-4
C22H21N3O4

Conditions

Conditions	Yield
	100%

: 81355-46-6
diisopropylidenethiirane oxide

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 82613-75-0
2,2,4,6,6-Pentamethyl-1-oxo-2,6-dihydro-1H-1λ4-thia-2a,4,5a-triaza-cyclopropa[f]indene-3,5-dione

Conditions

Conditions	Yield
In dichloromethane Ambient temperature;	100%

: 85268-28-6
4,5,6,7-tetrahydro-2,2-dimethyl-4,7-methano-2H-indene

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 85268-41-3
anti-1,4,5,6,7,8-hexahydro-N,10,10-trimethyl-1,4:5,8-dimethanophthalazine-2,3-dicarboximide

Conditions

Conditions	Yield
In ethyl acetate at -78℃; for 0.5h;	100%

: 149576-98-7
heptacyclo<8.6.1.02,7.02,14.07,17.08,13.011,16>heptadeca-3,5-dien-12-one ethylene acetal

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 17-methyl-15,17,19-triazanonacyclo<12.5.2.13,7.02,8.02,13.04,12.06,10.09,13.015,19>docos-20-ene-5,16,18-trione 5-ethyleneacetal

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Ambient temperature;	100%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: (5R,6S)-1-Oxa-7-thia-dispiro[4.0.4.4]tetradeca-11,13-diene

: (1'R,2R,4'S,6'S)-4,4'',5,5''-tetrahydro-N-methyldispirodiazabicyclo<2.2.2>oct<7>ene-6',2''(3''H)-thiophene>-2',3'-dicarboximide

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Ambient temperature;	100%

: 90407-31-1
1-Methyl-5,6-di-p-tolyl-1H-pyrazin-2-one

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 4,8-Dimethyl-7,11-di-p-tolyl-2,4,6,8,10-pentaaza-tricyclo[5.2.2.02,6]undec-10-ene-3,5,9-trione

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Ambient temperature;	100%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 62251-28-9
1-methyl-5,6-diphenylpyrazine-2(1H)-one

: 4,8-Dimethyl-7,11-diphenyl-2,4,6,8,10-pentaaza-tricyclo[5.2.2.02,6]undec-10-ene-3,5,9-trione

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Ambient temperature;	100%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 1,3-dimethyl-5-phenylpyrazin-2(1H)-one

: 1,4,8-Trimethyl-11-phenyl-2,4,6,8,10-pentaaza-tricyclo[5.2.2.02,6]undec-10-ene-3,5,9-trione

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Ambient temperature;	100%

: 103993-68-6, 106760-64-9
(+/-)-(1R*,2R*)-12-oxa-3-azatetracyclo[4.4.3.22,5.01,6]pentadeca-3,7,9-triene

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 106727-16-6
(DL-1R,2S,7R)-N-methyl-12-oxa-3,4,8-triazapentacyclo<4.4.3.22,5.27,10.01,6>heptadeca-8,16-dien-3,4-dicarboximide

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 0.5h; Cycloaddition;	100%

: 106727-19-9
(+/-)-(1R*,2R*)-12-oxa-3-azatetracyclo[4.4.3.22,5.01,6]pentadeca-3,7,9-triene 3-oxide

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: (+/-)-4,13-dioxa-8,9,14-triazaheptacyclo[9.6.1.02,6.02,10.06,15.07,12.014,18]octadecan-8,9-methyldicarboximide

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 0.166667h; Cycloaddition;	100%

: 51372-62-4
(1R*,2R*)-12-oxa-3,4-diazatetracyclo[4.4.3.22,5.01,6]pentadeca-3,7,9-triene

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 92674-31-2
(1R*,2S*,7R*)-12-oxa-3,4,8,9-tetraazapentacyclo[4.4.3.22,5.27,10.01,6]heptadeca-3,14-diene-8,9-methyldicarboximide

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Cycloaddition;	100%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 9,10-Ethano-9,10-dihydronaphthalin

: 268219-51-8
(1R*,2R*)-3,4-diazatetracyclo[4.4.2.22,5.01,6]tetradeca-7,9,13-triene-3,4-methyldicarboximide

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 0.5h; Cycloaddition;	100%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 268219-53-0
(1R*,2R*)-3,4-diazatetracyclo[4.4.2.22,5.01,6]tetradeca-3,7,9-triene

: 268219-54-1
(1R*,2R*,7S)-3,4,8,9-tetraazapentacyclo[4.4.2.22,5.27,10.01,6]hexadeca-3,13-diene-8,9-methyldicarboximide

Conditions

Conditions	Yield
In dichloromethane Cycloaddition;	100%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: (+/-)-(1R*,2S*)-3,4-diazatetracyclo[4.4.2.22,5.01,6]tetradeca-3,7,9-triene 3-oxide

: (+/-)-(1R*,2S*,7S*)-3,4,8,9-tetraazapentacyclo[4.4.2.22,5.27,10.01,6]hexadeca-3,13-diene-8,9-methyldicarboximide 3-oxide

Conditions

Conditions	Yield
In dichloromethane at -10℃; for 0.166667h; Cycloaddition;	100%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: (+/-)-(1R*,2R*)-12-oxa-3,4-diazatetracyclo[4.4.3.22,5.01,6]pentadeca-3,7,9-triene 3-oxide

: 92707-89-6
(+/-)-(1R*,2S*,7R*)-12-oxa-3,4,8,9-tetraazapentacyclo[4.4.3.22,5.27,10.01,6]heptadeca-3,14-diene-8,9-methyldicarboximide 3-oxide

Conditions

Conditions	Yield
In dichloromethane at -10℃; for 0.333333h; Cycloaddition;	100%

: 942-01-8
1,2,3,4-tetrahydrocarbazole

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 4-methyl-1-(1,2,3,4-tetrahydro-carbazol-4a-yl)-[1,2,4]triazolidine-3,5-dione

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 0.0166667h;	100%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 3-acetyl-6,6-dimethyl-2,3,6,7-tetrahydro-1H-azocino[5,4-b]indole-2-carboxylic acid methyl ester

: 3-acetyl-6,6-dimethyl-11b-(4-methyl-3,5-dioxo-[1,2,4]triazolidin-1-yl)-2,3,6,11b-tetrahydro-1H-azocino[5,4-b]indole-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
	100%

: 77113-46-3
Trimethyl-((Z)-1-methyl-hex-1-enyl)-silane

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 137041-34-0
1-<1-butyl-2-(trimethylsilyl)-2-propenyl>-4-methyl-1,2,4-triazolidine-3,5-dione

Conditions

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

: 156518-26-2
(E/Z)-dimethyl(1-methyl-1-propenyl)phenylsilane

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 137041-33-9
1-<2-(dimethylphenylsilyl)-1-methyl-2-propenyl>-4-methyl-1,2,4-triazolidine-3,5-dione

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 18h; Product distribution; Mechanism; other vinylsilanes;	99%
In dichloromethane at 20℃; for 18h;	99%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: C18H14O

: C21H17N3O3

Conditions

Conditions	Yield
In dichloromethane at -47℃; for 0.333333h;	99%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 108-67-8
1,3,5-trimethyl-benzene

: 907968-98-3
1-(2,4,6-trimethylbenzene)-4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With trifluoroacetic acid In chloroform at 62℃; for 7h;	99%

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 100-84-5
1-methoxy-3-methyl-benzene

: 1268396-59-3
1-(4-methoxy-2-methylbenzene)-4-methyl-1,2,4-triazoline-3,5-dione

Conditions

Conditions	Yield
With trifluoroacetic acid In chloroform at 62℃; for 0.166667h; regioselective reaction;	99%

: 17874-17-8
cyclohex-1-enyl-trimethyl-silane

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 137041-36-2
4-methyl-1-<2-(trimethylsilyl)-2-cyclohexen-1-yl>-1,2,4-triazolidine-3,5-dione

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 48h;	98%

: 101530-90-9
5-Benzyl-3,6-dihydro-6-oxo-1,3-diphenyl-1-pyrimidinium-4-olat

: 13274-43-6
4-methyl-1,2,4-triazoline-3,5-dione

: 1-Benzyl-4-methyl-8,11-diphenyl-2,4,6,8,11-pentaazatricyclo<5.2.2.02,6>undecan-3,5,9,10-tetron

Conditions

Conditions	Yield
In ethyl acetate Ambient temperature;	98%

3H-1,2,4-Triazole-3,5(4H)-dione,4-methyl- Specification

The 3H-1, 2, 4-Triazole-3, 5(4H)-dione, 4-methyl-, with the CAS registry number 13274-43-6, is also known as 4-Methyl-3H-1, 2, 4-triazole-3, 5(4H)-dione. It belongs to the product categories of Heterocyclic Compounds; Building Blocks; Heterocyclic Building Blocks; Triazoles. This chemical's molecular formula is C₃H₃N₃O₂ and molecular weight is 113.07. What's more, its IUPAC name is 4-Methyl-1, 2, 4-triazole-3, 5-dione.

Physical properties about 3H-1, 2, 4-Triazole-3, 5(4H)-dione, 4-methyl- are: (1)ACD/LogP: -2.01; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2; (4)ACD/LogD (pH 7.4): -2; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.93; (8)ACD/KOC (pH 7.4): 1.93; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 62.1 Å²; (13)Index of Refraction: 1.697; (14)Molar Refractivity: 25.39 cm³; (15)Molar Volume: 65.8 cm³; (16)Polarizability: 10.06×10^-24 cm³; (17)Surface Tension: 73.4 dyne/cm; (18)Density: 1.71 g/cm³; (19)Flash Point: 36.9 °C; (20)Enthalpy of Vaporization: 37.48 kJ/mol; (21)Boiling Point: 137.5 °C at 760 mmHg; (22)Vapour Pressure: 7.04 mmHg at 25 °C.

Preparation of 3H-1, 2, 4-Triazole-3, 5(4H)-dione, 4-methyl-: this chemical is prepared by 4-Methyl-[1, 2, 4]triazolidine-3, 5-dione. This reaction needs reagents H₅IO₆; NaNO₂; SiO₂. Meanwhile, it needs solvent CH₂Cl₂. The reaction time is 1.5 hours with reaction temperature of 20 °C. The yield is about 100 %.

The 3H-1, 2, 4-Triazole-3, 5(4H)-dione, 4-methyl- can be obtained by 4-Methyl-[1, 2, 4]triazolidine-3, 5-dione.

Uses of 3H-1, 2, 4-Triazole-3, 5(4H)-dione, 4-methyl-: it is used to produce other chemicals. For example, it is used to produce C₂₂H₂₆N₆O₄ at ambient temperature. The yield is about 72 %.

3H-1, 2, 4-Triazole-3, 5(4H)-dione, 4-methyl- can react with 5-Isopropylidene-cyclopenta-1,3-diene to get C22H26N6O4.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C1\N=N/C(=O)N1C
(2) InChI: InChI=1/C3H3N3O2/c1-6-2(7)4-5-3(6)8/h1H3
(3) InChIKey: XRYKNRLGZZNWEE-UHFFFAOYAL

Product Name

4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE

Synthetic route

3H-1,2,4-Triazole-3,5(4H)-dione,4-methyl- Specification

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