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

Base Information

• Chemical Name: 4-METHYL-1,2,4-TRIAZOLIDINE-3,5-DIONE
• CAS No.: 16312-79-1
• Molecular Formula: C3H5 N3 O2
• Molecular Weight: 115.092
• Hs Code.: 2933990090
• Mol file: 16312-79-1.mol

Synonyms:Bicarbamimide,N-methyl- (6CI,7CI,8CI); 4-Methyl-1,2,4-triazolidine-3,5-dione; 4-Methylurazole

Chemical Property of 4-METHYL-1,2,4-TRIAZOLIDINE-3,5-DIONE

Chemical Property:

• Melting Point: 235-237 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 70.65000
• Density: 1.356g/cm³
• LogP: -1.59830
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol

Purity/Quality:

98%Min ^*data from raw suppliers

4-Methylurazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4-Methylurazole is an intermediate in the synthesis of N-Methyl-1,2,4-triazolinedione (M330850), a dienophile used in the partial elucidation of Trichogramma putative sex pheromone at trace levels.

Technology Process of 4-METHYL-1,2,4-TRIAZOLIDINE-3,5-DIONE

There total 11 articles about 4-METHYL-1,2,4-TRIAZOLIDINE-3,5-DIONE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

adamantanone azine (39555-34-5) → 4-methylurazole (16312-79-1) + 2-Adamantanone (700-58-3)

Guidance literature:

With 4-methylurazole; In dichloromethane; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4020(01)82076-7

Reference yield: 90.0%

ethyl 2-(methylcarbamoyl)hydrazine-1-carboxylate (13482-66-1) → 4-methylurazole (16312-79-1) + C3H6N3O3(1-)*K(1+)

Guidance literature:

ethyl 2-(methylcarbamoyl)hydrazine-1-carboxylate; In methanol; for 0.5h; Cooling with ice;

With potassium carbonate; In methanol; at 65 ℃; for 2h; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere;

DOI:10.1021/acs.oprd.0c00470

Reference yield: 86.0%

ethyl 2-(methylcarbamoyl)hydrazine-1-carboxylate (13482-66-1) → 4-methylurazole (16312-79-1)

Guidance literature:

With sodium ethanolate; In ethanol; at 100 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.06.091

upstream raw materials:

hydrazodicarboxamide

methylamine hydrochloride

adamantanone azine

4-methyl-1,2,4-triazoline-3,5-dione

Downstream raw materials:

5-methoxy-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one

2-Methyl-6-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-1,3-dioxo-2,3,5,6-tetrahydro-1H-1,2,4-triazolo<1,2-a>cinnolin

1-(2-Benzenesulfinyl-1,1-dimethyl-allyl)-4-methyl-[1,2,4]triazolidine-3,5-dione

4-Methyl-3,5-dioxo-N-phenyl-1,2,4-triazolidin-1-carboxamid

Refernces

• 1、 Erden, Ihsan,Song, Jiangao,Cao, Weiguo. "A novel pathway in the photooxygenation of cyclic allenes". . p. 1383 - 1385. Retrieved 2000.
• 2、 Breton, Gary W.,Suroviec, Alice H.. "Intermediacy of a Persistent Urazole Radical and an Electrophilic Diazenium Species in the Acid-Catalyzed Reaction of MeTAD with Anisole". . p. 206 - 214. Retrieved 2016/01/15.
• 3、 -. "PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS". . . Retrieved 2010/03/02.