4‐[4‐(dimethylamino)phenyl]‐4,5‐dihydro‐3H‐1,2,4‐triazole‐3,5‐dione

Base Information

• Chemical Name: 4‐[4‐(dimethylamino)phenyl]‐4,5‐dihydro‐3H‐1,2,4‐triazole‐3,5‐dione
• CAS No.: 111256-83-8
• Molecular Formula: C₁₀H₁₀N₄O₂
• Molecular Weight: 218.215
• Mol file: 111256-83-8.mol

Synonyms:4‐[4‐(dimethylamino)phenyl]‐4,5‐dihydro‐3H‐1,2,4‐triazole‐3,5‐dione

Chemical Property of 4‐[4‐(dimethylamino)phenyl]‐4,5‐dihydro‐3H‐1,2,4‐triazole‐3,5‐dione

Chemical Property:

• Boiling Point: 351.9±44.0 °C(Predicted)
• Density: 1.36±0.1 g/cm3(Predicted)

Purity/Quality:

4-[4-(DIMETHYLAMINO)PHENYL]-3H-1,2,4-TRIAZOLE-3,5(4H)-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: DAPTAD is a Cookson-type reagent commonly utilize as a highly sensitive and specific derivatization agent for vitamin D3, referred to as 25(OH)?D3, in preparation for LC-MC.

Technology Process of 4‐[4‐(dimethylamino)phenyl]‐4,5‐dihydro‐3H‐1,2,4‐triazole‐3,5‐dione

There total 5 articles about 4‐[4‐(dimethylamino)phenyl]‐4,5‐dihydro‐3H‐1,2,4‐triazole‐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: 82.0%

4‐(4'‐dimethylaminophenyl)‐1,2,4‐triazolidine‐3,5‐dione (883455-55-8) → 4‐[4‐(dimethylamino)phenyl]‐4,5‐dihydro‐3H‐1,2,4‐triazole‐3,5‐dione (111256-83-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In ethyl acetate; at 20 ℃; for 2h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere; Darkness;

Reference yield:

4-(dimethylamino)benzoyl chloride (4755-50-4) → 4‐[4‐(dimethylamino)phenyl]‐4,5‐dihydro‐3H‐1,2,4‐triazole‐3,5‐dione (111256-83-8)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium azide / acetone; water / 1 h / 0 °C

2: toluene / 0.33 h / Reflux

3: ethylhydrazine carboxylate / toluene; benzene / 2 h / 20 °C / Reflux

4: potassium carbonate / water / 3 h / 90 °C

5: [bis(acetoxy)iodo]benzene / ethyl acetate / 3 h / 20 °C

With sodium azide; [bis(acetoxy)iodo]benzene; potassium carbonate; ethylhydrazine carboxylate; In water; ethyl acetate; acetone; toluene; benzene; 2: |Curtius Rearrangement;

DOI:10.1002/rcm.6708

Reference yield:

azido(4-(dimethylamino)phenyl)methanone (70843-95-7) → 4‐[4‐(dimethylamino)phenyl]‐4,5‐dihydro‐3H‐1,2,4‐triazole‐3,5‐dione (111256-83-8)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / 0.33 h / Reflux

2: ethylhydrazine carboxylate / toluene; benzene / 2 h / 20 °C / Reflux

3: potassium carbonate / water / 3 h / 90 °C

4: [bis(acetoxy)iodo]benzene / ethyl acetate / 3 h / 20 °C

With [bis(acetoxy)iodo]benzene; potassium carbonate; ethylhydrazine carboxylate; In water; ethyl acetate; toluene; benzene; 1: |Curtius Rearrangement;

DOI:10.1002/rcm.6708

upstream raw materials:

4-(dimethylamino)benzoyl chloride

azido(4-(dimethylamino)phenyl)methanone

N,N-dimethylaminophenyl isocyanate

1-ethoxycarbonyl-4-(4'-dimethylaminophenyl)semicarbazide

Refernces

• 1、 -. "TRIAZOLINEDIONE ADDUCT, METHOD FOR PRODUCING TRIAZOLINEDIONE ADDUCT, METHOD FOR PRODUCING ENE COMPOUND, AND METHOD FOR ANALYZING ENE COMPOUND". Paragraph 0263-0264. . Retrieved 2021/08/20.