5,5-Dimethylbarbituric acid

Base Information

• Chemical Name: 5,5-Dimethylbarbituric acid
• CAS No.: 24448-94-0
• Molecular Formula: C6H8 N2 O3
• Molecular Weight: 156.141
• Hs Code.: 2933540000
• European Community (EC) Number: 246-265-8
• NSC Number: 120194
• UNII: 25801SQA9H
• DSSTox Substance ID: DTXSID2020509
• Nikkaji Number: J287.258G
• Wikidata: Q27253930
• ChEMBL ID: CHEMBL15771
• Mol file: 24448-94-0.mol

Synonyms:5,5-dimethylbarbituric acid

Chemical Property of 5,5-Dimethylbarbituric acid

Chemical Property:

• Melting Point: 278-279oC
• Refractive Index: 1.5010 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 75.27000
• Density: 1.235g/cm³
• LogP: 0.03620
• Water Solubility.: 2.829g/L(25 oC)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 156.05349212
• Heavy Atom Count: 11
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

5,5-DIMETHYLBARBITURIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(=O)NC(=O)NC1=O)C

Technology Process of 5,5-Dimethylbarbituric acid

There total 24 articles about 5,5-Dimethylbarbituric acid 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: 81.48%

2,2-dimethylmalonic acid diethyl ester (1619-62-1) + urea (57-13-6) → 5,5-dimethylbarbituric acid (24448-94-0)

Guidance literature:

2,2-dimethylmalonic acid diethyl ester; With sodium ethanolate; In ethanol; at 20 ℃; for 1h;

urea; In ethanol; for 15h; Time; Reflux;

Reference yield: 13.0%

dimethyl sulfate (77-78-1) + sodium 5-methylbarbiturate → 5,5-dimethylbarbituric acid (24448-94-0)

Guidance literature:

With acetic acid; In water; at 20 ℃; for 24h;

Reference yield: 3.0%

sodium barbiturate + dimethyl sulfate (77-78-1) → 5,5-dimethylbarbituric acid (24448-94-0)

Guidance literature:

With acetic acid; In water; at 20 ℃; for 24h;

upstream raw materials:

bis(phenyl) carbonate

2,2-dimethylmalonamide

acetic acid

urea

Refernces

• 1、 Huang, Huan-Ming,Procter, David J.. "Radical Heterocyclization and Heterocyclization Cascades Triggered by Electron Transfer to Amide-Type Carbonyl Compounds". supporting information. p. 14262 - 14266. Retrieved 2017/10/20.
• 2、 Eriksson. "Hydrolysis of barbituric acids. IV. Kinetic evidence for hydroxide ion-catalyzed breakdown of tetrahedral substrate-hydroxide ion complexes.". . p. 321 - 330. Retrieved 2007/10/04.