5-Isobutyl-1,3-dimethylbarbituric acid

Base Information

• Chemical Name: 5-Isobutyl-1,3-dimethylbarbituric acid
• CAS No.: 7435-61-2
• Molecular Formula: C₁₀H₁₆N₂O₃
• Molecular Weight: 212.249
• European Community (EC) Number: 231-085-4
• DSSTox Substance ID: DTXSID80225355
• Nikkaji Number: J278.841A
• Wikidata: Q83104303
• Mol file: 7435-61-2.mol

Synonyms:7435-61-2;EINECS 231-085-4;5-Isobutyl-1,3-dimethylbarbituric acid;1,3-dimethyl-5-(2-methylpropyl)-1,3-diazinane-2,4,6-trione;SCHEMBL1264126;DTXSID80225355;1,3-Dimethyl-5-isobutylhexahydropyrimidine-2,4,6-trione

Chemical Property of 5-Isobutyl-1,3-dimethylbarbituric acid

Chemical Property:

• Vapor Pressure: 0.00341mmHg at 25°C
• Boiling Point: 282.2°C at 760 mmHg
• Flash Point: 109°C
• PSA: 57.69000
• Density: 1.122g/cm³
• LogP: 0.57490
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 212.11609238
• Heavy Atom Count: 15
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1C(=O)N(C(=O)N(C1=O)C)C

Technology Process of 5-Isobutyl-1,3-dimethylbarbituric acid

There total 3 articles about 5-Isobutyl-1,3-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: 85.0%

1,3-dimethylbarbituric acid (769-42-6) + 2-methyl-propan-1-ol (78-83-1) → 5-isobutyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione (7435-61-2)

Guidance literature:

With potassium hydroxide; [IrCP*Cl₂]2; at 100 ℃; for 14h;

DOI:10.1039/b614098j

Reference yield:

1,3-dimethyl-5-(2-methylpropylidene)pyrimidine-2,4,6(1H,3H,5H)-trione (83814-08-8) → 5-isobutyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione (7435-61-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 2.08333h;

DOI:10.1002/anie.201306484

Reference yield:

1,3-dimethylbarbituric acid (769-42-6) → 5-isobutyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione (7435-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 18 h / 20 °C

2: sodium tetrahydroborate / ethanol / 2.08 h / 20 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In ethanol; dichloromethane;

DOI:10.1002/anie.201306484

upstream raw materials:

1,3-dimethylbarbituric acid

2-methyl-propan-1-ol

1,3-dimethyl-5-(2-methylpropylidene)pyrimidine-2,4,6(1H,3H,5H)-trione

Refernces

• 1、 Loefberg, Christian,Grigg, Ronald,Keep, Ann,Derrick, Andrew,Sridharan, Visuvanathar,Kilner, Colin. "Sequential one-pot bimetallic Ir(III)/Pd(0) catalysed mono-/bis-alkylation and spirocyclisation processes of 1,3-dimethylbarbituric acid and allenes". . p. 5000 - 5002. Retrieved 2007/10/03.