Dimethylallobarbital

Base Information

• Chemical Name: Dimethylallobarbital
• CAS No.: 722-97-4
• Molecular Formula: C12H16N2O3
• Molecular Weight: 236.271
• NSC Number: 125779
• UNII: UUB4TVA5NT
• DSSTox Substance ID: DTXSID70222530
• Nikkaji Number: J99.794C
• Wikidata: Q83100795
• Mol file: 722-97-4.mol

Synonyms:Dimethylallobarbital;722-97-4;Dimethyldial;N,N-Dimethylallobarbitone;5,5-Diallyl-1,3-dimethylbarbituric acid;BARBITURIC ACID, 5,5-DIALLYL-1,3-DIMETHYL-;1,3-dimethyl-5,5-bis(prop-2-enyl)-1,3-diazinane-2,4,6-trione;NSC 125779;UUB4TVA5NT;BRN 0202499;2,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-5,5-di-2-propenyl-;NSC-125779;1,3-Dimethyl-5,5-diallylhexahydropyrimidine-2,4,6-trione;Dimethylallobarbitone;NSC125779;UNII-UUB4TVA5NT;Cambridge id 5174603;5,3-dimethylbarbituric acid;SCHEMBL2047089;DTXSID70222530;HMS1608A11;CCG-103769;1,3-Dimethyl derivative of Allobarbitol;Barbituric acid,5-diallyl-1,3-dimethyl-;LS-24118;CS-0164968;AB00074860-01;5,5-Diallyl-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione;5,5-diallyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione;2,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-5,5-di-2-propenyl-;2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 1,3-DIMETHYL-5,5-DI-2-PROPEN-1-YL-;5,5-Diallyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione (Oseltamivir Impurity pound(c)

Chemical Property of Dimethylallobarbital

Chemical Property:

• Vapor Pressure: 0.000949mmHg at 25°C
• Boiling Point: 303.1°Cat760mmHg
• Flash Point: 115.3°C
• PSA: 57.69000
• Density: 1.099g/cm³
• LogP: 1.05120
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 236.11609238
• Heavy Atom Count: 17
• Complexity: 365

Purity/Quality:

99%+, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C(=O)C(C(=O)N(C1=O)C)(CC=C)CC=C

Technology Process of Dimethylallobarbital

There total 13 articles about Dimethylallobarbital 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:

N,N-di-2-propenylbenzylamine (4383-26-0) → 5,5-diallyl-1,3-dimethyl-pyrimidine-2,4,6-trione (722-97-4) + benzylamine (100-46-9)

Guidance literature:

With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 30 ℃; for 1.5h; Yield given;

DOI:10.1021/jo00074a044

Reference yield:

3-(dibenzylamino)prop-1-ene (22014-91-1) → 5,5-diallyl-1,3-dimethyl-pyrimidine-2,4,6-trione (722-97-4) + dibenzylamine (103-49-1)

Guidance literature:

With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 30 ℃; for 1.5h; Yield given;

DOI:10.1021/jo00074a044

Reference yield:

N-benzhydrylprop-2-en-1-amine (150646-20-1) → 5,5-diallyl-1,3-dimethyl-pyrimidine-2,4,6-trione (722-97-4) + Benzhydrylamine (91-00-9)

Guidance literature:

With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 30 ℃; for 3h; Yield given;

DOI:10.1021/jo00074a044

upstream raw materials:

N,N-di-2-propenylbenzylamine

3-(dibenzylamino)prop-1-ene

N-benzhydrylprop-2-en-1-amine

N,N-diallyl-2-(2-methylprop-2-en-1-yl)aniline

Refernces

• 1、 Garro-Hellion, Florence,Merzouk, Ahmed,Guibe, Francois. "Mild and Selective Palladium(0)-Catalyzed Deallylation of Allylic Amines. Allylamine and Diallylamine as Very Convenient Ammonia Equivalents for the Synthesis of Primary Amines". . p. 6109 - 6113. Retrieved 2007/10/02.