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769-42-6,MFCD00006675
Catalog No.:AA003DHK

769-42-6 | 1,3-Dimethylbarbituric acid

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25g
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$118.00   $83.00
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50g
99%
in stock  
$150.00   $105.00
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100g
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$225.00   $158.00
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250g
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500g
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$636.00   $445.00
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  • Technical Information
  • Properties
  • Literature
  • Application
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003DHK
Chemical Name:
1,3-Dimethylbarbituric acid
CAS Number:
769-42-6
Molecular Formula:
C6H8N2O3
Molecular Weight:
156.1393
MDL Number:
MFCD00006675
SMILES:
CN1C(=O)CC(=O)N(C1=O)C
NSC Number:
61918
Properties
Properties
 
BP:
228.1 °C at 760 mmHg  
Form:
Solid  
MP:
121-123 °C(lit.)  
Solubility:
hot water: soluble0.5g/10 mL, clear, colorless to faintly yellow  
Storage:
Room Temperature;  

Computed Properties
 
Complexity:
214  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
3  
XLogP3:
-0.8  

Literature

Title: New one-pot synthesis of spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]pentaones and their sulfur analogues.

Journal: Molecular diversity 20110801

Title: Experimental and computational thermochemical study of barbituric acids: structure-energy relationship in 1,3-dimethylbarbituric acid.

Journal: The journal of physical chemistry. A 20110414

Title: Synthesis of 5-aryl-1,3-dimethyl-6-(alkyl- or aryl-amino) furo [2,3-d]pyrimidine derivatives by reaction between isocyanides and pyridinecarbaldehydes in the presence of 1,3-dimethylbarbituric acid.

Journal: Molecular diversity 20110201

Title: Sequential one-pot bimetallic Ir(III)/Pd(0) catalysed mono-/bis-alkylation and spirocyclisation processes of 1,3-dimethylbarbituric acid and allenes.

Journal: Chemical communications (Cambridge, England) 20061228

Title: Spectrophotometric kinetic and determination of quinones and barbiturates.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20011001

Application
1,3-Dimethylbarbituric acid is a versatile compound utilized in various synthetic studies. Firstly, it is employed in the enantioselective synthesis of isochromene pyrimidinedione derivatives, which contain five stereocenters. This synthesis involves a one-pot Michael-Knoevenagel condensation-inverse-electron-demand hetero-Diels-Alder reaction. Additionally, 1,3-Dimethylbarbituric acid is utilized in the synthesis of 5-aryl-6-(alkyl- or aryl-amino)-1,3-dimethylfuro [2,3-d]pyrimidine derivatives. Furthermore, it plays a crucial role in the microwave-promoted indirect functionalization of alcohols through spirocyclization, employing a sequential one-pot Ir(III)/Pd(0) catalyzed process. Overall, 1,3-Dimethylbarbituric acid's multifunctional properties make it a valuable compound in synthetic chemistry, enabling the efficient preparation of diverse organic molecules with intricate structures.
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