1,3-Dimethylbarbituric acid

1,3-Dimethylbarbituric acid
  • CAS No.:769-42-6
Other grades of this product :
1,3-Dimethylbarbituric acid Basic information
Product Name:1,3-Dimethylbarbituric acid
Synonyms:AKOS B029702;1,3-DIMETHYLPYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE;1,3-DIMETHYLBARBITURIC ACID;1,3-DIMETHYL-2,4,6(1H,3H,5H)-PYRIMIDINETRIONE;2,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-;6(1h,3h,5h)-pyrimidinetrione,1,3-dimethyl-4;1,3-DiMethylbarbituric acid, 98% 100GR;1,3-DiMethylbarbituric acid, 98% 25GR
CAS:769-42-6
MF:C6H8N2O3
MW:156.14
EINECS:212-211-7
Product Categories:
Mol File:769-42-6.mol
1,3-Dimethylbarbituric acid Chemical Properties
Melting point 121-123 °C (lit.) 121-123 °C
Boiling point 228.1±23.0 °C(Predicted)
density 1.322±0.06 g/cm3(Predicted)
storage temp. -20°C Freezer
solubility hot water: soluble0.5g/10 mL, clear, colorless to faintly yellow
form Crystalline Powder
pkapK1:4.68(+1) (25°C)
color White/cream/pale yellow
Water Solubility Soluble in water.
BRN 139810
CAS DataBase Reference769-42-6(CAS DataBase Reference)
NIST Chemistry Reference1,3-Dimethylbarbituric acid(769-42-6)
EPA Substance Registry System2,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl- (769-42-6)
Safety Information
Hazard Codes Xn
Risk Statements 22-41
Safety Statements 26-36/39
WGK Germany 3
TSCA Yes
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
1,3-Dimethylbarbituric acid Usage And Synthesis
Chemical PropertiesYellow or brownish powder
Uses1,3-Dimethylbarbituric acid is used as a catalyst in the Knoevenagel condensation of a series of aromatic aldehydes. It is also used in the synthesis of 5-aryl-6-(alkyl- or aryl-amino)-1,3-dimethylfuro [2,3-d]pyrimidine derivatives and enantioselective synthesis of isochromene pyrimidinedione derivatives.
Uses1,3-Dimethyl Barbituric Acid (Urapidil Impurity 4) is a derivative of Barbituric acid. All of the barbituric acid derivatives which have been reported to have pronounced hypnotic activity are disubstituted in the 5-position.
General Description1,3-Dimethylbarbituric acid (1,3-Dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione) is an active methylene compound. It undergoes hollow Pd6 water-soluble cage, [{(tmen)Pd}6(timb)4](NO3)12 (tmen= N,N,N′,N′-tetramethylethylenediamine, timb=1,3,5-tris(1-imidazolyl)benzene)-catalyzed Knoevenagel condensation reaction with pyrene-1-carboxaldehyde. It undergoes self-sorted Pd7 molecular boat having an internal nanocavity (catalyst)-assisted Knoevenagel condensation reaction with various aromatic aldehydes. It has been synthesized by reacting 1,3-dimethylurea, malonic acid and acetic anhydride in acetic acid. It is widely used for the synthesis of various synthetic intermediates and heterocyclic compounds.
Purification MethodsCrystallise the acid from water and sublime it in a vacuum. Also purify it by dissolving 10g in 100mL of boiling CCl4/CHCl3 (8:2) (1g charcoal), filtering and cooling to 25o. Dry it in vacuo [Kohn et al. Anal Chem 58 3184 1986]. [Beilstein 24 III/IV 1875.]
1,3-Dimethylbarbituric acid Preparation Products And Raw materials
Preparation Products6-[N-(2-Hydroxyethyl)amino]-1,3-dimethyl-2,4(1H,3H)-dione-->ISOCAFFEINE

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