| Identification | More | [Name]
1,3-Dimethylbarbituric acid | [CAS]
769-42-6 | [Synonyms]
1,3-DIMETHYL-2,4,6(1H,3H,5H)-PYRIMIDINETRIONE
1,3-DIMETHYLBARBITURIC ACID
1,3-DIMETHYLPYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE
AKOS B029702
2,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-
6(1h,3h,5h)-pyrimidinetrione,1,3-dimethyl-4
Barbituric acid, 1,3-dimethyl-
N,N'-Dimethylbarbituric acid
1,3-Dimethyl-2,4,6-Trihydroxy-Pyrimidine
1,3-dimethyl-4,6(1h,3h,5h)-pyrimidinetrione
1,3-Dimethylbarbituric acid, 99% (dry wt.) water < 6%
1,3-Dimethylbarbituric acid, 99%, ca. 6% water
1,3-Dimethylhexahydropyrimidine-2,4,6-trione
1,3-Dimethylpyrimidine-2,4,6(1H,2H,5H)-trione
Hexahydro-1,3-dimethylpyrimidine-2,4,6-trione | [EINECS(EC#)]
212-211-7 | [Molecular Formula]
C6H8N2O3 | [MDL Number]
MFCD00006675 | [Molecular Weight]
156.14 | [MOL File]
769-42-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow or brownish powder | [Melting point ]
121-123 °C (lit.)
121-123 °C | [Boiling point ]
228.1±23.0 °C(Predicted) | [bulk density]
500kg/m3 | [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 | [pka]
pK1:4.68(+1) (25°C) | [color ]
White/cream/pale yellow | [PH]
2.5 (20°C, 100g/L in H2O, slurry) | [Water Solubility ]
Soluble in water. | [Detection Methods]
GC | [BRN ]
139810 | [CAS DataBase Reference]
769-42-6(CAS DataBase Reference) | [NIST Chemistry Reference]
1,3-Dimethylbarbituric acid(769-42-6) | [EPA Substance Registry System]
769-42-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R41:Risk of serious damage to eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/39:Wear suitable protective clothing and eye/face protection . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29339900 |
| Raw materials And Preparation Products | Back Directory | [Preparation Products]
6-[N-(2-Hydroxyethyl)amino]-1,3-dimethyl-2,4(1H,3H)-dione-->ISOCAFFEINE-->1,3-dimethyl-5-(thiophen-2-ylmethylene)pyrimidine-2,4,6(1H,3H,5H)-trione-->7-AMINO-1,3-DIMETHYL-2,4-DIOXO-1,2,3,4-TETRAHYDRO-5H-PYRANO[2,3-D]PYRIMIDINE-5,5,6-TRICARBONITRILE-->5-((1H-indol-3-yl)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione-->2-[(1,3-dimethyl-2,4,6-trioxo-1,3-diazinan-5-ylidene)methyl]phenyl acetate-->1,3-dimethyl-5-[(4-oxo-4H-chromen-3-yl)methylidene]-1,3-diazinane-2,4,6-trione-->1,3-DIMETHYL-5-([4-(METHYLSULFANYL)PHENYL]METHYLENE)-2,4,6(1H,3H,5H)-PYRIMIDINETRIONE-->6-chloro-1,3-dimethyl-5-nitro-pyrimidine-2,4-quinone-->1,3-DIMETHYL-5-[(DIMETHYLAMINO)METHYLENE]2,4,6-(1H,3H,5H)-TRIOXOPRYIMIDINE |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow or brownish powder | [Uses]
1,3-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. | [General Description]
1,3-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 Methods]
Crystallise 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.] |
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