1,3-Dimethylbarbituric acid
Empirical Formula (Hill Notation): | C6H8N2O3 |
CAS Number: | 769-42-6 |
Molecular Weight: | 156.14 |
Beilstein/REAXYS Number: | 139810 |
EC Number: | 212-211-7 |
MDL number: | MFCD00006675 |
PubChem Substance ID: | 57649861 |
NACRES: | NA.22 |
Кат. номер |
39565-250G |
39565-50G |
39565-6X250G |
1,3-Dimethylbarbituric acid (1,3-Dimethyl-2,4,6(1
H,3
H,5
H)-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.
1,3-Dimethylbarbituric acid may be used in the following studies:
- Enantioselective synthesis of isochromene pyrimidinedione derivatives having five stereocenters, via one-pot Michael-Knoevenagel condensation-inverse-electron-demand hetero-Diels-Alder reaction.
- Synthesis of 5-aryl-6-(alkyl- or aryl-amino)-1,3-dimethylfuro [2,3-d]pyrimidine derivatives.
- Microwave promoted indirect functionalization of alcohols, via spirocyclisation employing a sequential one-pot Ir(III)/Pd(0) catalyzed process.
50, 250 g in poly bottle
Quality Level | 200, |
assay | ≥99.0% (T) |
ign. residue | ≤0.1% |
mp | 121-123 °C (lit.), 121-123 °C |
solubility | hot water: soluble 0.5 g/10 mL, clear, colorless to faintly yellow |
SMILES string | CN1C(=O)CC(=O)N(C)C1=O |
InChI | 1S/C6H8N2O3/c1-7-4(9)3-5(10)8(2)6(7)11/h3H2,1-2H3 |
InChI key | VVSASNKOFCZVES-UHFFFAOYSA-N |
pictograms | GHS05,GHS07 |
signalword | Danger |
hcodes | H302 - H318 |
pcodes | P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 - P501 |
Personal Protective Equipment | dust mask type N95 (US),, Eyeshields,, Gloves, |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 1 |
Flash Point F | Not applicable |
Flash Point C | Not applicable |