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1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

Base Information Edit
  • Chemical Name:1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
  • CAS No.:7226-23-5
  • Molecular Formula:C6H12N2O
  • Molecular Weight:128.174
  • Hs Code.:29335995
  • European Community (EC) Number:230-625-6
  • DSSTox Substance ID:DTXSID3074575
  • Nikkaji Number:J35.422H
  • Wikipedia:DMPU
  • Wikidata:Q416637
  • ChEMBL ID:CHEMBL12284
  • Mol file:7226-23-5.mol
1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

Synonyms:N,N'-dimethylpropyleneurea

Suppliers and Price of 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
  • 50g
  • $ 85.00
  • TRC
  • 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
  • 100g
  • $ 120.00
  • TCI Chemical
  • 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone >98.0%(GC)
  • 100g
  • $ 40.00
  • TCI Chemical
  • 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone >98.0%(GC)
  • 25g
  • $ 15.00
  • TCI Chemical
  • 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone >98.0%(GC)
  • 500g
  • $ 136.00
  • SynQuest Laboratories
  • 1,3-Dimethyltetrahydropyrimidin-2(1H)-one
  • 25 g
  • $ 16.00
  • SynQuest Laboratories
  • 1,3-Dimethyltetrahydropyrimidin-2(1H)-one
  • 100 g
  • $ 26.00
  • Sigma-Aldrich
  • 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone 98%
  • 25g
  • $ 23.00
  • Sigma-Aldrich
  • 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone 98%
  • 100g
  • $ 50.60
  • Sigma-Aldrich
  • 1,3-Dimethyltetrahydro-2(1H)-pyrimidinone for synthesis. CAS 7226-23-5, pH 11 (100 g/l, H O, 20 °C)., for synthesis
  • 8182140100
  • $ 63.00
Total 173 raw suppliers
Chemical Property of 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone Edit
Chemical Property:
  • Appearance/Colour:clear colorless to slightly yellowish liquid 
  • Vapor Pressure:0.082mmHg at 25°C 
  • Melting Point:-20 °C 
  • Refractive Index:n20/D 1.488(lit.)  
  • Boiling Point:240.2 °C at 760 mmHg 
  • PKA:-0.65±0.20(Predicted) 
  • Flash Point:85.3 °C 
  • PSA:23.55000 
  • Density:1.024 g/cm3 
  • LogP:0.24950 
  • Storage Temp.:Store below +30°C. 
  • Sensitive.:Hygroscopic 
  • Solubility.:Chloroform (Slightly), Ethyl Acetate (Slightly) 
  • Water Solubility.:soluble 
  • XLogP3:-0.1
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:0
  • Exact Mass:128.094963011
  • Heavy Atom Count:9
  • Complexity:112
Purity/Quality:

99% *data from raw suppliers

1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn 
  • Statements: 22-36-43-62-41 
  • Safety Statements: 23-26-36/37/39-45 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Nitrogen Compounds -> Pyrimidines
  • Canonical SMILES:CN1CCCN(C1=O)C
  • General Description 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) is a polar aprotic solvent widely used in organic synthesis to enhance enolate reactivity, as demonstrated in α-alkylation reactions for sterically hindered ketones. It plays a critical role in facilitating enolate formation and improving reaction efficiency, particularly in the presence of strong bases like LiHMDS. Additionally, DMPU serves as an effective solvent in copper-catalyzed arylation reactions of 1H-perfluoroalkanes, where it aids in optimizing reaction conditions and stabilizing reactive intermediates. Its utility extends to palladium-catalyzed asymmetric syntheses, such as the formation of C2-symmetric spirobilactams, where it contributes to high enantioselectivity. Overall, DMPU is valued for its ability to solubilize reagents, stabilize reactive species, and enhance reaction outcomes in diverse synthetic applications.
Technology Process of 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

There total 19 articles about 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone 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:
Guidance literature:
carbon monoxide; 1,3-bis(methylamino)propane; With selenium; at 20 ℃; for 2h; under 750.075 Torr; neat (no solvent);
With oxygen; at 20 ℃; for 1h; under 750.075 Torr; neat (no solvent);
DOI:10.1055/s-0030-1258299
Guidance literature:
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; for 5h; Heating;
DOI:10.1055/s-1982-29837
Refernces Edit

Complementary α-alkylation approaches for a sterically hindered spiro[pyrazolopyranpiperidine]ketone

10.1016/j.tetlet.2012.03.030

The research primarily focuses on the development of complementary α-alkylation methods for the synthesis of sterically hindered spiro[pyrazolopyranpiperidine]ketone derivatives, which are potential treatments for type II diabetes. The experiments involve enolate alkylations using DMPU to enhance enolate reactivity and aldol condensations to access a diverse set of derivatives. Key reactants include ketone 2, LiHMDS, DMPU, various alkylating agents, aldehydes, and other reagents like SelectFluor? and Davis' oxaziridine. Analyses utilized include 1H and 13C NMR, IR spectroscopy, and mass spectrometry to characterize the synthesized compounds and confirm the success of the reactions. The study also explores the role of DMPU in enolate formation and reactivity through deuterium experiments, demonstrating its critical role in enhancing enolate reactivity and, in some cases, enolate formation.

Copper-catalyzed arylation of 1 H-perfluoroalkanes

10.1021/ja2041942

The research focuses on the development of a general method for the copper-catalyzed arylation of readily available 1H-perfluoroalkanes, a process of significant interest in the pharmaceutical and agrochemical industries due to the presence of aryl-trifluoromethyl or aryl-polyfluoroalkyl linkages in many drugs and agrochemicals. The method involves the use of aryl iodides and 1H-perfluoroalkanes as reactants, along with DMPU as a solvent, TMP2Zn as a base, and a copper chloride/phenanthroline catalyst system. The experiments aimed to optimize the reaction conditions with respect to ligand and solvent, and to explore the scope of the reaction with various aryl iodides and 1H-perfluoroalkanes. Analytical techniques such as 1H and 19F NMR, X-ray crystallography, and elemental analysis were employed to characterize the intermediates and products, while preliminary mechanistic studies were conducted to understand the reaction pathways, including the formation and reactivity of perfluoroalkyl copper species.

Enantioselective synthesis of C2-symmetric spirobilactams via Pd-catalyzed intramolecular double N-arylation

10.1021/ol900016g

The study presents an enantioselective synthesis method for C2-symmetric spirobilactams, which are important in synthetic chemistry due to their rigid spiro backbone that creates an effective asymmetric environment. The researchers used a Pd/BINAP complex as a catalyst to achieve an intramolecular double N-arylation of malonamides bearing 2-bromoarylmethyl groups, resulting in C2-symmetric spirobi(3,4-dihydro-2-quinolone) derivatives with up to 70% enantiomeric excess (ee). Key chemicals involved in the study include malonamides, bromoarenes, Pd(OAc)2 as the palladium source, (S)-BINAP as the chiral ligand, and various bases and solvents such as Cs2CO3, K3PO4, and DMPU. These chemicals served the purpose of facilitating the catalytic asymmetric synthesis, which is a highly practical method for preparing optically active spiranes, potentially useful as ligands and organocatalysts.

Characterisation of the broadly-specific O-methyl-transferase jerf from the late stages of jerangolid biosynthesis

10.3390/molecules21111443

The study focuses on the characterization of the O-methyltransferase enzyme JerF, which is involved in the late stages of jerangolid biosynthesis. JerF is unique for its ability to catalyze the formation of a non-aromatic, cyclic methylenolether, a reaction not previously characterized in other O-methyltransferases. The researchers successfully overexpressed JerF in E. coli and utilized cell-free extracts to conduct bioconversion experiments. They also chemically synthesized a range of substrate surrogates to evaluate JerF's catalytic activity and substrate tolerance. The results revealed that JerF has a broad substrate tolerance and high regioselectivity, making it a promising candidate for chemoenzymatic synthesis, particularly for the modification of natural products containing a 4-methoxy-5,6-dihydro-2H-pyran-2-one moiety. The study also highlighted the potential of JerF in introducing specific methylation patterns and its use in biorthogonal coupling reactions, such as click chemistry, for site-specific labeling of biomolecules like DNA, RNA, or proteins.

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