Cas no 1204298-76-9 (6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one)

6-(Difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one is a heterocyclic compound featuring a tetrahydropyrimidinone core with a difluoromethyl substituent at the 6-position and a thione group at the 2-position. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The difluoromethyl group enhances metabolic stability and bioavailability, while the thione functionality offers versatility in further derivatization. Its rigid scaffold is conducive to the development of biologically active molecules, particularly in medicinal chemistry for enzyme inhibition or receptor modulation. The compound’s well-defined stereochemistry and functional group compatibility make it a practical building block for targeted molecular design.
6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one structure
1204298-76-9 structure
Product Name:6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one
CAS No:1204298-76-9
MF:C5H4F2N2OS
MW:178.159866333008
MDL:MFCD12827718
CID:1066868
PubChem ID:22086189
Update Time:2025-11-05

6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one Chemical and Physical Properties

Names and Identifiers

    • 6-(difluoromethyl)-2-mercaptopyrimidin-4-ol
    • 4-Hydroxy-2-thio-6-(difluoroMethyl)pyriMidine
    • 6-(difluoromethyl)-2-sulfanylidene-1H-pyrimidin-4-one
    • 6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one
    • AKOS032464727
    • 6-(difluoromethyl)-2-sulfanylpyrimidin-4-ol
    • F1967-9098
    • RPFVUMOHGFOCGJ-UHFFFAOYSA-N
    • Z1255436162
    • 6-(Difluoromethyl)-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
    • 6-(Difluoromethyl)-4-hydroxypyrimidine-2(1H)-thione
    • DTXSID00622342
    • CCG-358141
    • SCHEMBL22179680
    • AKOS027430949
    • EN300-215531
    • 6-(difluoromethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
    • 1204298-76-9
    • MDL: MFCD12827718
    • Inchi: 1S/C5H4F2N2OS/c6-4(7)2-1-3(10)9-5(11)8-2/h1,4H,(H2,8,9,10,11)
    • InChI Key: RPFVUMOHGFOCGJ-UHFFFAOYSA-N
    • SMILES: S=C1NC(C=C(C(F)F)N1)=O

Computed Properties

  • Exact Mass: 178.00132
  • Monoisotopic Mass: 178.00124025g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 239
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.3
  • Topological Polar Surface Area: 73.2?2

Experimental Properties

  • PSA: 46.01

6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one Pricemore >>

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6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one Related Literature

Additional information on 6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one

6-(Difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one: A Comprehensive Overview

CAS No 1204298-76-9 corresponds to the compound known as 6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one, a highly specialized organic compound with significant potential in various fields of chemistry and materials science. This compound has garnered attention due to its unique structural properties and functional groups, which make it a promising candidate for advanced chemical applications.

The molecular structure of 6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one is characterized by a tetrahydropyrimidine ring system with a sulfanylidene group at position 2 and a difluoromethyl substituent at position 6. This combination of functional groups imparts the compound with distinct electronic and steric properties, rendering it suitable for a wide range of chemical reactions and applications.

Recent studies have highlighted the potential of this compound in the field of organocatalysis, where its ability to act as a Lewis acid has been exploited for catalyzing various organic transformations. Researchers have demonstrated that the sulfanylidene group can effectively coordinate with nucleophiles, facilitating efficient catalytic cycles in processes such as aldol reactions and Michael additions.

In addition to its catalytic applications, 6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one has shown promise in the synthesis of bioactive molecules. Its unique structure allows for the creation of complex molecular architectures through strategic use of its functional groups. For instance, the difluoromethyl group can serve as an electrophilic site in nucleophilic substitution reactions, enabling the construction of diverse chemical frameworks.

The synthesis of this compound involves a multi-step process that typically begins with the preparation of the tetrahydropyrimidine ring system. Recent advancements in synthetic methodology have focused on optimizing reaction conditions to enhance yield and purity. Techniques such as microwave-assisted synthesis and continuous flow chemistry have been employed to streamline the production process.

The application of CAS No 1204298-76-9 extends beyond traditional chemical synthesis into areas such as material science and nanotechnology. Its ability to form stable coordination complexes has led to its exploration as a potential building block for constructing metal-organic frameworks (MOFs) and other porous materials.

In conclusion, 6-(difluoromethyl)-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one, with its unique structural features and versatile functional groups, represents a valuable asset in contemporary chemical research. Its role in organocatalysis, bioactive molecule synthesis, and materials science underscores its significance as a key compound in advancing modern chemistry.

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