62501-45-5

Usage

Uses

Used in Pharmaceutical Industry:
4,6-Dimethyl-1H-pyrimidine-2-thione hydrochloride is used as a key intermediate in the synthesis of pharmaceuticals for targeting various diseases and disorders. Its versatile properties and increased solubility due to the hydrochloride group make it an important component in drug development, contributing to the creation of novel therapeutic agents.
Used in Organic Chemistry Research:
In the field of organic chemistry, 4,6-Dimethyl-1H-pyrimidine-2-thione hydrochloride serves as a valuable building block for the synthesis of other organic compounds. Its unique structure and reactivity allow researchers to explore new chemical reactions and pathways, potentially leading to the discovery of new compounds with diverse applications.

InChI:InChI=1/C6H8N2S.ClH/c1-4-3-5(2)8-6(9)7-4;/h3H,1-2H3,(H,7,8,9);1H

Upstream product

• 123-54-6 acetylacetone 
• 30680-61-6 pyrimidine hydrochloride 
• 17356-08-0 thiourea 
• 34248-12-9 trichlorooxobis(triphenylphosphine)rhenium(V) 
• 22325-27-5 4,6-dimethyl-pyrimidine-2-thione 

Downstream Products

• 1558-17-4 4,6-dimethylpyrimidine 
• 98198-62-0 4-(chloromethyl)-6-methylpyrimidine 
• 14161-42-3 4,6-dimethylpyrimidine 1-oxide 
• 16490-02-1 pyrimidine-4,6-dicarboxylic acid 
• 3789-54-6 (6R)-3-(4,6-dimethyl-pyrimidin-2-ylsulfanylmethyl)-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 55749-30-9 2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]acetic acid 
• 14001-64-0 4,6-dimethyl-2-methylsulfanyl-pyrimidine 
• 22325-27-5 4,6-dimethyl-2-meraptopyrimidine 
• 298218-02-7 2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide 
• 74537-77-2 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamid 

Relevant academic research and scientific papers

Tris(4,6-dimethylpyrimidine-2-thiolato-N,S)cobalt(III) Monohydrate: a Complex with Three Stable Four-Membered N,S-Chelate Rings

In the title compound, *H2O, the CoIII ion is surrounded by three thiolate S atoms and three azomethine N atoms which define a fac-octahedral geometry that is highly distorted owing to the presence of three four-membered N,S-chelate rings.All three bidentate ligands are planar to within +/-0.06 Angstroem and display bond lengths and angles very close to expected values.Intermolecular hydrogen bonding between the water O atom and an uncoordinated pyrimidine N atom stabilizes the molecular packing.

Synthesis of 4,6-dimethylpyrimidine 2-thiosubstituted derivatives and their preliminary biological evaluation

Based on 4,6-dimethylpyrimidine-2-thiol hydrochloride a series of its novel S-substituted derivatives including bi-and tricyclic heterosystems with a combination of azines and pyrazole cycles in the molecule were synthesized. The preliminary biological screening has shown that the obtained compounds have a pronounced plants growth-stimulating activity, which is a new property for these heterosystems. This fact indicates the prospectivity of further development of synthesized systems for the search for new plants growth stimulators.

Novel 2-alkoxy- and 2-alkylthio-substituted pyrimidines containing 2-(1-methyl-1H-pyrrol-2-yl)vinyl moieties: optical and electrochemical properties

A series of novel Y-shaped dyes bearing the D–π–A–π–D fragment comprising central 2-alkoxy-or 2-alkylthio-substituted pyrimidine core and terminal 2-(1-methyl-1H-pyrrol-2-yl)vinyl moieties have been synthesized and studied as potential materials for the organic electronics. The obtained compounds demonstrated an efficient absorption at ～410 nm with the high molar absorption coefficient (29790–40620 dm3 mol?1 cm?1) and fluorescence emission at ～480 nm (ΦF ～ 7.5–8.6%). Thin films of 2-ethyloxy- or 2-ethylthiopyrimidines exhibited the red-shifted photoluminescence (～600 nm).

Carboxyl activation of 2-mercapto-4,6-dimethylpyrimidine through n-acyl-4,6-dimethylpyrimidine-2-thione: A chemical and spectrophotometric investigation

2-Mercapto-4,6-dimethylpyrimidine, as effective carboxyl activating group, has been successfully proved by converting it into respective acyl derivatives and the subsequent conversion to the amides and esters respectively using amines, amino alcohols and alcohols. The aminolysis and esterification were monitored chemically and spectrophotometrically. This paved way to establish that the above mercaptopyrimidine derivative is an efficient carboxyl activating group applicable in solid phase peptide synthesis.

Structures and chemical equilibria of some N-heterocycles containing amide linkages

Structures and chemical equilibria of 5-carboxy-2-thiouracil (1), 5,6-diphenyl-3-hydroxy-1,2,4-triazine (2), 1-phenyl-3-methyl-5-pyrazolone (3) and 2-mercapto-4,6-dimethylpyrimidine hydrochloride (4) are reported. Their electronic transitions are assigned and pK values are evaluated and discussed.

Synthesis, structural, and spectroscopic study of rhenium(III) and rhenium(V) 4,6-dimethylpyrimidine-2-thiolate/triphenylphosphine mixed complexes: Crystal and molecular structure of *C3H6O and

4,6-dimethylpyrimidine-2(1H)-thione reacts with rhenium(V) precursors trans (X = Cl, Br) in acetone, to afford two classes of crystalline pyrimidinethiolate/triphenylphosphine mixed complexes: trans-IIIX2(C6H7N2S)(PPh3)2>*C3H6O and VOX(C6H7N2S)(PPh3)> (X = Cl, Br).The crystal structures of trans-*C3H6O (I) and (II) have been determined from single-crystal diffractometer data and refined to R factors of 0.0496 and 0.0365, respectively. (I) crystallizes in the triclinic space group P with a = 16.875(4), b = 13.969(7), c = 9.510(2) Angstroem, α = 81.78(2) deg, β = 85.15(12) deg, γ = 107.97(8) deg and Z = 2.The coordination geometry around the rhenium center exhibit mutually trans phosphine groups and chloride ligands disposed trans to the nitrogen and sulfur donors of the pyrimidine thiolate ligand which form a four-membered chelate ring with the metal. (II) crystallizes in the monoclinic spase group P21/c with a = 12.554(3), b = 10.501(1), c = 19.200(5) Angstroem; β = 106.54(2) deg and Z = 4.The rhenium atom presents a very distorted octahedral configuration with a chlorine atom trans to phosphine ligand in the axial position and the N,S-chelate ligand in the equatorial plane with the sulfur donor atom trans the Re=Ooxo group.The compounds were characterized also by means of ir and nmr spectroscopic measurements; reaction pathways are discussed on the basis of structural data.

Use of 2-pyrimidine thiol carbonates as acylating agents for amino or imino containing compounds

Thiolcarbonates represented by the formula, SPC1 Wherein R1 and R2 are individually a hydrogen atom or a methyl group, and R3 is a straight chain or branched chain saturated or unsaturated alkyl group having 1 to 5 carbon atoms or is a benzyl or benzhydryl group which may be nuclear substituted, are quite useful for protecting the amino or imino groups of amines, hydrazines, amino acids and peptides with groups of the formula EQU1 The thiolcarbonates can be easily produced by reacting an alkali metal salt of 2-mercaptopyrimidine with phosgene, and reacting the resulting thiolchloroformate with an alcohol (R3 OH), or by reacting a 2-mercaptopyrimidine with a halocarbonic acid ester.

Process for acylation of amino, imino and hydroxyl groups using pyrimidine derivatives

Pyrimidine derivatives represented by the formula, SPC1 Wherein R1 and R2 are individually a hydrogen atom or a methyl group, and R3 is a group formed by removing the carboxyl group from a carboxylic acid, are quite useful in acylating compounds having amino and/or imino and/or hydroxyl groups. The pyrimidine derivatives can easily be prepared by reacting a 2-mercapto-4- and/or 6-methyl-substituted or unsubstituted pyrimidine with a carboxylic acid or a reactive derivative thereof in an inert solvent.