3581-89-3

Usage

Uses

1. Used in Chemical Synthesis:
5-Methylthiazole is used as a chemical intermediate for the synthesis of various compounds, particularly in the alkylation process with n-butyl bromide. This reaction is followed by an anion exchange of Brfor BF4-, yielding mobile, room-temperature ionic liquids.
2. Used in Ionic Liquids Production:
In the field of ionic liquids, 5-Methylthiazole is utilized to produce mobile, room-temperature ionic liquids after undergoing alkylation with n-butyl bromide and anion exchange. These ionic liquids have potential applications in various industries, such as energy storage, catalysis, and separation processes, due to their unique properties like high thermal stability, low volatility, and good solvation capabilities.
3. Used in Pharmaceutical and Agrochemical Industries:
Although not explicitly mentioned in the provided materials, 5-Methylthiazole and its derivatives are known to have applications in the pharmaceutical and agrochemical industries. They can be used as building blocks for the development of new drugs and agrochemicals, taking advantage of their heterocyclic structure and reactivity.

InChI:InChI=1/C4H5NS/c1-4-2-5-3-6-4/h2-3H,1H3

Upstream product

• 33342-65-3 2-chloro-5-methyl-thiazole 
• 19967-57-8 bromo-2 propanal 
• 77287-34-4 formamide 
• 19885-68-8 syn-Propionaldehyd-N-methylimin 
• 693-97-0 5-methylisothiazole 
• 7305-71-7 5-methyl-2-thiazol-2-amine 
• 134657-88-8 Au(Cl)3(C₄H₅NS) 
• 16887-00-6 chloride 
• 137768-73-1 1-isothiocyanatopropa-1,2-diene 
• 52-90-4 L-Cysteine 
• 532-20-7 D-Ribose 
• 598-18-5 2-bromopropanol 
• 115-08-2 thiocarboxamide 
• 60-29-7 diethyl ether 

Downstream Products

• 59303-17-2 1-(5-methylthiazol-2-yl)ethan-1-on 
• 15055-58-0 2-benzyl-5-methyl-thiazole 
• 859487-01-7 (5-methyl-thiazol-2-yl)-phenyl-methanol 
• 41731-23-1 2-bromo-5-methyl-1,3-thiazole 
• 167998-61-0 5-(bromomethyl)thiazole 
• 13838-78-3 5-methyl-1,3-thiazole-2-carbaldehyde 
• 45438-77-5 5-thiazolylmethyl chloride 
• 171568-43-7 ethyl 4-[(5,6-dihydro-5,5-dimethyl-8-(4-methylphenyl)-2-naphthalenyl)ethynyl]benzoate 
• 365996-59-4 5-[(N,N-Dimethylamino)methyl]thiazole 
• 329978-28-1 2-(4-benzyloxyphenyl)-1-(5-methylthiazol-2-yl)ethanone 
• 220270-61-1 2-bromo-1-(5-methyl-thiazol-2-yl)-ethanone 
• 1593701-37-1 2-(5-(4-methoxybenzyloxy)pyridin-2-yl)-5-methylthiazole 
• 848613-91-2 5-methyl-2-(tributylstannanyl)-1,3-thiazole 
• 1521439-63-3 2-cyclohexyl-5-methylthiazole 

Relevant academic research and scientific papers

Volatile Compounds from the Reaction of Cysteine, Ribose, and Phospholipid in Low-Moisture Systems

The headspace volatiles from Maillard reaction mixtures of cysteine and ribose heated at 185 deg C with or without the addition of phosphatidylcholine, either dry or in the presence of a small quantity of water, were analyzed by GC-MS.The major products of the reaction were 3,5-dimethyl-1,2,4-trithiolane, 3-methyl-1,2,4-trithiane, 3,6-dimethyl-1,2,4,5-tetrathiane, and thienothiophene.Other products included a number of thiazoles and small amounts of some furanthiols and disulfides.Water had a significant effect on the relative amounts of volatiles produced; in particular, 1-(2-furanylmethyl)-1H-pyrrole, two other 1-(2-furanylmethyl)alkyl-1H-pyrroles, and two bis(furan) compounds were only produced to any extent in systems without water.The addition of lipid had only a small effect on the volatile profile, with small amounts of lipid degradation products and lipid/Maillard interaction products formed.These results differ greatly from previous studies on the volatiles formed in reaction systems carried out in the presence of large quantities of water.Keywords: Volatiles; Maillard reaction; moisture content; phospholipid

THE MICROWAVE SPECTRUM OF 5-METHYLTHIAZOLE: METHYL INTERNAL ROTATION, 14N NUCLEAR QUADRUPOLE COUPLING AND ELECTRIC DIPOLE MOMENT

The microwave spectrum of 5-methylthiazole has been investigated in the frequency range from 8 to 36 GHz, employing both Fourier transform and Stark spectroscopy.Double resonance MWFT techniques with broadband pump excitation were applied in order to facilitate the assignment of the spectrum.The results of methyl internal rotation, 14N quadrupole hyperfine structure and fourth order centrifugal distortion analyses are given.The dipole moment components, with respect to the principal inertia axes system, could be determined from the Stark splittings of selected rotational lines.

Reactivity of neutral nitrogen donors in square-planar d8 metal complexes: The system chloro(2,2′:6′,2″-terpyridine)platinum(II) cation with five-membered N-donor heterocycles in methanol

The kinetics of the forward and reverse steps of the reaction [Pt(terpy)Cl]+ + nu ? [Pt(terpy)(nu)]2+ + Cl- (terpy = 2,2′:6′,2″-terpyridine, nu = one of a number of thiazoles, oxazole, isoxazole, imidazole, pyrazole and 3,5-dimethylpyrazole, covering a wide range of basicities) have been studied in methanol at 25 °C. Both forward and reverse reactions obey the usual two-term rate law observed in square-planar substitution. The second-order rate constants for the forward reactions, k2f, show a slight dependence upon the basicity of the entering nu, while the steric hindrance due to the presence of one methyl group in the α position to the nitrogen markedly decreases the reactivity. The second-order rate constants for the reverse reactions, k2r, are very sensitive to the nature of the leaving group and a plot of log k2r against the pKa of the conjugate acids of the unhindered five-membered N-donors is linear with a slope of -0.51. The results are compared with data from the literature regarding a series of pyridines reacting with the [Pt(terpy)Cl]+ cation under the same experimental conditions. Both in the forward and in the reverse reaction, the reactivity depends not only upon the ligand basicity but also upon the nature of the nucleophile in the order: (thiazoles, oxazole, isoxazole, imidazole, pyrazoles) > pyridines for the entry of N-donors and on the contrary for the displacement by Cl-. Steric retardation, due to the presence of a methyl group in the α position to the nitrogen, is remarkably lower for five-membered N-donors if compared to pyridines both in the forward and in the reverse reaction.

Rearrangement reactions; 14: Synthesis of functionalized thiazoles via attack of heteroatom nucleophiles on allenyl isothiocyanates

Treatment of allenyl isothiocyanates with sulfur-, oxygen-, nitrogen- or hydride-containing nucleophiles such as propane-2-thiol, thiophenol, hydrogen sulfide, alcohols, phenol or aqueous NaOH, NH3, primary or secondary aliphatic or aromatic amines, N,N,N′,N′-tetramethylguanidine or sodium cyanoborohydride resulted in ring closure to generate thiazoles bearing a functionality at position C-2 in most cases. Moreover, we report the first examples of aromatic miazole-2-phosphonates prepared by the same strategy using dialkyl or diphenyl phosphites as nucleophiles. Georg Thieme Verlag Stuttgart.

Thiazole, imidazole and oxazole compounds and treatments of disorders associated with protein aging

Provided are, among other things, compounds of formula I or IA, . Also provided are methods of treatment with such compounds.

Method for treating glaucoma IIB

Provided is a method of decreasing intraocular pressure or improving ocular accommodation in an animal, including a human, comprising administering an intraocular pressure decreasing amount or ocular accommodation improving amount of a compound of the formula I or IA, wherein J is oxygen, sulfur, or N—Rd.

1,2,3-Benzothiadiazole derivatives

Novel 1,2,3-benzothiadiazole derivatives of the formula STR1 in which Het has the meanings set forth in the specification, and addition products thereof with an acid or metal salt are very effective for the control of undesired microorganisms. Novel intermediates of the formulae STR2 in which Het1 and R5 have the meanings given in the specification.

Chloropyridylcarbonyl derivatives

Novel chloropyridylcarbonyl derivatives of the formula STR1 in which Het is STR2 n is 1 or 2, R1 is hydrogen, optionally substituted C1-6 alkyl, optionally substituted C2-6 alkenyl, optionally substituted C3-6 alkynyl, optionally substituted phenyl or optionally substituted pyrimidinyl, and R2 and R3, independently of each other, are hydrogen or C1-4 alkyl, and acid addition salts and metal salt complexes thereof, are outstandingly active as microbicides.

Deamination of 2-aminothiazoles and 3-amino-1,2,4-triazines with nitric oxide in the presence of a catalytic amount of oxygen

2-Aminothiazoles, 2-aminobenzazoles, and 3-amino-1,2,4-triazines were deaminated using nitric oxide (NO) in the presence of a catalytic amount of oxygen to afford corresponding unsubstituted heterocycles in good yields.

Phototransposition Chemistry of Methylisothiazoles and Methylthiazoles

Methylisothiazoles undergo phototransition in neutral solution to methylthiazoles by a single permutation process.Methylisothiazole -> methylisothiazole transpositions, previously reported to occur, were not detected in these reactions.In trifluoroacetic acid solvent, protonated methylisothiazoles and methylthiazoles phototranspose by P4 and P5 permutation pathways, respectively, resulting in a unique phototransposition cycle.