Category: 5053-24-7

Berry, Craig R. published the artcileCycloaddition Reactions of Thiazolium Azomethine Ylides: Application to Pyrrolo[2,1-b]thiazoles, Formula: C4H5NS2, the publication is Organic Letters (2007), 9(21), 4099-4102, database is CAplus and MEDLINE.

Thiazolium azomethine ylides, generated from 1,3-thiazoles equipped with a C-2 methanethiol group, participated in an efficient [3+2] cycloaddition reaction with acetylene derivatives to yield unique pyrrolo[2,1-b]thiazoles. The elimination of the methanethiol leaving group from the cycloadduct replaced the need for a sep. oxidation step and suppressed ring-opening side reactions. Products were obtained in short synthetic sequences to demonstrate their use as a scaffold for compound libraries.

Organic Letters published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C4H5NS2, Formula: C4H5NS2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Wang, Jie published the artcileProcess improvement on the synthesis of 3-mercapto-1-(1, 3-thiazolin-2-yl) azetidine hydrochloride, Quality Control of 5053-24-7, the publication is Hecheng Huaxue (2013), 21(3), 367-369, database is CAplus.

A key intermediate of Tebipenem pivoxil, 3-mercapto-1-(1, 3-thiazolin-2-yl) azetidine hydrochloride, was synthesized from benzylamine by N-alkylation, cyclization, catalytic hydrogenation, N-protection, mesylation, S_N2 substitution, hydrolysis, and condensation. The overall yield was 40%. The structure was confirmed by ¹H NMR, IR and MS.

Hecheng Huaxue published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C12H19BrS, Quality Control of 5053-24-7.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Zhang, Caiyang published the artcileCesium carbonate-promoted synthesis of aryl methyl sulfides using S-methylisothiourea sulfate under transition-metal-free conditions, Product Details of C4H5NS2, the publication is Organic & Biomolecular Chemistry (2018), 16(34), 6316-6321, database is CAplus and MEDLINE.

In the presence of cesium carbonate, an efficient synthesis of aryl Me sulfides by the reactions of aryl halides with com. available S-methylisothiourea sulfate was developed. This odourless and highly crystalline solid was used as the substitute for malodorous methanethiol. The gram-scale reaction also proceeded smoothly without the use of column chromatog. separation Similarly, 2-(dimethylamino)ethylthio and cyclopropylmethylthio groups were easily introduced into the aromatic rings from the corresponding S-[2-(dimethylamino)ethyl]isothiourea dihydrochloride and S-cyclopropylmethylisothiourea hydrobromide. The possible reaction mechanism was proposed. It was believed that this route to aryl alkyl sulfides were well competitive with currently known methods due to its wide substrate scope, excellent yields, easy operation and transition-metal-free conditions.

Organic & Biomolecular Chemistry published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C7H3Cl2F3O2S, Product Details of C4H5NS2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Li, Ai-Tao published the artcileIsolation of Rhodococcus sp. strain ECU0066, a new sulfide monooxygenase-producing strain for asymmetric sulfoxidation, Related Products of thiazole, the publication is Applied and Environmental Microbiology (2009), 75(2), 551-556, database is CAplus and MEDLINE.

A new and efficient sulfide monooxygenase-producing strain, ECU0066, was isolated and identified as a Rhodococcus sp. that could transform phenylmethyl sulfide (PMS) to (S)-sulfoxide with 99% enantiomeric excess via two steps of enantioselective oxidations Its enzyme activity could be effectively induced by adding PMS or phenylmethyl sulfoxide (PMSO) directly to a rich medium at the early log phase (6 h) of fermentation, resulting in over 10-times-higher production of the enzyme. This bacterial strain also displayed fairly good activity and enantioselectivity toward seven other sulfides, indicating a good potential for practical application in asym. synthesis of chiral sulfoxides.

Applied and Environmental Microbiology published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C4H5NS2, Related Products of thiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Kumar, Nag S. published the artcileDesign and synthesis of an all-in-one 3-(1,1-difluoroprop-2-ynyl)-3H-diazirin-3-yl functional group for photo-affinity labeling, Product Details of C4H5NS2, the publication is Bioorganic & Medicinal Chemistry (2009), 17(15), 5388-5395, database is CAplus and MEDLINE.

A novel radioisotope-free photo-affinity probe containing the 3-(1,1-difluoroprop-2-ynyl)-3H-diazirin-3-yl functional group was designed and synthesized. This very compact functionality is envisaged to allow photochem.-induced coupling of a compound to its target followed by click reaction coupling with an azido-biotin reagent in order to facilitate purification of the labeled target. In a proof-of-concept study we have shown that 3-(1,1-difluoroprop-2-ynyl)-3H-diazirin-3-yl functional group could be photolyzed to efficiently furnish its methanol adduct and that the generated highly unstable carbene does not react with the neighboring acetylene moiety. A subsequent click reaction with biotin N-(2-azidoethyl) amide proceeded smoothly to give a triazole regioselectively. This chem. probe should thus be of unique value for facilitating identification of the mol. structure of the target of a bioactive compound

Bioorganic & Medicinal Chemistry published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C4H5NS2, Product Details of C4H5NS2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Rogovoy, Maxim I. published the artcileSelf-assembly of Ag(I)-based complexes and layered coordination polymers bridged by (2-thiazolyl)sulfides, COA of Formula: C4H5NS2, the publication is Inorganica Chimica Acta (2019), 19-26, database is CAplus.

Dinuclear complex, [Ag₂(2-Mt)₂(MeCN)₂(NO₃)₂] (1) as well as layered (2D) coordination polymers (CPs), [Ag₂(2-Mt)₂(NO₃)₂]_n (2) and [Ag₄(2-Mt)₄(NO₃)₄·2H₂O]_n (3), are self-assembled from 2-(methylthio)thiazole (2-Mt) and AgNO₃ under different conditions. These compounds contain a [Ag₂(2-Mt)₂] unit consisting of two metal atoms bridged by 2-Mt ligands (μ₂-N,S) in head-to-tail (for 1 and 2) and head-to-head (for 3) manner. 2-(Methylthio)benzothiazole (2-Mbt) reacts with AgNO₃ to assemble complex [Ag₂(2-Mbt)₂(MeCN)₂(NO₃)₂] (4), showing interesting dual emission behavior associated with the presence of fluorescence and phosphorescence, contributions of which depends on the excitation wavelength.

Inorganica Chimica Acta published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C4H5NS2, COA of Formula: C4H5NS2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Artem’ev, Alexander V. published the artcileCuI-based coordination polymers with 2-thiazolyl sulfide ligands: First examples, COA of Formula: C4H5NS2, the publication is Polyhedron (2018), 171-176, database is CAplus.

The reaction of CuI with 2-(methylthio)thiazole (MTT) in a 1:1 or 2:1 molar ratio (MeCN, rt, 1h) leads to the coordination polymer [CuI(MTT)]_n (CP1) or [(CuI)₂(MTT)]_n (CP2), resp. CP1 consists of (-Cu-I-Cu-I-)_n zigzag chains wherein the adjacent Cu atoms are bridged by the MTT ligand through the thiazole N and sulfide S atoms. 1-D chains of CP2 are assembled from corner-sharing [CuI₃N] and [CuI₃S] tetrahedra, which alternate in a zigzag fashion. By contrast, 2-(methylthio)benzothiazole (MTBT) reacts with CuI, regardless of the reactants ratio, to give the dinuclear complex [Cu₂I₂(MTBT)₂], where the planar [Cu(μ₂-I)]₂ core is supported by the two ligands in the N-monodentate manner. At ambient temperature, CP1 exhibits a weak yellow luminescence (λ_max=570nm), while CP2 emits in the deep-red region (λ_max=705nm).

Polyhedron published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C4H5NS2, COA of Formula: C4H5NS2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

van Deurzen, M. P. J. published the artcileChloroperoxidase catalyzed oxidations in t-butyl alcohol/water mixtures, Formula: C4H5NS2, the publication is Journal of Molecular Catalysis A: Chemical (1997), 117(1-3), 329-337, database is CAplus.

A symposium. Chloroperoxidase catalyzed oxidations of sulfides and indoles were performed in tert-Bu alc./water mixtures at ambient temperature tert-Bu alc./water (50:50, volume/volume) proved to be a good solvent system for performing synthetic oxidations catalyzed by chloroperoxidase. The sulfoxidation of alkyl aryl sulfides and related compounds catalyzed by chloroperoxidase in tert-Bu alc./water mixtures (50:50, volume/volume) was compared to the sulfoxidation in water. In both solvent systems, complete enantioselectivity to the R-sulfoxide (ee = 99) was observed with hydrogen peroxide as oxidant when the size of the alkyl moiety was smaller than Pr. The uncatalyzed, racemic sulfoxidation did not proceed under these conditions. This is in contrast to literature data on sulfoxidation in water, where enantioselectivities were lower due to this uncatalyzed reaction. Reactions in water generally proceed faster than reactions in the cosolvent system except for substrates which dissolve poorly in water or for solid substrates for which diffusion becomes an important limiting factor in water. The lower activity in tert-Bu alc./water for sulfoxidation and for indole oxidation is mainly due to an increase of the K_m value (thermodynamically controlled). Also a decrease of k_cat (catalytic turnover frequency) is observed, probably caused by a change in structure of the enzyme.

Journal of Molecular Catalysis A: Chemical published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C19H17N2NaO4S, Formula: C4H5NS2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Still, I. W. J. published the artcileCarbon-13 nuclear magnetic resonance spectra of organic sulfur compounds. IV. Substituent chemical shift (s.c.s.) effects in the 4-thiazoline-2-thione series, SDS of cas: 5053-24-7, the publication is Canadian Journal of Chemistry (1976), 54(10), 1660-4, database is CAplus.

13C nmr data were obtained for a series of 4-thiazoline-2-thiones. Substituent chem. shift (s.c.s.) effects for methyl and phenyl substitution were collated and discussed in comparison with s.c.s. effects in other heterocyclic systems. Some attempt was also made to compare our data with those reported previously for the thiazoles and for some thiones in the isothiazole series.

Canadian Journal of Chemistry published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is 0, SDS of cas: 5053-24-7.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Vincent, Emile J. published the artcilePhysicochemical studies of the thiazole ring. I. Chemical shifts and N.M.R. coupling constants, Computed Properties of 5053-24-7, the publication is Bulletin de la Societe Chimique de France (1966), 3524-30, database is CAplus.

N.M.R. spectra of thiazole (I) and 42 derivatives containing alkyl, halo, amino, and other groups were investigated. Chem. shifts and coupling constants for the 2-, 4-, and 5-protons were determined at a uniform 5% concentration in CCl4, and also in a series of 15 solvents at infinite dilution Spectra were also measured with 2-thiazoline, 5,5-dimethyl-3-thiazoline, and 2,2,4-trimethyl-3-thiazoline for comparison. The observed chem. shifts in substituted thiazoles indicated the existence of an aromatic ring current, and were consistent with the view that the amount of shielding at any position of the ring is a function of π-electron d., rather than of inductive effects transmitted through σ-bonds. The chem. shifts and coupling constants of all 3 thiazoles ring protons were found to be quite solvent-dependent, although the 4-proton was somewhat less sensitive to solvent change. From the spectra of I and its 2-, 4-, and 5-Me derivatives in C6H6 it was concluded that the π-electrons of C6H6 interact preferentially with the relatively pos. 1- and 2-positions of the thiazole ring. Association between I and Me2NCHO was likewise demonstrable. The plane of Me2NCHO was assumed to be perpendicular to that of I, the formyl portion of Me2NCHO being located preferentially above the 5 position of I.

Bulletin de la Societe Chimique de France published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C24H12, Computed Properties of 5053-24-7.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica