Tag: M.W:200-300

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Crystal and molecular structure of the complex boron triferrocenyl-pyridine, published in 1987-12-31, which mentions a compound: 1273-73-0, mainly applied to crystal structure trisferrocenylboron pyridine complex; mol structure trisferrocenylboron pyridine complex; ferrocenylboron pyridine complex structure, COA of Formula: C10BrFe.

X-ray study of the title tris(ferrocenyl)boron pyridine complex confirms that in the solid state its structure is similar to that inferred from chem. and spectroscopic evidence. The B atom is coordinated by 3 ferrocenyl groups and a pyridine ring in a distorted tetrahedral array. The mol. has a nearly 3-fold axis normal to the plane defined by the ferrocenyl groups. The B-N distance of 1.656 (5) Å is larger than that obtained for other compounds studied. The pyridine and cyclopentadienyl rings are planar. The H atoms of the cyclopentaidenyl rings are displaced significantly toward their corresponding Fe atom. The mols. in the crystal are packed at normal van der Waals distances. No unusually short intermol. contacts are noted.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Name: 2-(7-Bromo-1H-indol-3-yl)acetic acid. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-(7-Bromo-1H-indol-3-yl)acetic acid, is researched, Molecular C10H8BrNO2, CAS is 63352-97-6, about Response of substituted indoleacetic acids in the indolo-α-pyrone fluorescence determination. Author is Boettger, Michael; Engvild, Kjeld C.; Kaiser, Petra.

The fluorescence determination of IAA (using the fluorescence of its α-pyrone derivative) was investigated to study possible interference from 4-chloro-IAA and 5-hydroxy-IAA, which occur naturally. Both compounds showed ∼40% of the fluorescence of IAA after conversion to their α-pyrones. Halogenated IAA showed 0-60% of the fluorescence of IAA. Thus, concentration of IAA cannot be determined in crude extracts in the presence of 4-chloro- or 5-hydroxy-IAA because sep. determinations of each of these compounds are not possible by changing the excitation or fluorescence wave-lengths of the testing equipment.

In addition to the literature in the link below, there is a lot of literature about this compound(2-(7-Bromo-1H-indol-3-yl)acetic acid)Name: 2-(7-Bromo-1H-indol-3-yl)acetic acid, illustrating the importance and wide applicability of this compound(63352-97-6).

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Synthesis of diferrocenylglyoxime and some of its transition-metal complexes, the main research direction is ferrocenylglyoxime preparation reaction transition metal; glyoxime diferrocenyl preparation reaction; transition metal complex diferrocenylglyoxime.Formula: C10BrFe.

Diferrocenylglyoxime (I) was prepared by treating mono- or dilithioferrocene with anti-dichloroglyoxime. Characterization of this novel vic-dioxime and some of its transition metal complexes is described. E.g., treating NiCl2 with I in EtOH, followed by NaOH in EtOH, gave 60% Ni complex II (L = ferrocenyl).

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Recommanded Product: Bromoferrocene. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Electron- and Hydride-Transfer Reactivity of an Isolable Manganese(V)-Oxo Complex. Author is Fukuzumi, Shunichi; Kotani, Hiroaki; Prokop, Katharine A.; Goldberg, David P..

The electron-transfer and hydride-transfer properties of an isolated manganese(V)-oxo complex, (TBP8Cz)MnV(O) (1) (TBP8Cz = octa-tert-corrolazinato) were determined by spectroscopic and kinetic methods. The manganese(V)-oxo complex 1 reacts rapidly with a series of ferrocene derivatives ([Fe(C5H4Me)2], [Fe(C5HMe4)2], and [Fe(C5Me5)2] = Fc*) to give the direct formation of [(TBP8Cz)MnIII(OH)]- ([2-OH]-), a two-electron-reduced product. The stoichiometry of these electron-transfer reactions was found to be (Fc derivative)/1 = 2:1 by spectral titration The rate constants of electron transfer from ferrocene derivatives to 1 at room temperature in benzonitrile were obtained, and the successful application of Marcus theory allowed for the determination of the reorganization energies (λ) of electron transfer. The λ values of electron transfer from the ferrocene derivatives to 1 are lower than those reported for a manganese(IV)-oxo porphyrin. The presumed one-electron-reduced intermediate, a MnIV complex, was not observed during the reduction of 1. However, a MnIV complex was successfully generated via one-electron oxidation of the MnIII precursor complex 2 to give [(TBP8Cz)MnIV]+ (3). Complex 3 exhibits a characteristic absorption band at λmax = 722 nm and an EPR spectrum at 15 K with g’max = 4.68, g’mid = 3.28, and g’min = 1.94, with well-resolved 55Mn hyperfine coupling, indicative of a d3 MnIVS = 3/2 ground state. Although electron transfer from [Fe(C5H4Me)2] to 1 is endergonic (uphill), two-electron reduction of 1 is made possible in the presence of proton donors (e.g., CH3CO2H, CF3CH2OH, and CH3OH). In the case of CH3CO2H, saturation behavior for the rate constants of electron transfer (ket) vs. acid concentration was observed, providing insight into the critical involvement of H+ in the mechanism of electron transfer. Complex 1 was also shown to be competent to oxidize a series of dihydronicotinamide adenine dinucleotide (NADH) analogs via formal hydride transfer to produce the corresponding NAD+ analogs and [2-OH]-. The logarithms of the observed second-order rate constants of hydride transfer (kH) from NADH analogs to 1 are linearly correlated with those of hydride transfer from the same series of NADH analogs to p-chloranil.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

HPLC of Formula: 1273-73-0. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Monohalogenated ferrocenes C5H5FeC5H4X (X = Cl, Br and I) and a second polymorph of C5H5FeC5H4I.

The structures of the three title monosubstituted ferrocenes, 1-chloroferrocene, [Fe(C5H5)(C5H4Cl)], (I), 1-bromoferrocene, [Fe(C5H5)(C5H4Br)], (II), and 1-iodoferrocene, [Fe(C5H5)(C5H4I)], (III), were determined at 100 K. The chloro- and bromoferrocenes are isomorphous crystals. The new triclinic polymorph [space group P1̅, Z = 4, T = 100 K] of iodoferrocene, (III), and the previously reported monoclinic polymorph of (III) were obtained by crystallization from EtOH solutions at 253 and 303 K, resp. All four phases contain two independent mols. in the unit cell. The relative orientations of the cyclopentadienyl (Cp) rings are eclipsed and staggered in the independent mols. of (I) and (II), while (III) demonstrates only an eclipsed conformation. The triclinic and monoclinic polymorphs of (III) contain nonbonded intermol. I···I contacts, causing different packing modes. In the triclinic form of (III), the mols. are arranged in zigzag tetramers, while in the monoclinic form the mols. are arranged in zigzag chains along the a axis. Crystallog. data for (III), along with the computed lattice energies of the two polymorphs, suggest that the monoclinic form is more stable.

In addition to the literature in the link below, there is a lot of literature about this compound(Bromoferrocene)HPLC of Formula: 1273-73-0, illustrating the importance and wide applicability of this compound(1273-73-0).

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Quality Control of Bromoferrocene. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Alkoxylation of ferrocene by photolysis of haloferrocenes in aqueous alcohols. Author is Shibata, Katsuyoshi; Saito, Yoshiyuki; Matsui, Masaki; Takase, Yoshimi.

The UV irradiation of haloferrocenes I (R = Cl, Br, iodo) in aq R1OH (R1 = Me, Et, Pr, CHMe2, CMe3) resulted in an alcoholysis with the formation of 8-60% of the corresponding alkoxyferrocenes I (R = OR1) and 5-28% ferrocene. The order of the reactivities of I was R = iodo > Br > Cl.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Recommanded Product: Bromoferrocene. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Stable σH-adducts in reactions of ferrocenyllithium with azines. Author is Utepova, I. A.; Lakhina, A. E.; Varaksin, M. V.; Kovalev, I. S.; Rusinov, V. L.; Slepukhin, P. A.; Kodess, M. I.; Chupakhin, O. N..

Stable σH-adducts as intermediates of the nucleophilic substitution of H in 3-(2-pyridyl)-1,2,4-triazines were obtained using ferrocenyllithium as a nucleophilic reagent. The 3D structures of the reaction products were established by an x-ray diffraction study on 1-[4-ethyl-6-phenyl-3-(2-pyridyl)-5(H)-1,2,4-triazin-5-yl]ferrocene [monoclinic, space group P21/c, a 9.3471(8), b 20.7674(13), c 10.7865(10) Å, β 96.248(7)°, V 2081.4(3) Å3, Z 4].

There are many compounds similar to this compound(1273-73-0)Recommanded Product: Bromoferrocene. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Application In Synthesis of (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole, is researched, Molecular C13H15F3N2O, CAS is 1428537-19-2, about Enantioselective construction of remote quaternary stereocentres. Author is Mei, Tian-Sheng; Patel, Harshkumar H.; Sigman, Matthew S..

Small mols. that contain all-carbon quaternary stereocenters-carbon atoms bonded to four distinct carbon substituents-are found in many secondary metabolites and some pharmaceutical agents. The construction of such compounds in an enantioselective fashion remains a long-standing challenge to synthetic organic chemists. In particular, methods for synthesizing quaternary stereocenters that are remote from other functional groups are underdeveloped. Here we report a catalytic and enantioselective intermol. Heck-type reaction of trisubstituted-alkenyl alcs. with aryl boronic acids. This method provides direct access to quaternary all-carbon-substituted β-, γ-, δ-, ε- or ζ-aryl carbonyl compounds, because the unsaturation of the alkene is relayed to the alc., resulting in the formation of a carbonyl group. The scope of the process also includes incorporation of pre-existing stereocenters along the alkyl chain, which links the alkene and the alc., in which the stereocenter is preserved. The method described allows access to diverse mol. building blocks containing an enantiomerically enriched quaternary center.

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Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Synthesis of ferrocene derivatives by means of boron- and halogen-substituted ferrocenes, published in 1960, which mentions a compound: 1273-73-0, mainly applied to , Reference of Bromoferrocene.

[R = ferrocenyl throughout this abstract] A series of new haloferrocene derivatives was prepared from RB(OH)2 (I) derivatives via RLi. Ferrocenyloxy derivatives and their esters were also synthesized and investigated. B(OBu)3 (92 g.) in Et2O was treated at -78° slowly with stirring with RLi from 17.6 g. ferrocene and BuLi (from 39 g. BuCl and 7.6 g. Li) in about 240 cc. Et2O, the mixture stirred until warmed to room temperature, kept overnight, decomposed with 10% H2SO4, the Et2O layer extracted with 10% aqueous KOH (40 cc., twice 10 cc., and five times 40 cc.). The 1st extract acidified and filtered gave 2.90 g. ferrocenylene-1,1′-diboronic acid (II), decomposed at about 180°; the 4th-8th alkali extracts gave 6.06 g. I, yellow, m. 143-8° (sealed tube); the 2nd and 3rd extracts gave a mixture of I and II which washed with Et2O left 0.44 g. II; the Et2O solution evaporated gave 0.72 g. I. I and II refluxed with aqueous ZnCl2 gave ferrocene. I (0.16 g.) in 20 cc. H2O treated with 0.19 g. HgCl2 in aqueous Me2CO gave 0.22 g. RHgCl, m. 192-4° (decomposition) (xylene). Aqueous I refluxed a few min. with excess ammoniacal Ag2O solution and extracted with Et2O, the extract evaporated, and the residue treated with petr. ether left 0.25 g. R2, m. 230-2° (decomposition) (absolute EtOH); the petr. ether solution evaporated gave 0.15 g. ferrocene. I (1 g.) in 200 cc. H2O treated at 50-60° with 1.70 g. CuCl22H2O in 50 cc. H2O, kept 15 min., steam distilled, and the product isolated from the distillate with Et2O gave 0.76 g. RCl, m. 58-9° (MeOH). In the same manner were prepared the following compounds (% yield and m.p. given): RBr, 80, 32-3°; 1,1′-dichloroferrocene (III), 75, 75-7°; 1,1′-dibromoferrocene (IV), 76, 50-1°. II (3.1 g.), 7 cc. MeOH, 4.7 g. CuCl2.2H2O, 75 cc. H2O, and 60 cc. C6H6 refluxed 2.5 h., cooled, distilled, the C6H6 layer separated, the aqueous layer added to the insoluble precipitate, diluted with 70 cc. C6H6, processed again in the same manner, saturated with NaCl, extracted with Et2O, the combined Et2O and C6H6 solutions concentrated to 50 cc., extracted with 10% aqueous KOH, and the extract acidified with 10% H2SO4 yielded 1.56 g. 1′-chloro-1-ferrocenylboronic acid (V), m. 159-61° (aqueous EtOH). Aqueous V boiled with ZnCl2 gave RCl. II and CuBr2 yielded similarly the 1′-Br analog (VI) of V, softened at about 130°, resolidified, m. 155-7°. Aqueous VI refluxed with ZnBr2 gave RBr. V (0.27 g.) in 5 cc. EtOH and 50 cc. H2O treated with 0.28 g. HgCl2 in aqueous Me2CO, the mixture heated 5 min., and filtered yielded 1′-chloro-1-ferrocenylmercuric chloride (VII), m. 144.5-45° (Me2CO), which with Na2S2O3 yielded bis(1′-chloro-1-ferrocenyl)mercury (VIIa), m. 151-2° (xylene-hexane). VI (0.30 g.) and 0.36 g. HgBr2 gave similarly 0.46 g. 1′-Br analog (VIII) of VII, m. 146.5-47° (Me2CO), which with Na2S2O3 yielded the di-Br analog of VIIa, m. 135-6° (MeNO2). VIII in xylene heated gave RBr. VII (1 g.) in 10 cc. xylene treated with 3 g. iodine in 10 cc. hot xylene, the mixture cooled, filtered, the residue washed with EtOH, shaken with 45 g. Na2S2O3 in 200 cc. H2O and with Et2O, and the Et2O layer evaporated gave 0.49 g. 1-chloro-1′-iodoferrocene, m. 42-4° (MeOH). VIII (0.80 g.) in 10 cc. xylene with 3 g. iodine in 10 cc. xylene yielded similarly 0.44 g. 1-bromo-1′-iodoferrocene, m. 28-30° (MeOH). VI (1 g) and 1.7 g. CuCl2 in 120 cc. H2O treated with steam and the product isolated from the distillate with Et2O gave 0.60 g. III, m. 75-7° (EtOH). RBr (0.60 g.) and 1.5 g. Cu phthalimide heated 2 h. at 135-40°, extracted with Et2O, and the extract worked up gave 0.48 g. N-ferrocenylphthalimide (IX), red crystals, m. 156-7° (EtOH). RCl (0.30 g.) and 1.5 g. Cu phthalimide gave similarly 0.24 g. IX. IX (0.3 g.), 0.5 cc. N2H4.H2O, and 5 cc. EtOH refluxed 40 min., diluted with H2O, extracted with Et2O, the Et2O solution extracted with 10% H2SO4, and the acidic extract basified with 10% aqueous KOH yielded 0.15 g. RNH2, m. 153-5°; N-Ac derivative m. 169-71°. RBr (0.30 g.) and 2 g. CuCN heated 2 h. at 135-40° and the product isolated with Et2O gave 0.20 g. RCN, m. 105.5-6.5°, also obtained in 42% yield from RCl and CuCN in C5H5N during 3 h. at 140-5°. RCl (2.5 g.) and 7.5 g. Cu(OAc)2 in 300 cc. 50% EtOH refluxed 15-20 min., diluted with H2O, and the product isolated with Et2O gave 2.3 g. ROAc, m. 64.5-6.5° (aqueous EtOH). RBr (0.30 g.) and 1.0 g. Cu(OAc)2 in 30 cc. 50% EtOH gave similarly 0.25 g. ROAc. I (2.5 g.) in 250 cc. hot H2O treated with 4.35 g. Cu(OAc)2 in hot H2O, the mixture cooled after 10 min., extracted with Et2O, and the residue from the extract treated with petr. ether left 0.42 g. R2, m. 230-2° (decomposition) (EtOH); the petr. ether solution evaporated gave 1.56 g. ROAc, m. 64.5-66° (EtOH). I (0.5 g.) in 60 cc. H2O and 1.0 g. Cu(O2CEt)2 in 40 cc. H2O yielded 0.30 g. EtCO2R, m. 30-1° (EtOH), and 0.08 g. R2. PhMgBr from 0.7 g. PhBr and 0.14 g. Mg in 10 cc. absolute Et2O treated under N with cooling with 0.44 g. ROAc in 5 cc. Et2O, the mixture stirred 1 h. at room temperature, decomposed with aqueous NH4Cl, and the Et2O phase worked up gave 0.23 g. MePh2COH, m. 79-81° (petr. ether); the alk. extract of the Et2O phase treated with CO2 precipitated 0.22 g. ROH, m. 166-70° (under N)(H2O). ROAc (0.40 g.), 6 cc. 10% aqueous KOH, and 8 cc. EtOH refluxed 50 min., the EtOH evaporated, the residual dark brown solution filtered, diluted to 13 cc., and treated with CO2 gave 0.29 g. ROH. VI (2 g.) in hot H2O refluxed with 5.4 g. Cu(OAc)2, cooled, and the product isolated with Et2O yielded 1.62 g. 1,1′-ferrocenylene diacetate (X), m. 55-6° (hexane). V (0.83 g.) and 2.2 g. Cu(OAc)2 gave similarly 0.66 g. X. II (2 g.) in 400 cc. hot H2O and 5.8 g. Cu(OAc)2 heated 40 min. on the water bath and the product isolated with Et2O yielded 0.90 g. X, m. 55-5.5° (hexane). IV (0.3 g.) and 1 g. Cu(OAc)2 in 30 cc. 50% EtOH refluxed 1 h., diluted with H2O, extracted with Et2O, and the extract worked up gave 0.16 g. X, m. 55.5-56° (hexane). X heated 10 min. with 20% aqueous KOH on the water bath and treated with CO2 gave 1,1′-dihydroxyferrocene (XI), yellow air-sensitive crystals, which with BzCl and alkali gave the dibenzoate. XI (from 0.80 g. X) in dry Et2O treated 1.5 h. with a stream of air, washed, and evaporated yielded 60 mg. dimeric cyclopentadienone, b8 120°, m. 96-8°. The hydrolyzates from ROAc and X treated under N with alkali, BzCl, and PhSO2Cl yielded the following compounds (% yield and m.p. given): ROBz, 85, 108.5-9.5°; ROSO2Ph, 90, 90-90.5°; dibenzoate of XI, 68, 114-15°; dibenzenesulfonate of XI, 72, 119.5-20.5°. ROAc (0.3 g.) and 0.5 cc. Me2SO4 in 5 cc. MeOH treated with 1.25 cc. 50% aqueous KOH gave 90% ROMe, m. 39.5-40.5°. X (0.20 g.) in 20 cc. MeOH treated with 3 cc. Me2SO4 yielded 95% 1,1′-dimethoxyferrocene, m. 35-6° (hexane). ROH and XI in 10% aqueous KOH refluxed 3 h. under N with 100% excess ClCH2CO2H, acidified with 10% H2SO4, and the product isolated with Et2O yielded 82% ROCH2CO2H, m. 136-7.5°, and 76% O,O’-(1,1′-ferrocenylene)diglycolic acid, m. 168.5-9.5° (H2O). ROH (0.30 g.), 1.5 g. powd. K2CO3, and 0.55 cc. CH2:CHCH2Br in 7 cc. absolute Me2CO refluxed 2 h. with stirring under N, diluted with H2O, extracted with Et2O, and the extract worked up gave 0.30 g. ROCH2CH:CH2, m. 28-30° (MeOH), which heated under N at 215-20° gave ROH.

There are many compounds similar to this compound(1273-73-0)Reference of Bromoferrocene. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.

Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Rhode, Constantin; Lemke, Jessica; Lieb, Max; Metzler-Nolte, Nils researched the compound: Bromoferrocene( cas:1273-73-0 ).Safety of Bromoferrocene.They published the article 《Synthesis of perfluoroalkylthio-substituted ferrocenes》 about this compound( cas:1273-73-0 ) in Synthesis. Keywords: ferrocene perfluoroalkylthio preparation redox reaction potential electrochem; trifluoromethylation ferrocene nucleophilic substitution reaction. We’ll tell you more about this compound (cas:1273-73-0).

Mono- and bis(trifluoromethylthio)-substituted and perfluorooctanesulfonylferrocene derivatives were prepared by nucleophilic substitution reactions on the ferrocene core. Thus, Hg(SCF3)2 was activated in situ by Cu and used for nucleophilic displacement reactions of bromide. Trifluoromethylsulfonylferrocene was not accessible by this method. The reaction of lithioferrocene with trifluoromethylsulfonyl chloride gave chloroferrocene in small yield, presumably due to the high lattice energy of solid LiF. On the other hand, the known trifluoromethylferrocene was obtained as the only isolable compound from the photochem. reaction of CF3SSCF3 with ferrocene. The same product was detected in small amounts in the reaction of chloromercuryferrocene with trifluoromethylsulfonyl chloride. It thus appears that most established methods for trifluoromethylation of purely organic compounds fail for ferrocene due to concurring redox reactions. The new compounds have been comprehensively characterized by elemental analyses, NMR and IR spectroscopy, mass spectrometry, and electrochem. The SCF3 group appears to be almost as electron-withdrawing as a trifluoromethyl group on the ferrocene core.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com