Tag: 200-300

Unimolecular heteroaromatic photoinitiators was written by Neckers, Douglas C.;Wagenaar, Frank L.. And the article was included in Tetrahedron Letters in 1984.Recommanded Product: 2,3-Dibromobenzo[b]thiophene This article mentions the following:

The synthesis and use for polymerization of new photoinitiators, I  [92613-07-5] and II  [92613-08-6] based on benzo[b]thiophene, is reported. The effectiveness of I and II for polymerization of Me methacrylate is compared to that of 2,3-dibromobenzo[b]thiophene  [6287-82-7]. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Recommanded Product: 2,3-Dibromobenzo[b]thiophene).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.Recommanded Product: 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Metal-directed synthesis of quadruple-stranded helical Eu(III) molecular switch: a significant improvement in photocyclization quantum yield was written by Zhang, Yuan;Zhou, Yanyan;Gao, Ting;Yan, Pengfei;Li, Hongfeng. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Product Details of 10243-15-9 This article mentions the following:

The self-assembly of a quadruple-stranded Eu(III) helicate induces the conformation transformation of a DAE-based photochromic ligand from parallel to antiparallel, which brings a significant improvement in the photocyclization quantum yield (Φ_o-c) as compared with the free ligand. Furthermore, the photocontrolled open- and closed-rings of the ligand realized a reversible modulation toward Eu³⁺ center emission. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Product Details of 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Product Details of 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives was written by Mitsudo, Koichi;Kurimoto, Yuji;Mandai, Hiroki;Suga, Seiji. And the article was included in Organic Letters in 2017.Application of 6287-82-7 This article mentions the following:

The synthesis of 3-benzo[b]thienyl 3-thienyl ether and its dehydrogenative cyclization leading to benzodithienofuran (BDTF; [1]benzothieno[3,2-b]thieno[2,3-d]furan) are described for the first time. Further transformation of BDTF to more π-extended BDTF derivatives and their fundamental phys. properties are also studied. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Application of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Application of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis and evaluation of dual wavelength fluorescent benzo[b]thiophene boronic acid derivatives for sugar sensing was written by Akay, Senol;Yang, Wenqian;Wang, Junfeng;Lin, Li;Wang, Binghe. And the article was included in Chemical Biology & Drug Design in 2007.Reference of 6287-82-7 This article mentions the following:

Cell surface glycoproteins have been known to play very important roles in various physiol. and pathol. processes. Small mol. compounds capable of carbohydrate recognition can be very useful for the development of sensing, diagnostic, and therapeutic agents. Along this line, the authors are interested in developing water-soluble fluorescent boronic acid compounds for carbohydrate recognition. As such, a series of benzo[b]thiophene boronic acid derivatives have been synthesized and their fluorescent properties analyzed at physiol. pH. Benzo[b]thiophene derivatives were a new type of fluorescent reporter compounds capable of dual fluorescent emission under physiol. pH conditions. Many of the synthesized Compounds showed unusual emission wavelength shifts upon binding of sugars. These boronic acids will be useful tools for building glycoprotein biosensors for biol. applications. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Reference of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Reference of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Reconfigurable Cascade Circuit in a Photo- and Chemical-Switchable Fluorescent Diarylethene Derivative was written by Li, Zhan-Xian;Liao, Long-Yan;Sun, Wei;Xu, Chun-Hu;Zhang, Chao;Fang, Chen-Jie;Yan, Chun-Hua. And the article was included in Journal of Physical Chemistry C in 2008.Recommanded Product: 10243-15-9 This article mentions the following:

A new unsym. diarylethene derivative 1-{4-(5-methoxy-2-(2-pyridyl)thiazolyl)}-2-{3-(2-methylbenzo[b]thiophenyl)}hexafluorocyclopentene (1) was designed and synthesized. Fluorescence behaviors of 1 are multiswitched through protonation, coordination, and photochem. reactions due to the existence of multiple binding sites. Thus, the cooperation of chem. and optical input signals cascades several fundamental logic gates within the open form (1O) or closed form (1C) of 1, and the logic functions in 1O and 1C are reversible with photo-switch. Furthermore, photo-switch reversibly reconfigures logic functions from an INHIBIT logic gate (1C) to a half-subtractor (1O). In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Recommanded Product: 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It is also used in the manufacturing of dyes such as thioindigo.Recommanded Product: 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

5-Bromothianaphthene derivatives was written by Matsuki, Yasuo;Shoji, Fusaji. And the article was included in Nippon Kagaku Zasshi in 1965.COA of Formula: C10H7BrO2S This article mentions the following:

p-BrC₆H₄SH (10.3 g.) in 2 g. Na and 50 ml. EtOH was treated with 10 g. MeCHBrCH(OMe)₂ to give 4 g. p-BrC₆H₄SCH₂CH₂CH(OMe)₂ (I), b₇ 168-9°. Similarly, p-BrC₆H₄SCH₂Ac (II), b₁₀ 164-5°, m. 64-5°, and pBrC₆H₄SCH₂Bz (III), m. 82-3°, were prepared in 76 and 44% yields, resp. Heating 3 g. I with 20 ml. polyphosphoric acid and 17 g. P₂O₅ 2 hrs. at 180° gave 0.9 g. 2-methyl-5-bromothianaphthene, m. 91-2°. Similarly, II and III gave 3-methyl-5-bromothianaphthene, b₁₀ 151-2°, m. 40-1°, and 2-phenyl-5-bromothianaphthene (IV), m. 186-7°, in 31 and 35.2% yields, resp. Desulfurization of IV with Raney Ni gave (PhCH₂)₂. 5-Bromothianaphthene (V) (10.5 g.) in Et₂O was treated with BuLi from 0.4 g. Li, 6.7 g. BuBr, and 80 ml. Et₂O and poured onto solid CO₂ to give 8.5 g. 5-bromothianaphthene-2-carboxylic acid (VI), m. 234-5°; Me ester m. 97-8°. Treating 5 g. VI with SOCl₂ in C₆H₆ gave chloride, m. 76-8°, 4.5 g. of which was treated with Me₂Cd (from 5.2 g. MeI, 1 g. Mg, 50 ml. Et₂O, and 1.9 g. CdCl₂) to give 2.6 g. 2-acetyl-5-bromothianaphthene (VII), m. 112-13°; 2,4-dinitrophenylhydrazone m. 288-9°. Treating 0.5 g. VII with 0.5 g. H₂SO₄, 6 ml. AcOH, and 0.25 g. NaN₃ at 85° and heating 8 hrs. at 95-8° gave 0.15 g. 2-acetamido-5-bromothianaphthene, m. 238-9°, which was hydrolyzed to 2-amino-5bromothianaphthene sulfate, m. 250-5° (decomposition). V (5.7 g.) was lithiated as above and treated with 4.5 g. Br to give 2.1 g. 2,5-dibromothianaphthene, m. 66.5-7.5°. 5-Bromo-2-thianaphthenyllithium (VIII) was treated with HCONMe₂ to give 73% 2formyl-5-bromothianaphthene (IX), m. 119-20°. Heating IX, CH₂(CO₂H)₂, C₅H₅N, and piperidine gave 68% 3-(5-bromo-2thianaphthenyl)acrylic acid, m. 262-3°, which was reduced with 5% Na-Hg in EtOH-dioxane-H₂O containing Na₂CO₃ to give 61% 3-(5-bromo-2-thianaphthenyl)propionic acid, m. 122-4°. VIII from 3.2 g. V was treated with 3 g. CuCl₂ to give 0.9 g. bis(5bromo-2-thianaphthenyl), m. 192-3°. V (3 g.) was treated with BuLi from 0.24 g. Li and 2.7 g. BuBr and carbonated to give thianaphthene-2,5-dicarboxylic acid, m. >310°; di-Me ester m. 152-3°. Adding 6.4 g. AlCl₃ to 10 g. V and 3.7 g. AcCl in 50 g. PhNO₂ gave 8 g. 3-acetyl-5-bromothianaphthene (X), m. 91-2°. Oxidation of × with NaOCl gave 5-bromothianaphthene-3-carboxylic acid, m. 285-6°; Me ester m. 78-9°. Schmidt reaction of × as above gave 70% 3-acetamido-5-bromothianaphthene, m. 226-7°, which was hydrolyzed to give 3-amino-5-bromothianaphthene sulfate, m. 235-40° (decomposition). V (5.7 g.) and 3.6 g. NaOAc in 20 ml. CHCl₃ was treated with 5.6 g. Br in 10 ml. CHCl₃ to give 6.1 g. 3,5-dibromothianaphthene (XI), m. 98-9°. Treating 1.4 g. XI with 2.7 g. MeI and 1.4 g. Mg in Et₂O and treating the product with solid CO₂ gave 77.3% thianaphthene-3,5-dicarboxylic acid, m. >310°. The results of substitution were compared with electron d. from mol. orbital calculations In the experiment, the researchers used many compounds, for example, Methyl 5-bromobenzo[b]thiophene-2-carboxylate (cas: 7312-11-0COA of Formula: C10H7BrO2S).

Methyl 5-bromobenzo[b]thiophene-2-carboxylate (cas: 7312-11-0) belongs to benzothiophene derivatives. Benzothiophene is used as starting material for the synthesis of bioactive molecules. The core structure is a part of various pharmaceutical substances and natural products. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.COA of Formula: C10H7BrO2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Ladder-type π-conjugated 4-hetero-1,4-dihydrophosphinines: A structure-property study was written by Ren, Yi;Baumgartner, Thomas. And the article was included in Chemistry – An Asian Journal in 2010.Application In Synthesis of 2,3-Dibromobenzo[b]thiophene This article mentions the following:

π-Conjugated six-membered 1,4-dihydrophosphinines containing a heteroatom (Si, P, S) at the 4 position were synthesized and systematically studied. X-ray crystallog. analyses showed that the central six-membered heterocyclic rings are almost planar. The sum of the angles around the phosphorus atom increases by 23° from the trivalent phosphorus to the phosphonium atom in the thiaphosphinine system, which is consistent with the NMR spectroscopic studies. UV/Vis spectroscopy and theor. calculations revealed that the communication between the phosphorus center and the benzothiophene moiety is enhanced by the incorporation of a sulfur atom into the mol. scaffold. The increased conjugation endows the thiaphosphinines with interesting emission properties. Theor. calculations supported the postulation that the orbital coupling between the π system and a σ* orbital could be enhanced in the thiaphosphinine system, especially through a phosphonium center. Cyclic voltammetry studies revealed that the thiaphosphinine oxide, thiaphosphonium, and cis-diphosphinine oxide exhibit quasi-reversible reduction processes, which demonstrate that simple changes in the bridge heteroatoms help to efficiently tune the redox properties of the ladder-type 4-hetero-1,4-dihydrophosphinines. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Application In Synthesis of 2,3-Dibromobenzo[b]thiophene).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Application In Synthesis of 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis of 6-thiaellipticine and related compounds via heterocyclic o-quinodimethane intermediates was written by Kano, Shinzo;Mochizuki, Naoki;Hibino, Satoshi;Shibuya, Shiroshi. And the article was included in Journal of Organic Chemistry in 1982.Recommanded Product: 10243-15-9 This article mentions the following:

Pyrolysis of tertiary alcs. I (R = 2-pyridyl, R¹ = Me,Et) at 400 °C for 7 min gave benzo[b]thieno[3,2-g]quinolines II (R² = H, Me) and benzo[b]thieno[2,3-g]isoquinolines III (R² = H, Me) through cyclization of the corresponding benzo[b]thiophene-2,3-quinodimethane intermediates. Pyrolysis of I (R = 3-pyridyl, R¹ = Me,Et) afforded benzo[b]thieno[3,2-g]isoquinolines IV (R² = H, Me). Pyrolysis of V gave 5-methyl-benzo[b]thieno[2,3-g]isoquinoline and III (R² = H, Me). The alcs. VI (R³R⁴ = CH:CHCH:CH, X = O, S; R³ = R⁴ = H, X = S; R³R⁴ CH:NCH:CH, X = S) underwent similar cyclizations. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Recommanded Product: 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene is used as starting material for the synthesis of bioactive molecules. The core structure is a part of various pharmaceutical substances and natural products. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Recommanded Product: 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis and photochromic properties of novel pyridine-containing diarylethenes was written by Liu, Gang;Liu, Ming;Pu, Shouzhi;Fan, Congbin;Cui, Shiqiang. And the article was included in Dyes and Pigments in 2012.Product Details of 10243-15-9 This article mentions the following:

Three isomeric pyridine-containing diarylethenes were synthesized to study the effects of nitrogen atom position (ortho, para, meta) on their photochromic properties. Among these diarylethenes, the example with the nitrogen atom at the ortho-position of pyridine displayed the largest absorption maximum and molar absorption coefficients The cyclization quantum yields increased in order of para < meta < ortho, whereas their cycloreversion quantum yields decreased in order of para > meta > ortho. Compared to the diarylethene with terminal Ph ring, those with a terminal pyridine showed enhanced cyclization quantum yields and emission intensities. Moreover, these pyridine-containing diarylethenes exhibited multi-addressable switching behavior under the stimulation of both proton and light. Addition of trifluoroacetic acid to the solutions of the diarylethenes resulted in notable color change, and their N-protonated forms also possessed excellent photochromism. These results indicated that the nitrogen atom position played a pivotal role in the process of photoisomerization of the diarylethenes. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Product Details of 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Product Details of 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

New derivatives of thianaphthene was written by Ried, Walter;Bender, Heinz. And the article was included in Chemische Berichte in 1955.COA of Formula: C8H4Br2S This article mentions the following:

2-Formylthianaphthene (I) (4.87 g.) and 5.37 g. hippuric acid heated 45 min. with 2.46 g. anhydrous NaOAc and 30 g. Ac₂O and poured into H₂O gave 95% 2-phenyl-4-(2-thianaphthenylmethylene)-2-oxazolin-5-one (II), C₁₈H₁₁NO₂S, m. 206° (from C₆H₆) which gave 74% α-amino-2-thianaphthenepropionic acid, C₁₁H₁₁NO₂S, m. 258° (decomposition) (from aqueous EtOH)[R_f 0.79 (PhOH:H₂O-4:1)], with P and HI. II and 2% alc. aqueous NaOH refluxed 20 min. gave 73% α-benzamido-2-thianaphtheneacrylic acid (III), C₁₈H₁₃NO₃S, m. 245° (decomposition) (from MeOH), reduced (Pt, MeOH) to α-benzamido-2-thianaphthenepropionic acid, C₁₈H₁₅NO₃S, m. 178.5-9° (from MeOH). III heated 1 hr. with Na₂CO₃ and wet H saturated Raney Ni gave Ph(CH₂)₃CH(NHBz)CO₂H, C₁₈H₁₉NO₃, m. 187.5° (from MeOH). I and malonic acid heated 4 hrs. with pyridine, the excess aldehyde steam distilled and the residue acidified gave 75% 2-thianaphtheneacrylic acid (IV), C₁₁H₁₈O₂S, m. 231° (from H₂O). IV reduced to the propionic acid, C₁₁H₈O₂S, m. 138.5° (from MeOH). Similarly malonic acid and 3-formylthianaphthene gave 3-thianaphtheneacrylic acid, m. 225° (from MeOH). I and Br 10 hrs. at room temperature gave 80% 3-bromo-2-formylthianaphthene, C₉H₅BrOS, m. 118-18.5° (from AcOH), which yielded 59% 3-bromo-2-thianaphthenecarboxylic acid (V) when gently heated with 20 g. KMnO₄ in 100 ml. H₂O and 300 ml. Me₂CO and allowed to stand 20 hrs.; V was also obtained in 15% yield by brominating the Na salt of 2-thianaphthenecarboxylic acid 8 days in daylight, or in 79% yield from dibromothianaphthene (VI), BuLi, and CO₂. VI was prepared in 85% yield from Br and thianaphthene (12 hrs.). I with Ac₂O and ZnCl₂ in 24 hrs. gave 2-(diacetoxymethyl)thianaphthene, C₁₃H₁₂O₄S, m. 94° (from petr. ether). In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7COA of Formula: C8H4Br2S).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.COA of Formula: C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem