Analyzing the synthesis route of 130-03-0

130-03-0 Benzo[b]thiophen-3(2H)-one 10986413, abenzothiophene compound, is more and more widely used in various fields.

130-03-0, Benzo[b]thiophen-3(2H)-one is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 5 mL flame-dried microwave flask was added benzo[b]thiophen-3(2H)-one (0.24 mmol, 0.12 equiv) and 5-aryl-2-formylpyrrole (0.2 mmol, 0.1 equiv). The flask was capped with analuminume-PTFE crimp cap, sealed, and evacuated and backfilled with nitrogen three times. To the flask was then added anhydrous toluene (2 mL, 0.1M in aldehyde) and piperidine (10 mL, 0.1 mmol,0.5 equiv). The flask was transferred to a pre-warmed oil bath set to 111 C and stirred for 2 h. After 2 h the flask was removed from theoil bath and cooled to room temperature and then to 0 C in a water-ice bath. To the flask was added hexanes (5 mL) and the flask was allowed to sit for an addition 10-30 min. The mixture was the filtered, and the precipitate was then triturated with hexanes to until the filtrate ran clear to provide the pure product as a red, blue,or purple solid depending on the substrate., 130-03-0

130-03-0 Benzo[b]thiophen-3(2H)-one 10986413, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Zweig, Joshua E.; Ko, Tongil A.; Huang, Junrou; Newhouse, Timothy R.; Tetrahedron; vol. 75; 34; (2019);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 95-15-8

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95-15-8, Step A 2-Iodobenzothiophene Under a nitrogen atmosphere a stirred solution of 25.0 grams (0.186 mole) of benzothiophene in 250 ml of dry tetrahydrofuran was cooled to -65 C., and 69.8 ml (0.186 mole) of n-butyllithium (2.7M in hexane) was added dropwise keeping the reaction mixture temperature below -60 C. Upon completion of addition, the reaction mixture was stirred for five minutes and then was allowed to warm to 0 C. After this time a solution of 50.8 grams (0.200 mole) of iodine in 180 ml of tetrahydrofuran was added dropwise keeping the reaction mixture temperature below 10 C. Upon completion of addition, the reaction mixture was allowed to warm to ambient temperature where it was quenched with an aqueous solution saturated with sodium metabisulfite. The reaction mixture was placed in a separatory funnel, and the organic layer was separated. The organic layer was washed with one portion of an aqueous solution saturated with sodium metabisulfite and with one portion of an aqueous solution saturated with sodium chloride. The aqueous layers were combined and washed with diethyl ether. The ether washes were combined with the organic layer, and the combination was dried with sodium sulfate. The mixture was filtered, and the filtrate was concentrated under reduced pressure to a residue. The residue was dissolved in diethyl ether and reconcentrated under reduced pressure to a residue. The residue was dissolved in warm hexane and eluted through a column of silica gel. The elude was concentrated under reduced pressure to a volume of approximately 100 ml, and a solid crystallized from the solution. The mixture was cooled, and the solid was collected by filtration, yielding in two crops 18.9 grams of 2-iodobenzothiophene.

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FMC Corporation; US5073564; (1991); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 20699-85-8

As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

20699-85-8, Methyl 5-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 3 (255 mg, 1.062 mmol) and compound 4 (200 mg, 0.965 mmol) were dissolved in DMF (3.22 mL). EDC (222 mg, 1.158 mmol) was added to the reaction mixture, followed by DMAP (118 mg, 0.965 mmol) and the reaction was stirred at rt overnight. The reaction mixture was diluted with EtOAc and was washed with sat’d NH4Cl, brine, dried over Na2S04, filtered and concentrated. The crude product was purified by silica gel chromatography (0% to 40% EtOAc/hexanes) to obtain compound 5 as an orange-white solid (300 mg, 0.699 mmol, 72% yield). LCMS = 6.014 min (8 min method). Mass observed (ESI+): 430.05 (M+H). 1H NMR (400 MHz, DMSO-i): d 1.46 (s, 9H), 3.83 (s, 3H), 3.89 (s, 3H), 6.97 (d, J = 8.8 Hz, 2H), 7.79 (d, J = 9.0 Hz, 1H), 7.97 (d, J = 8.9 Hz, 1H), 8.18 (s, 1H), 8.49 (s, 1H), 9.14 (s, 1H), 9.98 (s, 1H)., 20699-85-8

As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; CHARI, Ravi, V.J.; (312 pag.)WO2019/133652; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 24434-84-2

As the paragraph descriping shows that 24434-84-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24434-84-2,Benzo[b]thiophene-3-carbonitrile,as a common compound, the synthetic route is as follows.

General procedure:To a stirred solution of benzo[b]thiophene-3-carbonitrile (1.23 g, 7.7 mmol) in appropriate anhydrous solvent (15 mL) were slowly added 3 equiv of bromine (1.2 mL, 23.1 mmol). The resulting mixture was stirred at room temperature overnight. If the reaction was not complete (as observed by TLC or 1H NMR), additional bromine was added (0.5 equiv per 0.5 equiv) until total consumption of the starting material. Then the mixture was partitioned between CH2Cl2 (120 mL) and 10% aqueous NaHCO3 solution (120 mL). To this biphasic solution was added dropwise, under vigorous stirring, saturated aqueous Na2S2O3 solution until discoloration of the organic medium. The organic layer was separated, and the aqueous layer was extracted twice with CH2Cl2 (2 ¡Á 50 mL). The combined extract was dried (MgSO4), filtered and concentrated under vacuum. The resulting residue was purified by flash chromatography (SiO2, cyclohexane/EtOAc 93:7) to afford the pure desired product.To a stirred solution of benzo[b]thiophene-3-carbonitrile (1.23 g, 7.7 mmol) in appropriate anhydrous solvent (15 mL) were slowly added 3 equiv of bromine (1.2 mL, 23.1 mmol). The resulting mixture was stirred at room temperature overnight. If the reaction was not complete (as observed by TLC or 1H NMR), additional bromine was added (0.5 equiv per 0.5 equiv) until total consumption of the starting material. Then the mixture was partitioned between CH2Cl2 (120 mL) and 10% aqueous NaHCO3 solution (120 mL). To this biphasic solution was added dropwise, under vigorous stirring, saturated aqueous Na2S2O3 solution until discoloration of the organic medium. The organic layer was separated, and the aqueous layer was extracted twice with CH2Cl2 (2 ¡Á 50 mL). The combined extract was dried (MgSO4), filtered and concentrated under vacuum. The resulting residue was purified by flash chromatography (SiO2, cyclohexane/EtOAc 93:7) to afford the pure desired product., 24434-84-2

As the paragraph descriping shows that 24434-84-2 is playing an increasingly important role.

Reference£º
Article; Liger, Francois; Pellet-Rostaing, Stephane; Popowycz, Florence; Lemaire, Marc; Tetrahedron Letters; vol. 52; 29; (2011); p. 3736 – 3739;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 5381-20-4

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

5381-20-4, [0142] Synthesis of Compound 2-1 [0143] 4.22 g (30 mmol) of thieno[3,2:b]thiophene is dissolved in 50 mL of dry ether, and the resultant is added in dropwise fashion to 100 mL of dry ether solution in which 25 mL of 2.5M butyl lithium solution dissolved in hexane is contained and is cooled to 0 C. The temperature is slowly increased to room temperature (24 C.) and agitation for two hours is performed at room temperature. 10 g (62 mmol) of benzothiophene-3-aldehyde is slowly added in a dropwise fashion to the resultant haze solution and is agitated overnight. 100 mL of ammonium chloride saturated solution is added. Precipitated materials are filtered and the filtered product is washed with water and ether to a Compound 2-1 (yield 70%). [0144] 1H NMR (300 MHz, CDCl3): delta ppm 7.89 (m, 2H), 7.77 (m, 2H), 7.59 (s, 2H), 7.35 (m, 4H), 7.13 (s, 2H), 6.44 (d, 2H), 2.56 (d, 2H).

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

Reference£º
Patent; SAMSUNG ELECTRONICS CO., LTD.; PARK, Jeong Il; LEE, Bang Lin; LEE, Ji Youl; CHUNG, Jong Won; US2013/116447; (2013); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 6314-28-9

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.,6314-28-9

General procedure: Compounds 9e-35e were obtained by using one-pot reaction. A mixture of aromatic acid (6.30 mmol), EDCI (7.50 mmol), DMAP (0.60 mmol), and anhydrous dichloromethane (20 mL) was stirred to dissolve, then decane-diamine (3 mmol) was added and stirred at room temperature for 12 h. The mixture solution was filtered under reduced pressure. After that, the residue was washed with little amount of CH2Cl2and water successively, and dried to give the solid. Then, the residue was purified on preparative TLC eluted with chloroform/methanol = 40:1-7:1 to yield compounds 26e, 28e, 30e, and 31e.

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Article; Wang, Jiawen; Hong, Ge; Li, Guoliang; Wang, Wenzhi; Liu, Tianjun; Molecules; vol. 24; 24; (2019);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 17347-32-9

17347-32-9, 17347-32-9 6-Bromobenzothiophene 12744400, abenzothiophene compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-32-9,6-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

(b) Benzo[b]thiophene-6-carboxaldehyde. A mixture of 6-bromobenzo[b]thiophene [9.6 g; prepared according to Nippon Kagaku Zasshi, 88, 758 (1967): Chem. Abstr., 69, 59018q (1968)], magnesium (1.64 g), and 1,2-dibromoethane (4.23 g) in anhydrous diethyl ether (90 ml) was stirred and gently heated for 3 hr. N-formylpiperidine (5.09 g) in anhydrous diethyl ether (15 ml) was added to the cooled mixture which was subsequently allowed to stand for 12 hr. the mixture was poured into a dilute hydrochloric acid solution. the dried (MgSO4) ether extract was evaporated and the residue was purified by column chromatography over silica gel with chloroform/hexane (1:8 v/v) elution to give benzo[b]thiophene-6-carboxaldehyde as yellow oil. Pmr spectrum (CDCl3; delta in ppm): 7.36 (1H, d); 7.68 (1H, d); 7.84 (2H, s); 8.16 (1H, s); 10.04 (1H, s).

17347-32-9, 17347-32-9 6-Bromobenzothiophene 12744400, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ICI Australia Limited; US4664693; (1987); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 35212-85-2

The synthetic route of 35212-85-2 has been constantly updated, and we look forward to future research findings.

35212-85-2, Methyl 3-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 3-Aminobenzothiophene (20A) To a solution of 3-amino-benzo[b]thiophene-2-carboxylic acid, methyl ester (1 g, 4.83 mmol, 1 eq) in 1-methyl-2-pyrrolidinone (8 mL) was added piperazine (2.08 g, 24.13 mmol, 5 eq). The reaction was stirred at 130 C. overnight. Ice was added, and the mixture was extracted with ethyl acetate. The organic extracts were washed twice with water, dried, and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel eluding with 40% ethyl acetate in hexanes to provide 600 mg (83%) of Compound 20A as a yellow oil., 35212-85-2

The synthetic route of 35212-85-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Salvati, Mark E.; Balog, James Aaron; Shan, Weifang; Giese, Soren; US2003/114420; (2003); A1;; ; Patent; Salvati, Mark E.; Balog, James Aaron; Shan, Weifang; Giese, Soren; Harikrishnan, Lalgudi S.; US2004/77606; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 95-15-8

95-15-8 Thianaphthene 7221, abenzothiophene compound, is more and more widely used in various fields.

95-15-8,95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzylthiophene and n-butyl lithium reaction to produce lithium salt, in the role of anhydrous copper chloride from the coupling of intermediates M63-1, NBS by bromine to be monobromo M63-2, with n-butyl lithium reaction To produce lithium salt, in the role of anhydrous copper chloride from the coupling of intermediates M63-3, NBS by bromine to obtain bis-bromide M63-4, and N-methyl-3-boronic acid by Suzuki coupling compound M63 (white solid, 53% yield).

95-15-8 Thianaphthene 7221, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; KUNSHAN VISIONOX DISPLAY CO., LTD.; TSINGHUA UNIVERSITY; BEIJING VISIONOX TECHNOLOGY CO., LTD.; BEIJING ETERNAL MATERIAL TECHNOLOGY CO., LTD.; QIU, YONG; FAN, HONG-TAO; WANG, XING; DUAN, LIAN; REN, XUE-YAN; (115 pag.)TWI583682; (2017); B;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 20699-86-9

20699-86-9, As the paragraph descriping shows that 20699-86-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-86-9,Methyl 5-nitrobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

Preparation of Methyl 5-aminobenzo[b]thiophene-2-Carboxylate In a 250 ml round-bottomed flask fitted with a Teflon stirrer and a reflux condenser, methyl 5-nitrobenzo[b]thiophene-2-carboxylate (10 g, 42.18 mmole) was dissolved in ethanol (100 ml). Tin (II) chloride dihydrate (5 equivalents, 47.60 g, 211 mmole) was added in one lot and the resulting slurry was reluxed for 18 hours while being stirred. The reaction mixture was cooled to room temperature, transferred to a 2000 ml Erlenmeyer flask, and carefully quenched with 5% sodium bicarbonate solution (aprroximately 700 ml) until effervescense was no longer detected. The resulting precipitate was filtered off and air-dried. The dried solid was dissolved in hot ethanol (500 ml), and filtered to remove undissolved material. The filtrate was evaporated in vacuo to give 8.564 g (96%) of methyl 5-aminobenzo[b]thiophene-2-carboxylate.

20699-86-9, As the paragraph descriping shows that 20699-86-9 is playing an increasingly important role.

Reference£º
Patent; Geron Corporation; US5863936; (1999); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem