Simple exploration of 34761-09-6

34761-09-6 Ethyl 3-aminobenzo[b]thiophene-2-carboxylate 731510, abenzothiophene compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34761-09-6,Ethyl 3-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A 100 mL RBF was charged with ethyl 3-aminobenzo[b]thiophene-2-carboxylate (17.7 g, 80 mmol), treated with formamide (60.6 mL, 1520 mmol) and heated to 190 C. for 2 hrs. Precipitate formed upon cooling. The solid precipitate was collected by filtration and washed with ether, then recrystallized from ethanol/tetrahydrofuran. Benzo[4,5]thieno[3,2-d]pyrimidin-4(3H)-one (9.9 g, 61% yield) was obtained., 34761-09-6

34761-09-6 Ethyl 3-aminobenzo[b]thiophene-2-carboxylate 731510, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; Universal Display Corporation; Joseph, Scott; Kwang, Raymond; Lee, Chi Hang; Shia, Chuan Jun; Ram, SiV Cheung; (131 pag.)KR2015/9461; (2015); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 4923-87-9

4923-87-9, As the paragraph descriping shows that 4923-87-9 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.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

To a pre-dried flask equipped with a condenser is added magnesium (568 mg, 23.4 mmol) and Et20 (5 mL). To this is ADDED-1/10 OF a solution of iodomethane (1.66 g, 11.7 mmol) and 5-bromo-benzo [b] thiophene (500 mg, 2.34 mmol) in Et20 (8 mL). After adding 2-3 crystals of iodine, the reaction mixture is heated to reflux using a hot water bath. After a few minutes the iodine coloration fades and another portion (-0. 5 mL) of the IODOMETHANE/5-BROMO-BENZO [b] thiophene solution is added. The water bath is removed and further additions (-0. 5 mL) are added such that reflux is sustained. After complete addition, reflux is maintained for 30 min using a hot water bath. The Grignard solution is then cooled TO 0 C and 3-pentanone (1.20 g, 14.0 mmol) is added dropwise. After 30 min, the ice is removed and the reaction mixture is stirred for 2 h. After cooling to 0 C9 the reaction is quenched with H20 (10 mL) and saturated aqueous NH4C1 (15 mL) and is diluted with Et2O (100 mL). The organic layer is washed with brine (35 ML) dried (MGS04), FILTERED and concentrated. The reaction residue is subjected to flash chromatography (silica gel, 90: 10 petroleum ETHER/ET2O) to afford impure sub-title compound (-500 mg). Most of the impurity is removed under high vacuum (-2 d) to yield slightly impure sub-title compound (323 MG, 62#x0025;). RF 0. 43 (4: 1 Hex/EtOAc). 1H NMR (300 MHZ, CDCL3) # 0.77 (T, J = 7.4 HZ, 6H), 1.70 (S, 1H), 1.80-1.98 (SYM M, 4H), 7.32 (d, J= 5.4 Hz, 1H), 7.34 (dd, J= 1. 6,8. 5 Hz, 1H), 7.42 (d, J= 5.4 Hz, 1H), 7.82 (d, J=8. 5HZ, LH), 7.87 (d, J=1. 6 HZ, 1H).

4923-87-9, As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/67529; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 5381-20-4

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 ¡Á 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid.1 H NMR (400 MHz, CDCl 3 ): delta = 10.75 (s, 1 H), 8.68 (d, J = 8.1 Hz, 1 H),7.76 (d, J = 8.0 Hz, 1 H), 7.47-7.43 (m, 1 H), 7.38-7.34 (m, 1 H), 1.66 (s,9 H).13 C NMR (101 MHz, CDCl 3 ): delta = 185.9, 172.5, 138.7, 135.6, 129.4,125.9, 125.0, 124.8, 121.3, 36.6, 33.3.HRMS (ESI): m/z calcd for C 13 H 15 OS + [M + H] + : 219.0838; found:219.0839., 5381-20-4

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
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.

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

General procedure: To a cold (-78 C) solution of 50 (16.6 g, 124 mmol) in THF (200 mL) was added n-BuLi (1.60 M in hexane; 78.5 mL, 124 mmol) and the mixture was stirred at -78 C for 1.5 h. To the reaction mixture was added a solution of 64 (29.0 g, 118 mmol) in THF (300 mL) and the mixture was stirred at -78 C for 2 h. To the reaction mixture was added H2O and Et2O and the organic layer was separated, dried over MgSO4, filtered and evaporated in vacuo. The resulting residue was purified by column chromatography on silica gel (EtOAc-hexane) to give alcohol as a pale yellow oil. To a cold (-20 C) solution of this oil (43.3 g, 114 mmol) in CH2Cl2 (800 mL) was added Et3SiH (36.5 mL, 229 mmol) and BF3¡¤OEt2 (15.2 mL, 120 mmol) and the mixture was stirred at -20 C for 30 min. To the reaction mixture was added saturated aqueous sodium bicarbonate solution and the organic layer was separated, dried over MgSO4, filtered and evaporated in vacuo. The resulting residue was purified by column chromatography on silica gel (EtOAc-hexane) to give the title compound (66) (35.6 g, 86%) as a pale yellow oil.

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

Reference£º
Article; Imamura, Masakazu; Nakanishi, Keita; Suzuki, Takayuki; Ikegai, Kazuhiro; Shiraki, Ryota; Ogiyama, Takashi; Murakami, Takeshi; Kurosaki, Eiji; Noda, Atsushi; Kobayashi, Yoshinori; Yokota, Masayuki; Koide, Tomokazu; Kosakai, Kazuhiro; Ohkura, Yasufumi; Takeuchi, Makoto; Tomiyama, Hiroshi; Ohta, Mitsuaki; Bioorganic and Medicinal Chemistry; vol. 20; 10; (2012); p. 3263 – 3279;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 4521-30-6

As the paragraph descriping shows that 4521-30-6 is playing an increasingly important role.

4521-30-6, Benzo[b]thiophen-2-amine is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10.0 g (76.9 mmol) of 2-aminobenzothiol, 12.8 g (69.4 mol) of 4-bromobenzaldehyde and 130 mL of ethanol were added thereto, followed by stirring at room temperature for 6 hours. The reaction mixture was concentrated under reduced pressure and dried to obtain Crude Intermediate (11). The intermediate (11) was dissolved in 320 mL of dichloromethane and then stirred at room temperature with 2,3-dichloro-5,6-dicyano-p-benzoquinone (2,3-Dichloro-5,6-dicyano-p- 19.9 g (0.09 mol) of benzo-quinone, DDQ) was added slowly. After stirring overnight, the residue was purified by column chromatography to obtain 26.6 g (yield: 90.2%) of a white solid compound (intermediate (12))., 4521-30-6

As the paragraph descriping shows that 4521-30-6 is playing an increasingly important role.

Reference£º
Patent; Raepto Co., Ltd.; Oh Yu-jin; Han Gap-jong; Seok Mun-gi; Go Byeong-su; Im Cheol-su; Park Yong-pil; (34 pag.)KR102060645; (2019); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 5381-20-4

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5381-20-4, General procedure: An aqueous solution of NaOH (3M, 1.6mL) was added to a solution of aromatic ketone (1mmol) and 3-methoxybenzaldehyde (1.2 eq), in EtOH (1-2mL). The reaction was stirred at r.t for 18-24h. The reaction mixture was cooled in an ice-water bath and acidified to pH 2 with concentrated HCl (37%). The solid formed was filtered, washed with ethanol and then further purified by recrystallization from ethanol. When no precipitate occurred, the reaction mixture was extracted with dichloromethane and washed with water and brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. Column chromatography was then utilized to purify the desired product.

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Borsari, Chiara; Jimenez-Anton, Maria Dolores; Eick, Julia; Bifeld, Eugenia; Torrado, Juan Jose; Olias-Molero, Ana Isabel; Corral, Maria Jesus; Santarem, Nuno; Baptista, Catarina; Severi, Leda; Gul, Sheraz; Wolf, Markus; Kuzikov, Maria; Ellinger, Bernhard; Reinshagen, Jeanette; Witt, Gesa; Linciano, Pasquale; Tait, Annalisa; Costantino, Luca; Luciani, Rosaria; Tejera Nevado, Paloma; Zander-Dinse, Dorothea; Franco, Caio H.; Ferrari, Stefania; Moraes, Carolina B.; Cordeiro-da-Silva, Anabela; Ponterini, Glauco; Clos, Joachim; Alunda, Jose Maria; Costi, Maria Paola; European Journal of Medicinal Chemistry; vol. 183; (2019);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 360576-01-8

360576-01-8, The synthetic route of 360576-01-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.360576-01-8,Methyl 6-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

12184] A mixture of 500 mg of methyl 6-bromobenzo[b] thiophene-2-carboxylate, 494 mg of 4-(trifluoromethoxy) phenylboronic acid, 407 mg of lithium chloride, 352 mg of sodium carbonate, 107 mg of tetrakis(triphenylphosphine) palladium (0), 20 ml of 1 ,4-dioxane, and 10 ml of water was stirred for 3.5 hours a: 1000 C. Afier being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. Chloroform was added to the residues, and insoluble matter was separated by filtration. Afier water was added to the filtrate, extraction was performed using chloroform. The organic layer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel column chromatography, thereby obtaining 509mg of methyl 6-(4-trifluoromethoxyphenyl)benzo[b]thiophene-2-car- boxylate (hereinafier, described as a ?compound 45 of the present invention?)12185] Compound 45 of the Present Invention 12186] ?H-NMR (CDC13) oe: 8.09 (s, 1H), 8.03 (s, 1H),7.96-7.94 (n, 1H), 7.68-7.66 (m, 2H), 7.62-7.60 (m, 1H),7.34-7.32 (m, 2H), 3.97 (s, 3H)

360576-01-8, The synthetic route of 360576-01-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Mukumoto, Fujio; Tamaki, Hiroaki; Kusaka, Shintaro; Iwakoshi, Mitsuhiko; US2015/282482; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 24434-84-2

The synthetic route of 24434-84-2 has been constantly updated, and we look forward to future research findings.

24434-84-2, Benzo[b]thiophene-3-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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

The synthetic route of 24434-84-2 has been constantly updated, and we look forward to future research findings.

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 20699-86-9

20699-86-9 Methyl 5-nitrobenzo[b]thiophene-2-carboxylate 1489057, abenzothiophene compound, is more and more widely used in various.

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.

To the above product 6-Nitro-benzo[b]thiophene-2-carboxylic acid methyl ester (1 g, 0.004 mol) and SnCI2-H2O (4.85 g, 0.017 mol) was added concentrated HCI (20 ml_, 0.24 mol). The reaction was stirred at 80 0C for 1 hour, then cooled to low temperature. Then, the pH of the reaction mixture was raised to pH = 9 ~ 11 using 10% NaOH solution in water. The suspension was then filtered and residue was washed with H2O followed by CH3OH to yield the product as yellow solid quantitatively., 20699-86-9

20699-86-9 Methyl 5-nitrobenzo[b]thiophene-2-carboxylate 1489057, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; S*BIO PTE LTD; WO2006/101454; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various.

20532-33-6, 5-Chlorobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Br2 (160 mg, 1.00 mmol) in methylene chloride (5 mL) was added dropwise to a 25 mL round bottom flask charged with 5-chlorobenzo[b]thiophene (169 mg, 1.00 mmol), and NaOAc (164 mg, 2.00 mmol) in methylene chloride (10 mL) at 0 C. over 5 min. The resulting mixture was added dropwise into boiling polyphosphoric acid (1 g) in chlorobenzene (5 mL) over 5 min. Work-up: the mixture was poured into 10% aqueous solution of NaHSO3 (20 mL), extracted three times with EtOAc (20 mL), and dried over MgSO4. The mixture was concentrated to give the title compound in 0.247 g (99% yield) as a pale yellow solid (mp 84 C.). 1H-NMR (300 MHz, DMSO-d6): delta:: 7.45-7.56 (m, 1H), 7.76-7.77 (d, 1H), 7.99-8.18 (m, 2H), 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; Kahraman, Mehmet; Borchardt, Allen J.; Cook, Travis G.; Davis, Robert L.; Gardiner, Elizabeth M.M.; Malecha, James W.; Noble, Stewart A.; Prins, Thomas J.; US2008/21026; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem