Heterocyclic Building Blocks-Benzothiophene

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.

A mixture of 300 mg of methyl 6-bromobenzo[b]thiophene-2-carboxylate, 100 mg of lithium hydroxide monohydrate, 3 ml of water, and 9 ml of methanol was stirred for 2 hours at 75C. The reaction mixture was concentratedunder reduced pressure. Water was added to the residues, and the residue was washed three times with tert-butylmethyl ether. Concentrated hydrochloric acid was added to the aqueous layer, and then extraction was performed threetimes by using chloroform. The collected organic layer was washed with saturated saline, dried over magnesium sulfate,and then concentrated under reduced pressure, thereby obtaining 272 mg of 6-bromobenzo[b]thiophene-2-carboxylicacid (hereinafter, described as a “compound 12 of the present invention”). 1H-NMR (DMSO-D6) delta:13.61 (br s, 1H), 8.38 (d, 1H, J = 1.9 Hz0, 8.11 (s, 1H), 7.95 (d, 1H, J = 8.5 Hz), 7.62 (dd, 1H, J= 8.5, 1.9 Hz).

360576-01-8, As the paragraph descriping shows that 360576-01-8 is playing an increasingly important role.

Reference：
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

34761-09-6, Ethyl 3-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 100mL 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 was collected by filtration and washed with ether, then recrystallized from ethanol/THF. Benzo[4,5]thieno[3,2-d]pyrimidin-4(3H)-one (9.9 g, 61% yield) was obtained., 34761-09-6

The synthetic route of 34761-09-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Universal Display Corporation; Xia, Chuanjun; Joseph, Scott; EP2826781; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 834-Benzo[b]thiophen-7-yl-2-chloro-pyridineIn a flask, combine 7-bromo-benzo[b]thiophene (1.7 g, 12 mmol), 2-chloro-4- (4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-pyridine (1.6 g, 7 mmol), Pd(dppf)Cl2 (285 mg, 0.3 mmol), 2-(di-tert-butylphosphino)biphenyl (63 mg, 0.2 mmol), sodium carbonate (2 M, 8 mL, 16 mmol) and THF (20 mL). Heat the mixture at 100 0C for 3 h. Dilute the mixture with chloroform/IPA (3/1). Wash the solution with aqueous saturated sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo to a dark residue.

1423-61-6, The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ELI LILLY AND COMPANY; WO2008/144222; (2008); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.,95-15-8

To a solution of benzothiophene in dry THF (0.6 M) was added at -78C, BuLi (1.2 equiv) dropwise over 30 min. The mixture was stirred at -78C for 1 h, DMF (2 equiv) was added and the mixture was stirred for 1 h. Saturated NH4Cl was added and the mixture was extracted with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated to give the title compound as an oil.

As the paragraph descriping shows that 95-15-8 is playing an increasingly important role.

Reference：
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2007/61764; (2007); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

General procedure: 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 × 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.

5381-20-4 Thianaphthene-3-carboxaldehyde 227328, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

22913-24-2, Methyl benzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

22913-24-2, 84 g (0.438 mol) of methyl benzothiophene-2-carboxylate (compare, for example, J. Org. Chem. 37. 3224 [1972]) in 218 ml of ethanol and 36.8 g (0.656 mol) of potassium hydroxide in 100 ml of water are combined, and the mixture is stirred for 4 hours at reflux temperature. For working up, the reaction mixture is allowed to cool, the ethanol is then distilled off in vacuo, the aqueous residue is washed once using diethyl ether, and subsequently acidified with dilute hydrochloric acid, and precipitate which has settled out is filtered off with suction, washed once with water and dried. 60.1 g (77% of theory) of benzothiophene-2-carboxylic acid of melting point >220 C. are obtained. The following benzothiophene-2-carboxamide S,S-dioxides of the general formula (I) STR12 are obtained in a corresponding manner and following the general preparation instructions:

The synthetic route of 22913-24-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bayer Aktiengesellschaft; US5244893; (1993); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.130-03-0,Benzo[b]thiophen-3(2H)-one,as a common compound, the synthetic route is as follows.

General procedure: Under an inert atmosphere of argon, a solution of 9 mmol of Component 4 or Component 5 together with 5 mmol of thioindoxyl in 15 mL of methanol was vigorously stirred and to which small portions of Na2CO3 was added. After 1 h of stirring at 45 C, the dark red residue was filtered and successively and intensively washed with methanol and cold water. The resulting precipitate was filtered and purified by silica gel column chromatography (ethyl acetate:hexane 1:2)., 130-03-0

The synthetic route of 130-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Hosseinnezhad, Mozhgan; Moradian, Siamak; Gharanjig, Kamaladin; Dyes and Pigments; vol. 123; (2015); p. 147 – 153;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem