Category: 15861-24-2

15861-24-2, One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time.In a article, authors is Mao, Peng-Fei, mentioned the application of 15861-24-2, Name is Indole-5-carbonitrile, molecular formula is C9H6N2

Cu(OAc)2-Triggered Cascade Reaction of Malonate-Tethered Acyl Oximes with Indoles, Indole-2-alcohols, and Indole-2-carboxamides

A Cu(OAc)2-promoted cascade reaction of malonate-tetherd acyl oximes with indoles, indole-2-alcohols, or indole-2-carboxmides provides facile access to polysubstituted 3-pyrrolin-2-ones. The reaction features the generation of two adjacent electrophilic centers at the same time as cyclization to lactam. The subsequent double addition with nucleophiles followed by oxidation realizes the difunctionalization of the imine sp2-carbon and the adjacent alpha-sp3-carbon.

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Reference£º
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

15861-24-2, Indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cyano derivative (N?C-R7) (0.3g, 1 equivalent) was dissolved in 100 ml of MeOH, then a 40 bar pression of hydrogen is applied in the presence of Ni/Raney for 20 h. The reaction mixture is filtered through celite and concentrated. The crude product was purified by flash chromatography to afford the amine. The amine (1 equivalent) was dissolved in DMF (0.4M), then the ethyl isocyanatoacetate (1 equivalent) was added in one portion and the reaction mixture was let 2h at room temperature. After the reaction was complete (TLC control), the reaction mixture was concentrated and purified by flash chromatography to afford the urea.; Example 47: Preparation of ethyl 2-(3-((indol-5-yl)methyl)ureido)acetate (F575)(47). 5-cyano-indole (0.3 g, 2.1 1 mmol) was reduced to obtain the 5- aminomethylindole (0.18g, 59%) after purification by flash chromatography (AcOEt/MeOH 7/3 then MeOH) Rf=0.09 (MeOH). H NMR (DMSO): delta 2.40 (s, 2H), 3.78 (s, 2H), 6.38 (m, 1 H), 7.10 (d, 1 H, J = 8.3 Hz), 7.29 (m, 1 H), 7.33 (d, 1 H, J = 8.3 Hz), 7.49 (s, 1 H), 1 1 .00 (s, 1 H). The 5-aminomethylindole (57 mg, 0.39 mmol) was used to obtain urea 47 (63 mg, 66%) after treatment of the crude product by EDP Rf=0.57 (AcOEt). H NMR (DMSO): delta 1 .21 (t, 3H, J= 7.1 Hz), 3.81 (d, 2H, J = 6.0 Hz), 4.1 1 (q, 2H, J = 7.1 Hz), 4.28 (d, 2H, J = 5.7 Hz), 6.24 (t, 1 H, J = 6.0 Hz), 6.39 (s, 1 H), 6.58 (t, 1 H, J = 5.7 Hz), 7.01 (d, 1 H, J= 8.3 Hz), 7.38 (m, 3H), 1 1 .03 (s, 1 H). HPLC method A tr= 8.37 mn (97.3%). ESI-MS m/z: 276.2 [M + H]+.

15861-24-2, As the paragraph descriping shows that 15861-24-2 is playing an increasingly important role.

Reference£º
Patent; INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM); GUICHOU, Jean-Francois; COLLIANDRE, Lionel; AHMED-BELKACEM, Hakim; PAWLOTSKY, Jean-Michel; WO2011/76784; (2011); A2;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

15861-24-2, Indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,15861-24-2

Compound 1 (142.2g, 1.0mol) was dissolved in dichloromethane (1.5L), the internal temperature was controlled at 0-5 C, and anhydrous zinc chloride (150g, 1.1mol) was added.After the addition was completed, the temperature was lowered to about -10 C, and 1-bromo-4-chlorobutane (Compound 3) (188.6g, 1.1mol) was added dropwise.After the dropwise addition was completed, the temperature was raised to a reaction temperature of 0 C and the reaction was conducted for 2 hours.After the reaction was completed, dichloromethane (0.5 L) was diluted, and ice water (1 L) was destroyed. Subsequently, 1 N sodium hydroxide solution was added to neutralize to adjust pH = 7, and extraction and liquid separation were performed.The organic phase was washed with saturated brine (0.5 L) and separated.After the organic phase was concentrated to dryness, the residue was recrystallized from isopropyl acetate (0.5 L),205 g of the product (I) was obtained, the yield was 88%, and the HPLC purity was 99.62%.

As the paragraph descriping shows that 15861-24-2 is playing an increasingly important role.

Reference£º
Patent; Shanghai Institute of Technology; Fang Yahui; Li Huixia; (6 pag.)CN111087340; (2020); A;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

15861-24-2, Indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: NaN3 (0.975 g, 15 mmol) was dissolved in DES (10 mL) at room temperature by stirring until a clear solution was formed. Then benzonitrile (10 mmol) was added. The reaction mixture was constantly stirred at 140 C and monitored by TLC. After completion of the reaction, the reaction mixture was cooled to room temperature and poured into the cold water (10 mL). The solid was obtained and filtered. The obtained solid is taken into cold water (10 mL). Then it was acidified carefully to pH 5 with 5 M HCl. The organic material was extracted thrice with ethyl acetate; the resultant organic layer was washed with distilled water, dried over anhydrous sodium sulfate, and concentrated to give the crude solid crystalline 5-substituted 1H-tetrazole. The resulting product, although evident as a single compound by TLC, was purified by simple recrystallization from aqueous ethanol giving pure 5-substituted 1H-tetrazoles.

15861-24-2, The synthetic route of 15861-24-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Padvi, Swapnil A.; Dalal, Dipak S.; Synthetic Communications; vol. 47; 8; (2017); p. 779 – 787;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

15861-24-2, Indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,15861-24-2

General procedure: B(C6F5)3 (67.3 mg, 0.13 mmol, 5 mol %) was added to a stirred solution of 3,4-dichlorobenzaldehyde (172 mg, 1 mmol) and NaN3 (97.5 mg, 1.5 mmol) in DMF (5 mL) and was heated at 120 C. After completion of reaction (as monitored by TLC), the reaction mixture was cooled to room temperature and was added 5 mL of cold water followed by 10 mL of 2 N HCl and 10 mL of ethyl acetate. The resulting mixture was stirred vigorously for 15 min. The organic layer was separated and aqueous layer was again extracted with ethyl acetate (3 ¡Á 15 mL). The combined organic layer was washed with water and dried over anhydrous sodium sulfate and was evaporated under reduced pressure. The crude product was purified by column chromatography (silica gel, EtOAc/hexane 9:1) to obtain pure 5-(3,4-dichlorophenyl)-1H-tetrazole. The known compounds were characterized and confirmed by comparison of their spectral data and physical properties with reported literature.

As the paragraph descriping shows that 15861-24-2 is playing an increasingly important role.

Reference£º
Article; Prajapti, Santosh Kumar; Nagarsenkar, Atulya; Babu, Bathini Nagendra; Tetrahedron Letters; vol. 55; 24; (2014); p. 3507 – 3510;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15861-24-2,Indole-5-carbonitrile,as a common compound, the synthetic route is as follows.

General procedure: The procedure for the synthesis of the tetrazole 2a is representative. A mixture of sodium azide (0.39 g 0.0060 mol), urea (0.36 g, 0.0060 mol) and water (2.5 mL) was taken in a round-bottom flask and stirred at 60 C for 1 h. Charged benzonitrile 1a (0.5 g 0.0048 mol), acetic acid(0.5 mL) and DMF (2.5mL) at 60 C and heat to 110C stirred for 8 h. After completion of the reaction (as indicated by TLC), the reaction mixture was cooled to room temperature and diluted the reaction mass with water (2.5 mL)and ethyl acetate (5.0 mL) at 25-35 C. Add 5N aqueous hydrochloric acid (2.5 mL) at 25-35 C. Stirred for 20- 30 min, the resultant organic layer was separated and the aqueous layer was extracted with ethyl acetate (2.5 mL). The combined organic layer was washed with 40 % aq.NaCl solution (2.5 mL) and dried over anhydrous Na2SO4 and concentrated to give a crude product, which was isolated using chilled water after 3-4 h maintenance, and eventually filtered off to give 0.67 g (95%) of an off-white solid., 15861-24-2

The synthetic route of 15861-24-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yakambram; Jaya Shree; Srinivasula Reddy; Satyanarayana; Naveen; Bandichhor, Rakeshwar; Tetrahedron Letters; vol. 59; 5; (2018); p. 445 – 449;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15861-24-2,Indole-5-carbonitrile,as a common compound, the synthetic route is as follows.

General procedure: Typical procedure for the Friedel-Crafts reaction of indoles to alpha,beta-unsaturated ketones: To a stirred mixture of indole (117 mg, 1mmol), and methyl vinyl ketone (85 mg, 1.2 mmol) in H2O/THF (7:3, 2 mL ) solution, GO (20 mg) was added. The reaction mixture was allowed to stir at room temparature and progress of the reaction was monitored by TLC. After complete consumption of indole, water (5 mL) was added and the aqueous layer was extracted with ethyl acetate (2 X 5 mL). The combined organic extracts were dried with anhydrous Na2SO4. The solvent and volatiles were completely removed under vacuum to give the crude product, which was passed through a short pad of silica gel (petroleum ether/ethyl acetate) to afford the analytically pure product in 94% yield.The aqueous layer containing the catalyst was filtered and washed with acetone,water and dried in a dessicator and used for the next cyle., 15861-24-2

The synthetic route of 15861-24-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Vijay Kumar; Rama Rao; Tetrahedron Letters; vol. 52; 40; (2011); p. 5188 – 5191;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

15861-24-2, Indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

15861-24-2, After introducing 5-cyanoindole, Boc2O, dichloromethane and DMAP into a 100 ml round-bottomed flask, the reaction medium is stirred at 0 C. under nitrogen for 2 hours. After disappearance of the starting cyanoindole, the reaction medium is poured into water and extracted with EtOAc. After drying and evaporating off the solvent, 1.7191 g of N-Boc-5-cyanoindole are obtained in the form of a yellowish powder. Rf (silica)=0.61; 7/3 cyclohexane/EtOAc. LC/MS m/z=242.

As the paragraph descriping shows that 15861-24-2 is playing an increasingly important role.

Reference£º
Patent; Aventis Pharma S.A.; US2004/242559; (2004); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

15861-24-2, Indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 69: l-(Benzenesulfonyl)indole-5-carbonitrile; [812] To 30OmL of anhydrous tetrahydrofuran was dissolved sodium hydride (23.4g, 537mmol) at O0C. lH-indole-5-carbonitrile (25.43g, 179mmol) was dissolved in 10OmL of anhydrous tetrahydrofuran, which was then slowly added in drops at O0C. The mixture was stirred for 30 min. Benzenesulfonyl chloride (63.2g, 358mmol) was dissolved in 10OmL of anhydrous tetrahydrofuran, which was then slowly added in drops at O0C. The mixture was slowly warmed to room temperature while stirring for 15 h. After completion of the reaction, ethyl acetate was added. The mixture was washed with IN hydrochloric acid. The organic layer was concentrated under reduced pressure, and the resulting solid was washed with ethanol and dried to give 45.84g (157mmol, Yield 86%) of the title compound.[813] NMR 1H-NMR(CDCl3) delta 8.09(1H, d), 7.90(3H, m), 7.7O(1H, d), 7.55-7.62(2H, m), 7.49(2H, t), 6.73(1H, d)[814] Mass(EI): 283(M++1), 15861-24-2

15861-24-2 Indole-5-carbonitrile 27513, aindole-building-block compound, is more and more widely used in various fields.

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Patent; LG LIFE SCIENCES LTD.; CHOI, Sung Pil; KIM, Geun Tae; SONG, Jeong Uk; KIM, Tae Hun; LIM, Dong Chul; KANG, Seung Wan; KIM, Hyung Jin; WO2010/93191; (2010); A2;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15861-24-2,Indole-5-carbonitrile,as a common compound, the synthetic route is as follows.

Compound 14 (15 g) was taken in methanol (300 ml) and water (30 ml) mixture and NaOH (4.6 g) and Kl (20.89 g) were added. Iodine (30.51 g) was added portion wise at RT. Reaction mixture was stirred at RT for 6 hr. Reaction was monitored using LCMS & TLC. Reaction mixture was diluted with water (1000 ml) and the precipitated solid was filtered-off and dried under vac- uum. Yellow solid obtained was dissolved in DCM and dried over sodium sulphate and concentrated under vacuum. 25 g of pure solid compound 15 was obtained. (0552) 1 H NMR 300 MHz, DMSO-d6: delta 12.09 (s, 1 H), 7.82 – 7.73 (m, 2H), 7.64 – 7.47 (m, 2H).

15861-24-2, The synthetic route of 15861-24-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BASF SE; RHEINHEIMER, Joachim; RATH, Rakesh; KULKARNI, Sarang; ROSENBAUM, Claudia; WIEBE, Christine; BRAHM, Lutz; SIEPE, Isabella; HADEN, Egon; ROEHL, Franz; KHANNA, Smriti; SCHIFFER, Helmut; KREMZOW-GRAW, Doris; POONOTH, Manojkumar; (285 pag.)WO2019/57660; (2019); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles