Simple exploration of 4965-26-8

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4965-26-8,4965-26-8, 5-Nitrobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-nitrobenzo[b]thiophene (3.09 g, 17.0 mmol) and 10% palladium on carbon (Aldrich, cat. No. 20,569-9) (150 mg) in ethanol (90 mL) was shaken in a Parr flask under a hydrogen atmosphere of 3 bar. After 16 h the catalyst was filtered off over a celite pad and washed with ethanol (2 x 30 mL). The filtrate was evaporated in vacuo to yield benzo[b]thiophen-5-amine (2.57 g, 100%) as a dark purple amorphous solid. 1H NMR delta (CDCl3, 400 MHz) 3.70 (br. s., 2 H), 6.78 (dd, 7=8.61, 1.96 Hz, 1 H), 7.10 (d, /=2.35 Hz, 1 H), 7.14 (d, /=5.09 Hz, 1 H), 7.38 (d, /=5.48 Hz, 1 H), 7.63 (d, /=8.61 Hz, 1 H).

As the paragraph descriping shows that 4965-26-8 is playing an increasingly important role.

Reference£º
Patent; AMGEN, INC.; WO2006/66172; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 4965-26-8

4965-26-8, The synthetic route of 4965-26-8 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.4965-26-8,5-Nitrobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

5-Nitro-1-benzothiophene (1.70g, 9.49mmol) was hydrogenated in ethanol (34ml) under 3atm of H2 in the presence of 5% Pd/C (0.17g). After removal of the catalyst by filtration, the filtrate was concentrated in vacuo to give an amino derivative. This compound was methylated using the procedure described by Crochet et al.41 The crude product thus obtained was treated with 2-chloronicotinoyl isothiocyanate (9) prepared from 2-chloronicotinoyl chloride (1.67g, 9.49mmol) to give 16q (546mg, 18% from 2-chloronicotinoyl chloride) as a white solid by the method described for 18: mp 214-216C (from ethyl acetate/EtOH); 1H NMR (400MHz, CDCl3) delta 8.68 (dd, J=7.9, 1.8Hz, 1H), 8.53-8.58 (m, 1H), 8.04 (d, J=8.5Hz, 1H), 7.82 (d, J=2.0Hz, 1H), 7.63 (d, J=5.4Hz, 1H), 7.41 (d, J=5.5Hz, 1H), 7.34-7.40 (m, 1H), 7.28 (dd, J=8.5, 2.1Hz, 1H), 3.72 (s, 3H); 13C NMR (100MHz, CDCl3) delta 169.94, 165.54, 156.14, 152.66, 140.93, 140.83, 138.06, 137.53, 129.15, 124.65, 123.88, 123.42, 123.35, 123.22, 119.88, 40.94; MS (FAB) m/z 326 (M++1). Anal. Calcd for C16H11N3OS2: C, 59.06; H, 3.41; N, 12.91; S, 19.71. Found: C, 59.03; H, 3.23; N, 12.79; S, 19.48.

4965-26-8, The synthetic route of 4965-26-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Inami, Hiroshi; Shishikura, Jun-Ichi; Yasunaga, Tomoyuki; Ohno, Kazushige; Yamashita, Hiroshi; Kato, Kota; Sakamoto, Shuichi; Bioorganic and Medicinal Chemistry; vol. 23; 8; (2015); p. 1788 – 1799;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem