Category: iodides-buliding-blocks

364-12-5, The chemical industry reduces the impact on the environment during synthesis 364-12-5, name is 5-Bromo-2-iodobenzotrifluoride, I believe this compound will play a more active role in future production and life.

(1) Synthesis of 1-[4-bromo-2-(trifluoromethyl)phenyl]cyclobutanol To a solution of 5-bromo-2-iodobenzotrifluoride (5.00 g) in dehydrated tetrahydrofuran (140 mL), n-butyl lithium (2.69 mol/L, solution in n-hexane, 5.30 mL) was added at -78C and the mixture was stirred at that temperature for 25 minutes. After adding a solution of cyclobutanone (999 mg) in tetrahydrofuran (5.00 mL), the mixture was brought to room temperature and stirred for 3 days. After adding a saturated aqueous solution of ammonium chloride under cooling with ice, two extractions were conducted with ethyl acetate. The combined organic layers were washed with water and thereafter dried over anhydrous magnesium sulfate. After removing the desiccant by filtration, the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 98:2-80:20) to give 1-[4-bromo-2-(trifluoromethyl)phenyl]cyclobutanol as a pale yellow oil (3.00 g). 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.71 – 1.88 (m, 1 H) 2.20 – 2.49 (m, 3 H) 2.52 – 2.70 (m, 2 H) 7.29 – 7.35 (m, 1 H) 7.62 – 7.69 (m, 1 H) 7.78 – 7.84 (m, 1 H). MS EI posi: 294[M]+.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-iodobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; TAKAYAMA, Tetsuo; SHIBATA, Tsuyoshi; SHIOZAWA, Fumiyasu; KAWABE, Kenichi; SHIMIZU, Yuki; HAMADA, Makoto; HIRATATE, Akira; TAKAHASHI, Masato; USHIYAMA, Fumihito; OI, Takahiro; SHIRASAKI, Yoshihisa; MATSUDA, Daisuke; KOIZUMI, Chie; KATO, Sota; EP2881384; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 54811-38-0, name is 5-Iodo-2-methylbenzoic acid, I believe this compound will play a more active role in future production and life. 54811-38-0

To a solution of compound 6 (40.0 g, 0.153 mol) in MeOH (400 mL) was added dropwise a freshly prepared solution of SOCI2 (22 mL, 0.305 mol) in MeOH (400 mL) at O0C. The mixture was heated to reflux for 4 hours. TLC (petroleum ether: ethyl acetate = 10:1) showed the reaction was complete, then the mixture was concentrated in vacuo. The residue was desolved in ethyl acetate (800 mL) and washed with water (200 mLx2), saturated aqueous sodium carbonate (200 mLx2) and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give compound 7 as a yellow solid. 1H NMR (300 MHz, CDCI3): delta 8.21 (S, 1 H), 7.67-7.70 (dd, J = 9.0 Hz, 1 H), 6.97-6.99 (d, J = 6.0 Hz, 1 H), 3.88 (s, 3H), 2.53 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 54811-38-0. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; WO2006/117669; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding some certain compound to certain chemical reactions, such as: 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 20555-91-3. 20555-91-3

General procedure: To a stirred solution of but-3-yn-2-amine (¡À) (Intermediate 2a) (5.00g, 72.34mmol) in dichloromethane (100 mL), tert-butyl 4-(chlorocarbonyl) piperazine-l-carboxylate (Intermediate 5) (17.90 g, 72.34mmol) and DIPEA (37.60 mL, 217 mmol) were added at RT. The reaction mixture, after being stirred at RT for 16 h, washed with saturated NaHC03 solution and brine. The dichloromethane layer was collected, dried and concentrated. The crude obtained was purified by Combiflash on silica gel (hexanes/ethyl acetate=65/35) to get the title compound (8.00 g, 39.4%). LCMS: m/z = 282.2 [M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1,2-Dichloro-4-iodobenzene.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; KHAIRNAR, Vinayak V.; RAMACHANDRA, Muralidhara; SATYAM, Leena Khare; (139 pag.)WO2019/142126; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com