Month: September 2021

Reference of 103962-05-6,Some common heterocyclic compound, 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, molecular formula is C7H4F3IO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

[1207] To a stuffed solution of Compound 715 (1.Oeq) in 9V DMSO at 25C was added K2C03 (3.Oeq) . Addition of 4-Trifluoromethoxy iodide(1.leq) and Cu(OAc)2 (0.3eq) was followed by warming of the reaction mixture to 160C with stirring for 5-7h. Then, the reaction mixture was cooled to 25C and diluted with water:dichloromethane(1:1). The resulting mixture was filtered and the layers separated. The aqueous phase was extracted with DCM and the organic layers combined. The organic phase was concentrated under vacuum and diluted with MTBE to produce a white suspension. The solid was filtered to afford Compound 716 as a white solid in 85% yield. MS (ES) m/z (M+H)+ 310.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-4-(trifluoromethoxy)benzene, its application will become more common.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 460-37-7, The chemical industry reduces the impact on the environment during synthesis 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, I believe this compound will play a more active role in future production and life.

To a solution of 2.0 g (6.60 mmol) of the compound from Ex. 38A in 35 ml of DMF were added 2.30 g (16.6 mmol) of potassium carbonate, and the mixture was stirred at RT for 15 min. Then 2.3 ml (20.0 mmol) of 1,1,1-trifluoro-3-iodopropane were added. Since the conversion was still incomplete after stirring at RT for 3 days, the mixture was first stirred at 50 C. for 4.5 h, and then a further 0.92 g (6.60 mmol) of potassium carbonate and 0.78 ml (6.0 mmol) of 1,1,1-trifluoro-3-iodopropane were added. The reaction mixture was then stirred at 60 C. overnight. After cooling to RT, the mixture was diluted with water and stirred for 30 min. The precipitated product was filtered off with suction, washed to neutrality with water and dried. 2.15 g (78% of theory) of the title compound were obtained, which was used for subsequent reactions without further purification. LC/MS (Method 2, ESIpos): Rt=1.08 min, m/z=397 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1,1-Trifluoro-3-iodopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Aktiengesellschaft; Bayer Pharma Aktiengesellschaft; HAERTER, Michael; KOSEMUND, Dirk; CANCHO GRANDE, Yolanda; DELBECK, Martina; KALTHOF, Bernd; LUSTIG, Klemens; SUESSMEIER, Frank; US2020/16159; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 1133123-02-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under argon, 0.79 g of lithium hydroxide was added to a 250 mL two-neck reactor,50 mL of N-methylpyrrolidone and water were added,4.89 g of 2-iodo-4-bromobenzoic acid and 2 g of phenylboronic acid were added,Add triacetylacetone dipalladium chloride adduct with stirring.Followed by stirring at 65 C for 18 hours. After completion of the reaction, hydrochloric acid was added,Extracted with methyl tert-butyl ether, separated,The organic phase was dried over anhydrous sodium sulfate and the organic liquid was removed by distillation. The product was purified by column chromatography using petroleum ether.And dried to give 4-bromo-2-phenylbenzoic acid as a white powder (yield: 2.9 g, yield: 70.5%).

The synthetic route of 4-Bromo-2-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Soochow University (Suzhou); Zhang Xiaohong; Chen Jiaxiong; Zheng Caijun; (11 pag.)CN106699747; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 450412-28-9, name is 1-Bromo-3-chloro-2-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 450412-28-9

A sdution of 5-(44,5,5-tetramethy-1 32-doxabordan-2-yndohn-2-one (250 mg, 0.96 mmd), 1-bromo-3-choro-2-odobenzene (373mg, 1.2 mmd), and potassum phosphate (410 mg, 1.9 mmd) n 4:1 doxane: water (3.0 rnL) was degassed with n[trogen for 10 minutes. PdC2(dppf)-CH2C2 (35 mg, 0.05 mmd) was added at once and the resuWng mixture was degassed w[th n[trogen for an add Wona 10 minutes. The reacUon rnxturewas heated at 100 C for 16 h. After coohng to rt, water was added and the aqueous ayer was extracted w[th DCM (x3). The combined orgadc extracts were dried over Na2SO4 and concentrated n vacuo. Purflcafion (FCC, SO2; 0 50% EtOAc/hexanes) provided the tWe compound as a white sohd (189 mg, 61% yed). MS (ES): mass cacd. for C14H9BrCNO, 321.0; rn/z found. 321.9 [M+Hj. 1H NMR (500 MHz, DMSO-d6) oe 10.50 (5,IH), 772(dd, J=8.1, 1.1 Hz, IH), 760 (dd, J=8.1, 1.1 Hz, IH), 7.32(t, J=8.1 Hz, IH),7.11 -6.97 (m, 2H), 6.91 (dd, J=8.0, 0.6 Hz, IH), 353 (5, 2H).

According to the analysis of related databases, 450412-28-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; AMERIKS, Michael K.; RAVULA, Suchitra; SAVALL, Bradley M.; SWANSON, Devin M.; ZIFF, Jeannie M.; SHIREMAN, Brock T.; (167 pag.)WO2016/176463; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 26059-40-5, name is 2-(2-Iodophenyl)ethan-1-ol, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(2-Iodophenyl)ethan-1-ol

Example 10: Synthesis of Compound IIA; 2-(2-Iodo-phenyl)-ethanol (0.75g, 3.03 mmol) wasdissolved in toluene (20cm3) , and added dropwise to astirred suspension oftetrakis(triphenylphosphine)palladium(O) (3.50g, 3.03mmol) in toluene (150cm3) . The suspension was degassedand purged with N2. The mixture was stirred at room temperature for 12 hours. The mixture was refrigeratedto aid crystallisation. The resultant precipitate wasfiltered under nitrogen and washed with diethyl ether (3x 20cm3) and dried in vacuo to give compound IIA as awhite solid (1.135g, 43%), this was then recrystallisedfrom dichloromethane and petroleum ether to givecolourless needles. (Found: C, 55.52; H, 4.27%.C44H39lOP2Pd.dichloromethane requires C, 56.07; H, 4.29%);NMR assignments made by DEPT, 8H [CDC13] 0.04 (t, 2JH-9,H-s =6.03 Hz’lH, H-9), 2.58 (t, 2JH-7,H-8 = 6.76 Hz, 2H, H-7),3.27 (pseudo q, 2JH-8,H-9, = 6-03 Hz’ 2^H-8,H-7 = 6.76 Hz, 2H,H-8), 6.23-6.30 (bd, J = 7.5 Hz, 1H, H-2 or 3 or 4 or 5),6.35-6.40 (t, J = 7.06 Hz, 1H, H-2 or 3 or 4 or 5), 6.55-6.61 (t, J = 7.06 Hz, 1H, H-2 or 3 or 4 or 5), 6.88-7.05(m, 1H, H-2 or 3 or 4 or 5), 7.20-7.27 (m, 12H, PPh3) ,7.30-7.35 (m, 6H, PPh3) , 7.39-7.47 (m, 12H, PPh3) ; 5C[CDC13] 42.22 (C-7), 61.42, (C-8), 123.23 (C-2 or 3 or 4or 5), 124.78 (C-2 or 3 or 4 or 5), 127.81 (C-ll or 12),129.41 (C-2 or 3 or 4 or 5), 129.89 (C-13), 131.92 (t, J= 0.23 Hz C-10-P), 134.92 (C-ll or 12), 135.97 (C-2 or 3oor 4 or 5), 141.39 (C-l or 6), 159.65 (C-l or 6); 8P[CDC13] 5 = 23.16, (s); m/z Electrospray 751.3 (M-I =127) C44H39IOP2Pd requires 879.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; HERIOT-WATT UNIVERSITY; WO2006/10885; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 2-Iodoethanol

To a solution of compound 3 (2.00g, 6.43mmol) in acetone (20mL) was added potassium carbonate (1.33g, 9.64mmol), 2-iodoethanol (0.60mL, 7.72mmol) and stirred overnight at room temperature. After completion of the reaction, 120 water (150mL) and ethyl acetate (150mL) were added and the mixture was extracted with ethyl acetate twice. The combined extracts were washed with water (50mL×2) and brine (50mL×2), and dried over Na2SO4. After filtration, the solvent was removed under vacuum to obtain the crude compound. The crude compound was then purified by column chromatography on silica (60% EA/PE) to give compound 24 4 as a yellow oil (2.10g, yield 92.0%). 1H NMR (400MHz, CDCl3) delta 7.35 (s, 5H), 5.51 – 5.47 (m, 1H), 5.30 – 5.26 (m, 1H), 5.24 – 5.12 (m, 2H), 4.60 – 4.54 (m, 1H), 3.69 – 3.63 (m, 2H), 3.02 – 2.90 (m, 2H), 2.68 – 2.64 (m, 2H), 1.43 (s, 9H). 13C NMR (150MHz, CDCl3) delta 170.96, 155.46, 135.12, 128.76, 128.72, 128.62, 80.45, 67.63, 60.76, 53.77, 53.56, 36.29, 34.91, 28.39. ESI-MS: [M+Na]+ m/z 378.2

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

Reference:
Article; Du, Xinming; Qian, Jiawen; Wang, Yujie; Zhang, Mingming; Chu, Yiwei; Li, Yingxia; Bioorganic and Medicinal Chemistry; vol. 27; 13; (2019); p. 2784 – 2800;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 6940-76-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 6940-76-7, name is 1-Chloro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

10.16g(50mmol) of 2-(3′,4′ -dimethoxyphenyl)-3-methylbutyronitrile was dissolved in 80ml of anhydrous toluene, and 3.90g(100mmol) of sodium amide was added in fractional amounts while being stirred. After being heated and refluxed at 120 C for 2 hours, the mixture was cooled down to 80C and, with 15.33g(75mmol) of 1-chloro-3-iodopropane added thereto, further stirred at 80 C for 1 hour. After disappearance of the starting material was checked, a small amount of methanol was added to the mixture to decompose excess sodium amide, and the solvent was evaporated out under a vacuum. The residue was extracted with ethyl acetate and then washed with water until it became neutral. The organic layer was filtrated through 1PS filter paper, and then the solvent was evaporated out. The residue was purified by silica gel column chromatography, to give 12.03g(41mmol, 81%) of 5-chloro-2-(3′,4′ -dimethoxyphenyl)-2-isopropylpentanenitrile. 1H-NMR (d, CDCl3):0.82 (3H, d, J=6.7Hz), 1.21 (3H, d, J=6.7Hz), 1.38-1.54 (1H, m), 1.80-1.98 (1H, m), 2.00-2.30 (3H, m), 3.45-3.54 (2H, m), 3.89 (3H, s), 3.90 (3H, s), 6.82-6.96 (3H, m).

The synthetic route of 1-Chloro-3-iodopropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shiseido Co., Ltd.; EP1488776; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 26260-02-6, A common heterocyclic compound, 26260-02-6, name is 2-Iodobenzaldehyde, molecular formula is C7H5IO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Was added 2-iodo-benzaldehyde (1.0 mmol) in a round bottom flask, acetonitrile (2ml), trimethylsilyl azide (3.0mmol), stirred for 1-2 min at 80 deg.] C in a heating block, then added CuBr2(2.0mmol), and then the system was sealed and heated at 80 , 3 hours, and extracted with ethyl acetate, after completion of the reaction, was concentrated by a simple column chromatography (eluent petroleum ether (60 ~ 90 ) and a mixed solvent of ethyl acetate) to give the product 2-iodo-benzonitrile, 68% yield.

The synthetic route of 26260-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Normal University; Wang, Min; Tao, Lianzhi; Zhang, Min; Yang, Pengfei; (39 pag.)CN105330565; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 455-13-0, name is 4-Iodobenzotrifluoride, belongs to iodides-buliding-blocks compound, 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 455-13-0, Computed Properties of C7H4F3I

Add in a 50 mL autoclave, add 5 mL of toluene, 1 mmol of 4-trifluoromethyliodobenzene, 1.2 mmol of phenylacetylene, 2.0 mmol of triethylamine, 0.5 mol% of benzimidazole, azacyclocarbene palladium Metal complex (relative to iodobenzene).The reactor was sealed, and the reactor was replaced three times with carbon monoxide to seal the reactor. The pressure of the CO gas was 2.0 MPa, and the temperature was slowly raised to 100 C by the temperature controller. The reaction was carried out for 18 hours, cooled to room temperature, and the kettle was discharged. The liquid obtained by the reaction was qualitatively analyzed by an Agilent 6890/5973 GC/MS.Target product1-(4-trifluoromethylphenyl)-3-phenyl-2-propyn-1-oneThe selectivity is greater than 99% and the isolated yield is 95%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Chinese Academy Of Sciences Lanzhou Chemical Physics Institute; Liu Jianhua; Wang Bingyang; Yang Lei; Xia Chungu; Xu Chuanzhi; Zhao Kang; (22 pag.)CN109810147; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 335349-57-0,Some common heterocyclic compound, 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, molecular formula is C6H4ClIN2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example B1 (5-Chloro-4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester The title compound was prepared via the isocyanate from 5-chloro-4-iodo-2-nitro-phenylamine (Example A1) (7.0 g, 23.45 mmol) with diphosgene (2.12 mL, 17.6 mmol) in EtOAc (30 mL), followed by treatment with tert.-BuOH (100 mL) in CH2Cl2 (100 mL) according to the general procedure B (method a). Obtained as a yellow solid (7.1 g, 76%). MS (EI) 398 (M+) and 400 [(M+2)+]; mp 82-84 C.

The synthetic route of 335349-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffman-La Roche Inc.; US6544985; (2003); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com