Tag: M.W=200-300

Application of 56404-21-8, The chemical industry reduces the impact on the environment during synthesis 56404-21-8, name is 1-Iodo-2,4-dimethyl-3-nitrobenzene, I believe this compound will play a more active role in future production and life.

To a solution of 2,4-dimethyl-3-nitroiodobenzene (14Og, 0.51mol), acrolein diethylactal (229ml, 1.5mol), W-Bu4NCl (139g, 0.5mol), ?-Bu3N (238ml, l .Omol) in 2000ml of DMF, Pd(OAc)2 (3.4g, 0.015mol) was added. The mixture was warmed at 90 0C and stirred for 2 hours. After cooling, the reaction mixture was diluted with 2N HCl and extracted with diethyl ether. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was used for next step without further purification. An analytically pure sample was obtained by chromatography (ISCO, hexane/ethyl acetate, 0-30%, 40 min). 1H- NMR delta (DMSO-d6, 300MHz): 7.27 (d, J=7.8Hz, IH), 7.16 (d, J=7.8Hz, IH), 4.03 (q, J=7.2Hz, 2H), 2.87 (t, J=7.8Hz, 2H), 2.57 (t, J=7.8Hz, 2H), 2.16 (s, 3H), 2.13 (s, 3H), 1.14 (t, J=7.2Hz, 3H).

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-Iodo-2,4-dimethyl-3-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VALEANT PHARMACEUTICALS INTERNATIONAL; WO2008/66900; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 35944-64-0, name is 3-Iodo-4-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H8IN

To a solution of 3-iodo-4- methyl aniline (0.7 equiv) in THF under nitrogen atmosphere was added 3-trifluoro methyl benzoyl chloride (1 equiv, prepared from the reaction of 3- trifluoromethyl benzoic acid and SOCl2) in THF at room temperature during 30minutes followed by drop wise addition of (i-Pr)2EtN (4 equiv) and 4-DMAP (0.2 equiv). After stirring at ambient temperature for 3h, the reaction mixture was quenched with water. The resulting mixture was extracted with ethyl acetate, concentrated and the compound was isolated by adding n-hexane.

The synthetic route of 35944-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NATCO PHARMA LIMITED; KOMPELLA, Amala; GAMPA, Venugopala Krishna; GANGANAMONI, Srinivasulu; SIRIGIREDDY, Balakrishna Reddy; ADIBHATLA, Kali Satya Bhujanga Rao; NANNAPANENI, Venkaiah Chowdary; WO2015/186137; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

153898-63-6, name is 2-Iodo-5-methoxyaniline, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C7H8INO

Example 76(b) 2,2,2-Trifluoro-N-(2-iodo-5-methoxy-phenyl)-acetamide To a solution of 2-iodo-5-methoxy-phenylamine 76a (4.05 g, 16.3 mmole) in 10 ml anhydrous CH2Cl2 was added TFAA (4.1 g, 19.5 mmole). The mixture was stirred at 36 C. overnight, TLC indicated some starting material remained. Additional TFAA (4.1 g, 19.5 mmole) was added and stirred at 38 C. for another 24 hours. The mixture was concentrated under rot vap and purified by column chromatography (eluding with 5-10% EtOAc in hexanes) to give 4.6 g product (81% yield). 1H NMR (300 MHz, CDCl3) delta7.92 (1H, d, J=2.8 Hz), 7.66 (1H, d, J=8.9 Hz), 6.59 (1H, dd, J=2.8, 8.9 Hz), 3.82 (3H, s).

The synthetic route of 153898-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Agouron Pharmaceuticals, Inc.; US2004/9965; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 13421-13-1, These common heterocyclic compound, 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, 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.

Example 3Amethyl 4-chloro-2-iodobenzoate To a solution of 4-chIoro-2-iodobenzoic acid (10.61 g, 37.62 mmol) in methanol (75 ml), trimethylsilyldiazomethane (30 ml, 2.0 M in ether) was added drop by drop. 1725 After 1 hour, another batch of trimethylsilyldiazomethane (26 ml, 2.0 M in ether) was added drop by drop. The reaction mixture was stirred at room temperature overnight and concentrated. The crude product was purified by column chromatography (0-20% ethyl acetate in hexanes) to yield the title compound.

The synthetic route of 13421-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING(SHANGHAI) COMPANY, LTD.; VAN CAMP, Jennifer; PATEL, Jyoti, R.; SWANN, Steven; WO2012/45194; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 116632-39-4,Some common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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.

A reaction vial was charged with compound 402 (100 mg, 0.33 MMOL) in 1,4-dioxane (1.0 mL), 4-BROMO-1-IODO-2-METHYLBENZENE (56 LLL, 0.38 MMOL), CS2CO3 (15 mg, 0.46 MMOL), PD2 (dba) 3 (7.5 mg, 0.008 MMOL), and rac-BINAP (7.7 mg, 0. 012 MMOL). The tube was flushed with argon for 5 min, closed and then stirred at 150 C for 1 h in a microwave oven. The reaction mixture was allowed to cool to room temperature, and then poured into EtOAc. Filtration and concentration in vacuo gave the crude product. The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) (v: v = 10: 90 to 30: 70) as the eluent to afford the title compound as orange solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-iodotoluene, its application will become more common.

Reference:
Patent; LEO PHARMA A/S; WO2005/9940; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 696-41-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 696-41-3 name is 3-Iodobenzaldehyde, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Aldehyde (0.5mmol), NH2OH¡¤HCl (0.6mmol) and Cs2CO3 (0.6mmol) were stirred at 125C for 48h in a 3:1 mixture of DMSO-H2O (2mL) under air. The progress of the reaction was monitored by TLC using ethyl acetate and hexane as eluent. After completion, the reaction mixture was cooled to room temperature and treated with water (1mL). The resulting mixture was extracted with ethyl acetate (3¡Á5mL). Drying (Na2SO4) and evaporation of the solvent gave a residue that was purified on silica gel column chromatography using ethyl acetate and hexane. The purified products were identified by 1H NMR spectra and the melting points comparison with the literature data.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Iodobenzaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Wang, Wei; Zhao, Xue-Mei; Wang, Jing-Li; Geng, Xin; Gong, Jun-Fang; Hao, Xin-Qi; Song, Mao-Ping; Tetrahedron Letters; vol. 55; 20; (2014); p. 3192 – 3194;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 2996-31-8, name is 2-Fluoro-4-iodo-1-nitrobenzene, 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. HPLC of Formula: C6H3FINO2

To a solution of compound 81-1 (450 mg, 1.69 mmol, 1.0 eq) in DMSO (5 mL) were added compound 81-la (116 mg, 1.69 mmol, 1.0 eq) and KF (98 mg, 1.7 mmol, 1.0 eq). The reaction mixture was stirred at 70 C for 2 hours. The mixture was diluted with water (30 mL) and the resultant mixture was extracted with EA (50 mL * 3). The combined organic layers were dried over Na2SC>4, filtered and concentrated to dryness under reduced pressure. The residue was purified by column chromatography over silica gel to afford the title compound 81-2 (150 mg, 28% yield). 1HNMR (400MHz, DMSO-c) delta 8.35 (s, 1H), 8.23 (s, 2H), 8.13 (d, J = 8.3 Hz, 1H), 7.86 (d, J = 8.3 Hz, 1H).

The synthetic route of 2-Fluoro-4-iodo-1-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (294 pag.)WO2019/40380; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 202982-67-0, A common heterocyclic compound, 202982-67-0, name is 4-Chloro-3-fluoroiodobenzene, molecular formula is C6H3ClFI, 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.

A mixture of 6 (100mg, 54211mo1), 35 (139mg, 54211mo1), Cs2CO3 (353mg, 1.O9mmol),Xantphos (31.4 mg, 54.2 imol) and Pd2(dba3 (49.7 mg, 54.2 Imol) in dioxane (4 mL) wasdegassed and purged with N2 for 3 times, and then the mixture was stirred at 80C for l6hrs under N2 atmosphere. LCMS showed that 6 was consumed completely. The reaction mixture was quenched by addition water (1 5inL) at rt., and then diluted with EA (1 5rnL) and extracted with EA (2OrnL x 3). The combined organic layers were washed with brine (2OrnL x 2), filteredand concentrated under reduced pressure to give a residue. The residue was purified by prep HPLC to give the desired product Compound 22 (30mg, yield: 17%).LCMS: rn/z, 312.1 (M¡ÀHi?:1H NMR (400 MHz CDC13): oe 8.58 (d, J= 44Hz, 1H), 7.67 (t. J 14Hz, 1H), 7.42 (d, J= 8Hz,1H), 7.25 (in, 211), 6.36 (in, 21-1), 3.75 (d, j:::: 8.8Hz, IH), 3.54 (d, J == S. 2Hz, 1H), 3.46 (in, 211),2.20 (m, 11-1), 1.43 (in, 21-1), 1.07 (t, J= 9.2Hz, 1Ff).

The synthetic route of 202982-67-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; DUAN, Yuejiao; SHE, Jin; WU, Chengde; (120 pag.)WO2017/71536; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 51628-12-7, name is 2-(4-Iodophenyl)acetonitrile, 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 51628-12-7, Safety of 2-(4-Iodophenyl)acetonitrile

By using the synthesis method described in PTL 16, the same compound was also obtained even using 5-methylmenthyl amide (14a-50) obtained in Example 1, copper iodide, phosphoric acid, and 4-iodobenzyl cyanide (yield: 43%).

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; TAKASAGO INTERNATIONAL CORPORATION; ITOH, Hisanori; HORI, Yoji; OTSUKA, Masashi; MATSUMOTO, Takaji; SATO, Tomoharu; (50 pag.)US2018/57447; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 191348-14-8, name is 2-Iodo-4-methoxyaniline, 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 191348-14-8, Formula: C7H8INO

To a solution of 2-iodo-4-methoxyaniline (0.42 g, 1.68 mol) in 1,4-dioxane (8.0 ml) are added PD (PH3P) 4 (0.195 g, 0. 168 mmol) and 2- (tributylstannyl) furan (0.63 ml, 2.0 MMOL). The reaction mixture is purged with argon and refluxed at 95oC for 3hr. The mixture is concentrated, diluted with hexane, extracted with CH3CN, and concentrated under vacuum. The residue is purified by silica gel chromatography (CH2C12) to afford 2- (2-furyl)-4-methoxyaniline as brown semi-solid 0.227 g (71%). HRMS (EI) calcd for CNHION02189. 0790, found 189.0794.

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, 2-Iodo-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85433; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com