Month: March 2021

Adding a certain compound to certain chemical reactions, such as: 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, 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 2043-57-4, Computed Properties of C8H4F13I

1-Methylimidazole (4.32 g, 0.52 mol) was partially dissolved in reagent-grade toluene (50 ml) in a large round-bottomed flask and stirred vigorously. 1, 1, 1,2,2,3,3,4,4,5,5, 6, 6-Tridecafluoro-8-iodooctane (26 g, 0.053 mol) was added, and the mixture was heated under reflux at 110 degrees C for 24 hours. The solvent was removed under vacuum giving l-methyl-3- (3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 8 -tridecafluorooctyl) imidazolium iodide (30.5 g) as a waxy solid. Potassium 1,1,2,2- tetrafluoroethanesulfonate (TFES-K, 12 g) was added to reagent grade acetone (100 ml) in a separate round-bottomed flask, and this solution was carefully added to the 1- methyl-3- (3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8,8,8- tridecafluorooctyl) imidazolium iodide which had been dissolved in acetone (50 ml) . The reaction mixture was heated under reflux for approximately 16 hours. The reaction mixture was then filtered using a large frit glass funnel to remove the white KI precipitate formed, and the filtrate was placed on a rotary evaporator for 4 hours to remove the acetone. The oily liquid was then filtered a second time to yield the product, as shown by proton NMR.

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; E. I. DU PONT DE NEMOURS AND COMPANY; WO2009/32962; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 21304-38-1,Some common heterocyclic compound, 21304-38-1, name is 4-Iodobenzene-1,2-diamine, molecular formula is C6H7IN2, 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.

To a solution of 4-iodo-l,2-phenylenediamine (0.47 g) in dichloromethane (2 ml) the solution of 3-(4-chloro-2-methylphenyl)glutaric anhydride (0.48 g) in dichloro- methane (2 ml) was added with stirring at rt. Almost instantaniously an resinous precipitate is formed. After 1 h the mixture was cooled in an ice bath and the solvent was removed by decantation. The residue is dissolved in acetic acid (3 ml). Cone. HCI (1 ml) is added and the resulting solution is heated to reflux for 1 h. All volatiles are removed at the water aspirator and the residue is triturated with acetic acid and acetone to leave 3-(4-chloro-2-methylphenyl)-4-(5-iodo-2- benzimidazolyl)butanoic acid HCI (0.62 g) as light brown solid.1H-NMR (500 MHz, DMSOd5)): delta (ppm) = 2.73 (m, 2H), 3.40 (dd, J = 14.6, 8.3 Hz, IH), 3.48 (dd, J = 14.6, 7.7 Hz, IH), 3.98 (m, IH), 7.15 (d, J = 2.1 Hz, IH),7.22 (dd, J = 8.4, 2.3 Hz, IH), 7.39 (d, J = 8.4 Hz, IH), 7.55 (d, J = 8.6 Hz, IH),7.75 (dd, J = 8.6, 1.5 Hz, IH), 8.09 (d, J = 1.2 Hz, IH).13C-NMR and DEPT (125 MHz, DMSOd6) : delta (ppm) = 18.85 (CH3), 31.92 (CH2),34.91 (CH), 39.47 (CH2), 89.41 (C), 115.72 (CH), 122.09 (CH), 126.03 (CH), 127.76 (CH), 129.64 (CH), 130.71 (C), 130.80 (C), 132.80 (C), 133.65 (CH),138.34 (C), 139.15 (C), 152.55 (C), 172.23 (CO).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodobenzene-1,2-diamine, its application will become more common.

Reference:
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); 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

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

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

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

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

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

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

Adding a certain compound to certain chemical reactions, such as: 216393-66-7, name is 1,2,5-Trichloro-3-iodobenzene, 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 216393-66-7, Application In Synthesis of 1,2,5-Trichloro-3-iodobenzene

General procedure: (S)-3-((R)-Hydroxyphenylmethyl)pyrrolidine-1-carboxylic acid t-butyl ester 11a (250 mg, 0.9 mmol), copper(I) iodide (51 mg, 270 mumol), 1,10-phenanthroline (97 mg, 540 mumol) and 2,4-difluoro-1-iodobenzene (216 muL, 1.8 mmol) were combined in a vial under air. Toluene (1.4 mL, 14 mmol) was added, followed by the addition of cesium carbonate (587 mg, 1.8 mmol). Air was bubbled through the mixture, the vial was sealed, and the mixture was heated at 105C for 48 hours. The mixture was filtered through Celite. The Celite was then rinsed with DCM (2 x 15 ml), and the resultant filtrate was concentrated. The resultant oil was treated with 1.25 M of HCl in EtOH (5.8 mL, 7.2 mmol) and stirred overnight. The mixture was concentrated and purified by reverse phase preparative HPLC (10 to 70% CH3CN in water with 0.5% TFA) to yield 76 mg (97% purity, 26% yield) of the title compound as the mono-TFA salt.

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:
Article; Van Orden, Lori Jean; Van Dyke, Priscilla M.; Saito, D. Roland; Church, Timothy J.; Chang, Ray; Smith, Jacqueline A.M.; Martin, William J.; Jaw-Tsai, Sarah; Stangeland, Eric L.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1456 – 1461;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com