Tag: M.W=300-400

Some common heterocyclic compound, 450412-29-0, name is 1-Bromo-3-fluoro-2-iodobenzene, molecular formula is C6H3BrFI, 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. Recommanded Product: 450412-29-0

1-bromo-3-fluoro-2-iodobenzene (75 g, 249.3 mmol), and (5-chloro-2-methoxyphenyl)boronic acid (51.1 g, 249.3 mmol) were dissolved in 550 mL of tetrahydrofuran. A 2 M sodium carbonate (Na2CO3) solution (350 mL) and tetrakis(triphenylphosphine)palladium(0) (2.88 g, 2.49 mmol) were added thereto and refluxed for 11 hours. After the reaction was completed, the reaction mixture was cooled to room temperature. The aqueous layer was separated and removed, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting mixture was recrystallized using chloroform and ethanol to obtain Compound A-1 (63.2 g, yield 80%; MS:[M+H]+=314).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 450412-29-0, its application will become more common.

Reference:
Patent; LG CHEM , LTD.; LEE, Jung Ha; LEE, Dong Hoon; PARK, Tae Yoon; CHO, Seong Mi; HEO, Dong Uk; JUNG, Min Woo; (333 pag.)US2020/10476; (2020); A1;,
Iodide – Wikipedia,
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Related Products of 63131-30-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 63131-30-6 as follows.

10 ml test tube reaction of adding 0.2mmol2 – (4-methoxyphenylamino) methyl acetate and 0.01mmol trifluoro methane sulfonic acid copper, in order to 3 ml acetonitrile as the reaction solvent, added under stirring 0.1mmol4-iodophenylamino Carbamoyl ethyl acetate, the (green) LED illumination the reaction solution 1h rear, turns on lathe does reaction solvent, after column separation, the obtained product is nuclear magnetism hydrogen spectrum carbon spectrum and mass spectrum is identified as 1-ethyl 4-methyl 2 – (4-iodo benzoyl) – 3 – ((4-methoxylphenyl) amino) succinate

According to the analysis of related databases, 63131-30-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Technical Institute of Physics and Chemistry of the Chinese Academy of Sciences; WU, LIZHU; GAO, XUEWANG; MENG, QINGYUAN; LEI, TAO; ZHONG, JIANJI; XIANG, MING; TONG, ZHENHE; (21 pag.)CN104230734; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 6136-66-9, These common heterocyclic compound, 6136-66-9, name is (4-Iodophenyl)(phenyl)methanone, 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 74. 4-(Triethoxysilyl)benzophenone (S57)[Rh(COd)(MeCN)2]BF4 (11.0 mg, 0.0300 mmol, 0.0300 equiv) and 4- iodobenzophenone (307 mg, 1.00 mmol, 1.00 equiv) were charged in 10 mL vial capped with a rubber septum. The vial was evacuated and backfilled with nitrogen. To this vial, DMF (4 mL), triethylamine (0.420 mL, 3.00 mmol, 3.00 equiv) and triethoxysilane (0.360 mL, 2.00 mmol, 2.00 equiv) were added. The reaction mixture was stirred at 80 0C for 2 h, then cooled to 23 0C. The mixture was diluted with ether (50 mL) and washed three times with water (3 x 20 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by Kugelrohr distillation to give 275 mg of the title compound as a colorless oil (80% yield). R/= 0.45 (hexanes/EtOAc 3:1 (v/v)). NMR Spectroscopy: 1H NMR (500 MHz, CDCl3, 23 0C, delta): 7.82-7.77 (m, 6H), 7.59 (t, / = 7.5 Hz, IH), 7.48 (dd, / = 7.5 Hz, 7.5 Hz, 2H), 3.90 (q, / = 7.0 Hz, 6H), 1.27 (t, / = 7.0 Hz, 9H). 13C NMR (125 MHz, CDCl3, 23 0C, delta): 196.84, 139.05, 137.29, 136.34, 134.66, 132.54, 130.11, 129.00, 128.28, 58.91, 18.21. Mass Spectrometry: HRMS-FIA (m/z): Calcd for [M + Na]+, 367.13361. Found, 367.13347.

The synthetic route of 6136-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; RITTER, Tobias; FURUYA, Takeru; TANG, Pingping; WO2010/59943; (2010); A2;,
Iodide – Wikipedia,
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61203-48-3, 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. 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

[230] b. N-(6,7-Methylenedioxyquinolin-4-yl)-N-[2-(N,N-diethylamino)ethyl]-2- iodo-4,5-dimethoxybenzamide. Oxalyl chloride (1.12 g , 8.8 mmol) was added to a solution of 2-Iodo-4,5-dimethoxybenzoic acid (820 mg, 2.6 mmol; see above) in anhydrous methylene chloride (40 mL) and the stirred mixture was refluxed for 4 hours. The mixture was then concentrated to dryness under reduced pressure. The acid chloride was dissolved in 40 mL of methylene chloride and added to a solution of 4-[[2-(Diethylamino)ethyl]amino]-6,7-methylenedioxyquinoline (640 mg, 2.2 mmol), and triethylamine (2.2g, 22 mmol) in methylene chloride (50 mL) and the resulting mixture was stirred at reflux under nitrogen for 2 hours. The reaction mix was cooled and washed with a saturated solution of sodium bicarbonate (3 x 75 mL), and extracted into dilute HCl (4 x 100 mL). The aqueous extract was then neutralized with 30% NaOH and extracted with CHCl3 (4 x 100 mL), washed with brine (100mL), dried (MgSO4) and evaporated, yielding 1.1 g as a sticky semisolid glue, in 86% yield; 1H NMR (CDCl3) 0.96 (t, 6H, J=7.2), 2.54 (q, 4H, J=7.2), 2.82 (m, 2H), 3.29 (s, 3H), 3.71 (s, 3H), 3.92 (m, 1H), 4.46 (m, 1H), 6.12 (s, 2H), 6.37 (s, 1H), 7.00 (s, 1H), 7.27 (d, 1H, J=4.8), 7.33 (s, 1H), 7.39 (s, 1H), 8.52 (d, 1H, J=4.8); 13C NMR (CDCl3) 11.8, 47.1, 47.5, 50.7, 55.5, 56.1, 82.7, 98.5, 102.2, 106.7, 110.6, 120.1, 121.8, 122.7, 133.7, 146.3, 148.1, 148.3, 148.5, 149.0, 149.7, 151.0, 170.0; HRMS calcd for C25H28O5N31H: 578.1153; found: 578.1153.

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; GENZYME CORPORATION; TEICHER, Beverly A.; SCHMID, Steven M.; WO2012/15875; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 98-61-3,Some common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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.

p-Iodobenzenesulfonyl chloride (9.08g, 0.03mol), 10mL acetonitrile and 30mL water were added into a 100-mL round-bottomed flask. Then around 15mL of NH3 gas was bubbled into the mixture. The solution was refluxed for 8h at 100C, and the volatile material was removed using a rotary evaporator. The solid crude product was then re-crystallized from a water solution and filtered. The pure product 7.64g of p-iodobenzenesulfonyl amide 1 was obtained with a yield of 90% after drying under high vacuum for 2h. (0015) Alternatively, in a 250-mL three-necked round bottom flask, p-iodobenzenesulfonyl chloride (9.08g, 0.03mol) was added. Then ca. 30mL of ammonia was condensed into the flask at -60C and the flask was allowed to slowly warm to room temperature over 8h. The crude product was washed with 40mL water and dried under the vacuum to give 8.07g purified amide 1 with a yield of 95%. 1H NMR (CD3CN, ppm): (ab, deltaa 7.89 (2H, d), deltab 7.60 (2H, d), Jab=10Hz, deltac 5.70 (2H, s) (0018) (note: The 1H for this and related compounds represents an aa?bb? spin system but it appears as a deceptively simple ab system with J/delta near 0.5. The deltaa,b for all compounds are taken as the midpoint of the second order doublets as an approximation as if it is a classic ab spin system. The Ja,b is assigned as that of a classic ab spin system. No effort was made to analyze the spectra further.)

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

Reference:
Article; Mei, Hua; Desmarteau, Darryl D.; Journal of Fluorine Chemistry; vol. 160; (2014); p. 12 – 15;,
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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Recommanded Product: 328-73-4

General procedure: Sulfuric acid (400?800 muL) was added to a stirred mixture of iodoarene (1 mmol), Oxone (1 mmol, 617 mg) and arene (1.1?3 mmol) in acetonitrile (2 mL). The reaction mixture was stirred overnight and a solution of KBr (2 mmol, 240 mg) in water (10 mL) was added. After the formation of a solid or oily residue, acetonitrile was removed under reduced pressure. To the residue Et2O (10 mL) was added and the suspension stirred for 10 min. The precipitated diaryliodonium bromide was filtrated and washed with water (15 mL) and Et2O (15 mL). The product was dried under vacuo.

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Soldatova, Natalia; Postnikov, Pavel; Kukurina, Olga; Zhdankin, Viktor V.; Yoshimura, Akira; Wirth, Thomas; Yusubov, Mekhman S.; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 849 – 855;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 1320266-94-1,Some common heterocyclic compound, 1320266-94-1, name is 1-Iodo-3-isopropylimidazo[1,5-a]pyrazin-8-amine, molecular formula is C9H11IN4, 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.

1 -(4-(8-amino-3 -isopropylimidazo[ 1 ,5-a]pyrazin- 1 -yl)phenyl)-3 -(3 – (trifluoromethyl)phenyl)urea (KIRA2). A mixture of compound 1 (22.1 mg, 0.073 mmol), compound 2 (35.5 mg, 0.087 mmol), tetrakis(triphenylphosphine)palladium (2.6 mg, 2.1 muetaiotaomicron) and sodium carbonate (17.0 mg, 0.161 mmol) was dissolved in a 3: 1 mixture of DME/water (280 uL). The mixture was heated overnight at 85 C. The crude mixture was then allowed to cooled to room temperature, diluted in a mixture of acetonitrile/water and purified by reverse phase chromatography (HPLC) to obtain 11.5 mg of KIRA2 (35% yield). TLC (CH2C12:MeOH, 95:5 v/v): Rf = 0.5; 1H NMR (300 MHz, MeOD): delta 7.95 (s, 1H), 7.68-7.64 (m, 1H), 7.65-7.63 (m, 2H), 7.60-7.56 (m, 2H), 7.55-7.48 (m, 2H), 7.34-7.31 (m, 1H), 7.02-7.00 (dd, J = 6.0 Hz, J = 3.0 Hz, 1H), 3.49-3.43 (m, 1H), 1.44 (d, J = 6.0 Hz, 6H); ESI-MS (m/z): [M]+ calcd. for C23H21F3N60, 454.17; [M+l]+ found, 455.5. HPLC Purification Conditions: C18 column (250 x 21 mm), CH3CN/H2 O-0.1% CF3C02H = 1 :99 to 100:0 over 78 min; 8 mL/min; 220 nm and 254 nm detection for 78 min. The purity of GP 1 17 was determined to be >98% by analytical HPLC in two different solvent systems.

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-3-isopropylimidazo[1,5-a]pyrazin-8-amine, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; MALY, Dustin J.; BACKES, Bradley, J.; OAKES, Scott, A.; PAPA, Feroz, R.; GHOSH, Rajarshi; WANG, Likun; (220 pag.)WO2016/4254; (2016); 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. 147808-02-4, name is 2-Fluoro-1,4-diiodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: iodides-buliding-blocks

Example 29 5-chloro-N-((1-(3-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide (40) A mixture of 2,5-diiodofluorobenzene II-4 (2.50 g, 7.18 mmol), 4-hydroxymethylimidazole hydrochloride (0.967 g, 7.18 mmol), 8-hydroxyquinoline (0.104 g, 0.717 mmol) and K2CO3 (2.00 g, 14.5 mmol) in DMSO (12 mL) was degassed with Ar before being charged with CuI (0.136 g, 0.716 mmol). The mixture in a sealed tube was heated at 130 C. overnight. After being cooled to room temperature, H2O and EtOAc were added. It was filtered through celite. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted with MeOH in CH2Cl2 (0-5% MeOH) to give (1-(3-fluoro-4-iodophenyl)-1H-imidazol-4-yl)methanol (0.39 g).

The synthetic route of 147808-02-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2007/259924; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 51560-21-5,Some common heterocyclic compound, 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, molecular formula is C8H8I2O2, 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.

General procedure: according to the Mizoroki-Heck reaction (Scheme 1). First; by thecoupling between 4-substituted styrenes and dibromo or diiodobenzenes(Method A, Scheme 1), and second; the reaction between4-substituted bromo or iodobenzenes with 1,4-divinylbenzene(Method B, Scheme 1).The general procedure is as follows: 2.05 equivalents of thecorresponding styrene and 1 equivalent of 1,4-dibromo or 1,4-diiodobenzene (Method A, to OPVs 1a-d and 2a-f) or 2.05 equivalentsof the appropriate aryl halide and 1 equivalent of 1,4-divinylbenzene (Method B, to OPVs 1e-h), were placed in a 10 mLheadspace crimp vial equipped with a magnetic stir bar. Then, forboth methods, it was added 0.01 equivalents (1 mol%) of Pd(dba)2,0.1 equivalents (10 mol%) of P(OPh)3 and 5 equivalents of TEA. Thevial was sealed with a PTFE/silicone septum with aluminum capand purged-saturated with N2, then 2 mL of solvent was injected(dry DMF for OPVs-series 1 and 1,4-dioxane for OPVs-series 2,Scheme 1) and the system was purged once again with N2. Thereaction mixture was vigorously stirred at 110 C during 48 h forOPVs-series 1 and 24 h for OPVs-series 2. After finished, highlyfluorescent solid products were obtained.

The synthetic route of 51560-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Estrada, Sandra E.; Ochoa-Puentes, Cristian; Sierra, Cesar A.; Journal of Molecular Structure; vol. 1133; (2017); p. 448 – 457;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 148836-41-3, name is 1-Bromo-4-chloro-2-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 148836-41-3, Quality Control of 1-Bromo-4-chloro-2-iodobenzene

Step 2. Ethyl 4-(2-(5-(2-bromo-5-chlorophenyl)pyridin-2-yl)-3-cvclopropylpropanamido) benzoate (9-B) To a round bottom flask was added 9-A from step 1 , l-bromo-4-chloro-2- iodobenzene (66.0 mg, 0.208 mmol), K2CO3 (43.1 mg, 0.312 mmol) and [l ,l’-bis(diphenyl phos- phino)ferrocene]dichloropalladium (15.22 mg, 0.021 mmol) at 13C. The reaction mixture was stirred at 50C for 18 h. The mixture was filtered and concentrated. The residue was purified by preparative TLC (Si02, PE_EtOAc=2: l) to give the title compound. 1H NMR (CDCI3, 400MHz): delta 10.21 (s, 1 H), 8.71 (d, J=2.0 Hz, 1 H), 8.06 (d, J=8.8 Hz, 2 H), 7.76 – 7.88 (m, 2 H), 7.71 (d, J=8.6 Hz, 2 H), 7.43 – 7.50 (m, 2 H), 7.33 (d, J=8.2 Hz, 1 H), 4.41 (q, J=7.1 Hz, 2 H), 3.98 (t, J=7.5 Hz, 1 H), 2.03 – 2.20 (m, 2 H), 1.44 (t, J=7.1 Hz, 2 H), 0.69 – 0.81 (m, 1 H), 0.42 – 0.56 (m, 2 H), 0.19 (dd, J=9.2, 4.5 Hz, 1 H), -0.02 – 0.06 (m, 1 H). MS (ESI) m/z 529.2 (M+H).

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; MERCK SHARP & DOHME CORP.; LIU, Weiguo; EDMONDSON, Scott, D.; GUO, Zhuyan; MERTZ, Eric; OGAWA, Anthony, K.; SO, Sung-Sau; SUN, Wanying; BROCKUNIER, Linda, L.; ALI, Amjad; KUANG, Rongze; WU, Heping; WO2015/183709; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com