Category: iodides-buliding-blocks

Application of 112671-42-8, 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. 112671-42-8 name is 4-Bromo-1-iodo-2-nitrobenzene, 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.

Intermediate M2-b (4.8 g, 15 mmol), 2-iodo-5-bromonitrobenzene (5.9 g, 18 mmol), sodium tert-butoxide (2.9 g, 30 mmol), toluene 50 mL, nitrogen, 0.17 g Pd2 Dba) 3, tri-tert-butylphosphine (11 ml, 10% in toluene), openStir, heat to 100 C reflux, reaction 12h, the reaction liquid was washed, the organic phase was concentrated, passed through a silica gel column, the eluent was petroleum ether: ethyl acetate = 50:1, concentrated eluent, to obtain intermediate M2-c ( 6.6 g, yield 84.6%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-iodo-2-nitrobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Xing Qifeng; Zhang Xianghui; Ren Xueyan; (38 pag.)CN108276428; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 117832-17-4, 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 117832-17-4 as follows.

General experimental procedure: o-iodoaniline (1.0 mmol) and phenyl isothiocyanate (1.2 mmol) was mixtured and stirred for 1 h at room temperature (Method A), or o-iodoaniline (1.0 mmol) and phenyl isothiocyanate (1.2 equiv) was mixtured and stirred for 1 h at melting point temperature of phenyl isothiocyanate (Method B), or o-halobenzothioureas (1.0 mmol) (Method C), then anhydrous DMSO (5 ml) and base (3.0 mmol) was added, the stirring continued for about 5-10 h at 130 C (TLC monitor). After the reaction was completed, the reaction mixture was cooled to room temperature and ice-water was added, then the mixture was extracted with EtOAc. The combined organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under vacuum and then the residue was purified by column chromatography (eluent: petroleum ether/ethyl acetate (5:1 to 7:1)) on silica gel to provide the desired product.

According to the analysis of related databases, 117832-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Rui; Chen, Zhi; Yue, Liang; Pan, Wei; Zhao, Jun-Jie; Tetrahedron Letters; vol. 53; 34; (2012); p. 4529 – 4531;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 160976-02-3 as follows. Safety of 5-Bromo-1,3-difluoro-2-iodobenzene

(5-a) Synthesis of compound 4-bromo-2,6-difluoro-4′-(trans-4-pentylcyclohexyl)biphenyl represented by formula: First, 50 ml of ethanol containing 5.61 g of 4-(trans-4-pentylcyclohexyl)phenylboronic acid dissolved therein, 50 ml of benzene containing 5.0 g of 4-bromo-2,6-difluoro-1-iodobenzene dissolved therein, 15.7 ml of a sodium carbonate aqueous solution with a concentration of 2.0 mol/l, and 0.45 g of tetrakis(triphenylphosphine)palladium(0) were put in an argon-replaced 200 ml flask, and stirred under reflux for 48 hours.. After the reaction, water and ether were added to the reaction solution for extraction.. The resultant ether layer was washed with a saturated brine and dried with sodium sulfate.. The solvent was then distilled off.. The residue was purified by silica gel column chromatography (eluent:hexane) and recrystallized from acetone, to obtain 2.58 g (Y: 39.1%) of 4-bromo-2,6-difluoro-4′-(trans-4-pentylcyclohexyl)biphenyl.. The purity of the resultant compound was 100.0% as measured by GC. (5-b) Synthesis of polymerizable compound 2,6-difluoro-4′-(trans-4-pentylcyclohexyl)-4-vinylbiphenyl represented by formula (E) above First, 2.58 g of 4-bromo-2,6-difluoro-4′-(trans-4-pentylcyclohexyl)biphenyl obtained from the synthesis (5-a) above, 2.33 g of tributylvinyltin, 0.18 g of tetrakis(triphenylphosphine)palladium(0), 0.008 g of p-methoxyphenol, and 50 ml of anhydrous toluene were put in an argon-replaced 300 ml flask, and stirred under reflux for nine hours..

According to the analysis of related databases, 160976-02-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sharp Kabushiki Kaisha; Kanto Kagaku Kabushiki Kaisha; US6388146; (2002); B1;,
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. 2265-91-0, name is 1,3-Difluoro-5-iodobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1,3-Difluoro-5-iodobenzene

Example 1.93: Preparation of 2-(((lr,4r)-4-((3-(3,5-Difluorophenyl)-3- phenylureido)methyl)cyclohexyl)methoxy)acetic Acid (Compound 44).; Step A: Preparation of 3,5-Difluoro-iV-phenylaniline.; In a 5 mL microwave reaction vial was placed aniline (0.298 g. 3.20 mmol) and 1,3- difluoro-5-iodobenzene (0.768 g, 3.20 mmol) in toluene (3 mL). KOH (0.323 g, 5.76 mmol) in water (650 muL) and N,N,N-trimethylhexadecan-l-ammium bromide (6.30 mg, 0.017 mmol) were added to the vial with stirring. After the reaction was warmed to 90 0C, bis[tri(f- butylphosphine]palladium[0] (0.016 g, 0.032 mmol) was added and the reaction was stirred at 150 0C for 4 h and then 160 0C for 2 h. The mixture was diluted with water and brine, and extracted with toluene. The toluene extract was subsequently washed with water, dried over MgSO4 and concentrated. The residue was purified by flash column chromatography to provide the title compound as a brown oil (0.132 g). LCMS m/z = 206.2 [M+H]+; 1H nuMR (400 MHz, DMSO-J6) delta ppm 6.54 (tt, J= 9.35, 2.27 Hz, IH), 6.63 (dd, J= 10.48, 2.15 Hz, 2H), 7.01 (dt, 7 = 14.65, 1.14 Hz, IH), 7.17 (dd, J= 8.59, 1.01 Hz, 2H), 7.34 (t, J= 7.83 Hz, 2H), 8.69 (s, IH).

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; ARENA PHARMACEUTICALS, INC.; WO2009/117095; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 13421-00-6, 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. 13421-00-6, name is 5-Chloro-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

C. The starting 2-chloro-11H-dibenz(b,f)-1,4-oxathiepin is a novel compound which may be prepared by the following procedure: A solution of 120 g of 5-chloro-2- iodobenzoic acid (K. Pelz et al., Collect.Czech.Chem.Commun. 33, 1852, 1968) in 145 ml of tetrahydrofuran is stirred and treated at 10-20 C. for 45 minutes with 16.1 g of sodium borohydride. The mixture is then stirred for 30 minutes at this temperature and treated with a solution of 80.3 g (71.4 ml) of boron trifluoride etherate in 40 ml of tetrahydrofuran. It is stirred for another 3 hours and while cooling with ice-cold water it is decomposed at a maximum temperature of 8 C. with 50 ml of 5% hydrochloric acid added dropwise. It is diluted with water and extracted with benzene. The extract is washed with a 5% sodium hydroxide solution and water, dried with magnesium sulfate and evaporated. There are obtained 100 g (96%) of crude 5-chloro-2-iodobenzyl alcohol with m.p. of 115-117 C. The analytically pure substance is obtained by crystallization from ethanol; m.p. 116-117 C.

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, 5-Chloro-2-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SPOFA, spojene podniky pro zdravotnickou vyrobu; US4431808; (1984); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 20691-72-9, A common heterocyclic compound, 20691-72-9, name is 4-Iodo-2-nitroaniline, molecular formula is C6H5IN2O2, 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.

Method b To a mixture of the 4-iodo-2-nitroaniline (142 mmol) and cesium carbonate (55.5 g, 170 mmol) in 2-butanone (740 mL) was dropwise added a solution of Boc2O (37.8 g, 173 mmol) in 2-butanone (170 mL) and the resulting mixture was stirred at 52 C. for 26 h. The solvent was removed in vacuum, the residue was treated with a mixture of H2O (240 mL) and MeOH (240 mL) and extracted with hexane (3*500 mL). The combined hexane layer was washed with brine (200 mL) and all aqueous layers were reextracted with hexane (300 mL). All combined hexane layers were dried over MgSO4, filtered and the solvent was removed in vacuum to give an orange solid, which was purified by silica gel column chromatography with hexane/EtOAc to give the (4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester as a yellow solid.

The synthetic route of 20691-72-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US6509328; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 628-77-3, name is 1,5-Diiodopentane, 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 628-77-3, Recommanded Product: 628-77-3

Preparation of Intermediate methyl 1-(4-bromoDhenyl)cvclohexanecarboxylate (1AE-1); Sodium hydride (12 g, 52 mmol) was suspended in tetrahydrofuran (200 mL) under argon and warmed to 35C. Methyl 2-(4-bromophenyl)acetate (26mmol) in tetrahydrofuran added drop wise to reaction over 1 hour. The reaction mixture was then kept at this temperature for 1 hour until all gas evolution has ceased. The 1 ,5- diiodopentane (17 g, 52 mmol) was then added drop wise as a solution in tetrahydrofuran (100 mL) and the reaction mixture stirred at 35C for a further hour and at ambient temperature overnight. After this time, the reaction mixture was cooled to 00C and quenched by the addition of dry silica, filtered and the solvent removed under vacuum. The crude product was then purified by flash chromatography eluting with 33% ethyl acetate in heptane to give methyl 1-(4-bromophenyl)cyclohexanecarboxylate (1AC-1 ) (15.3 g, 99 % yield) as a yellow oil.1 H NMR (400 MHz, CDCI3): 7.45-7.38 (m, 2 H), 7.27-7.24 (m, 2 H), 3.63 (s, 3 H), 2.43 (d, J = 13.3 Hz, 2 H), 1.71-0.80 (m, 8 H) ppm.

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; PFIZER INC.; ASPNES, Gary, Erik; DOW, Robert, Lee; MUNCHHOF, Michael, John; WO2010/86820; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, molecular formula is C9H11I, 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. category: iodides-buliding-blocks

Specific operation: In a 25 mL reaction flask equipped with a magnetic stirrer, a metal catalyst palladium acetate (6.7 mg, 0.03 mmol), triphenylphosphine (20.0 mg, 0.075 mmol,) was added,S-2-bromophenyl-S-methyliminosulfanone (70.0 mg, 0.3 mmol), norbornene (56.4 mg, 0.6 mmol), potassium carbonate (82.8 mg, 0.6 mmol), nitrogen protection (at least three times nitrogen cycle)Acetonitrile (3 ml) and 2-iodoisopropylbenzene (88.6 mg, 0.36 mmol) were successively added under a stream of nitrogen.Closed container.The reaction was heated to 80 C for about 24 h, and the reaction was complete by TLC. After the first treatment, the reaction solution was diluted with 15 ml of ethyl acetate.Then, the catalyst and alkali and other inorganic substances are removed by suction filtration through a sand funnel containing silica gel.The resulting filtrate was separated by flash column chromatography to give the pure product 7-isopropyl-5-methyldibenzo[c,e][1,2]thiazine-5-oxide compound 3c.Yield: 40%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19099-54-8, its application will become more common.

Reference:
Patent; Jiangxi Normal University; Chen Zhiyuan; Zhou Hao; Wang Xiumei; (17 pag.)CN107987034; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 202982-67-0 as follows. name: 4-Chloro-3-fluoroiodobenzene

Tris(dibenzylideneacetone)dipalladium(0) (47.6 mg, 0.05 mmol), 2- (dicyclohexylphosphino)-2′,4′,6′-triisopropylbiphenyl (XPhos, 49.6 mg, 0.10 mmol), 4-chloro-3- fluoroiodobenzene (400 mg, 1.56 mmol, Aldrich), teri-butyl 2,6-diazaspiro[3.3]heptane-2- carboxylate, oxalic acid (300 mg, 1.04 mmol, ArkPharm), and cesium carbonate (1017 mg, 3.12 mmol) were suspended in dioxane (12 mL). The reaction mixture was stirred at 98 C for 18 hours and then cooled to ambient temperature. The crude reaction mixture was combined with 5 grams of Celite and concentrated under reduced pressure to a free flowing powder. The powder was directly purified by reversed-phase flash chromatography [Interchim PuriFlash C18XS 30 mupiiota 175 g column, flow rate 100 mL/minute, 5-100% gradient of acetonitrile in buffer (0.025 M aqueous ammonium bicarbonate, adjusted to pH 10 with ammonium hydroxide)] to give the title compound (0.27 g, 0.83 mmol, 79 % yield).JH NMR (400 MHz, DMSO-de) delta ppm 7.29 (t, J = 8.6 Hz, 1H), 6.42 (dd, J = 11.7, 2.6 Hz, 1H), 6.25 (ddd, J = 8.8, 2.6, 0.8 Hz, 1H), 4.01 (s, 4H), 3.94 (s, 4H), 1.38 (s, 9H); MS (ESI+) m/z 327 (M+H)+.

According to the analysis of related databases, 202982-67-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen Ann; SIDRAUSKI, Carmela; FROST, Jennifer M.; TONG, Yunsong; XU, Xiangdong; SHI, Lei; XIONG, Zhaoming; (165 pag.)WO2019/90090; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 25245-27-6 as follows. Computed Properties of C8H9IO2

In a dry two necked flask were introduced N-{2-[1-(3,5-dimethoxyphenyl)-cyclohexa-2,5-dienyl]-ethyl}-4-methyl-benzenesulfonamide 3b (66 mg, 0.168 mmol), silvercarbonate (93 mg, 0.336 mmol), triphenylphosphine (6.6 mg, 0.025 mmol), 3,5-dimethoxyiodobenzene4b (89 mg, 0.336), palladium acetate (1.9 mg, 0.008 mmol) and acetonitrile (8.5mL). The mixture was warmed to 85C and stirred for 20 hours. The mixture was filteredthrough celite, which was then washed with ethyl acetate. Evaporation of the solvents led to apaste, which was purified through silica gel chromatography (Petroleum ether/EtOAc 80:20),affording 5b as a viscous oil (48 mg, 52%). IR (film, KBr, numax, cm-1): 2937, 1594, 1458, 1425,1325, 1204, 1155, 1064, 839, 732. 1H NMR (300 MHz, CDCl3): deltaH 1.38-1.50 (1H, m,CHaHxCH2N), 1.72-1.84 (2H, m, CHaHxCH2N and CH cyclopropane), 2.21-2.26 (1H, m, CHcyclopropane), 2.41 (3H, s, CH3 tosyl), 2.91 (2H, qa, 3JHH 7.3 Hz, CH2N), 3.28 (1H, broad s, CHcyclopropane), 3.77 (12H, 2OCH3 x 2), 4.46 (1H, broad s, NH), 5.20 (1H, d, 3JHH 5.3 Hz, CHolefinic), 5.82-5.84 (1H, m, CH olefinic), 6.22 (2H, s, 2CH aromatic) 6.32 (4H, s, 2CH x 2aromatic), 7.25 (2H, d, 3JHH 8.3 Hz, CH x 2 tosyl), 7.63 (2H, d, 3JHH 8.3 Hz, CH x 2 tosyl). 13CNMR (75.5 MHz, CDCl3): deltaC 21.6 (CH3 tosyl), 37.1, 38.0 (2CH cyclopropane), 38.1 (C,aliphatic), 41.2, 41.3 (2CH2, CH2CH2N), 51.2 (CH allylic), 55.4, 55.5 (2OCH3 x 2), 98.2, 98.5(2CH aromatic), 105.9, 110.0 (2CH x 2 aromatic), 127.1, 129.8 (2CH x 2 tosyl), 131.6, 134.2(2CH olefinic), 137.0, 140.0, 143.4, 146.7 (4C aromatic), 160.5, 161.0 (2C x 2 aromatic).MS(ESI) m/z (%): 1121 (2M+Na, 22), 588 (M+K, 13), 572 (M+Na, 100). HRMS calcd for[M+Na]+ C31H35NNaO6S: 572.2083; found 572.2082 (0 ppm).

According to the analysis of related databases, 25245-27-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lebeuf, Raphael; Robert, Frederic; Landais, Yannick; ARKIVOC; vol. 2014; 3; (2013); p. 6 – 17;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com