Category: 14192-12-2

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. 14192-12-2, name is 2,5-Diiodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2,5-Diiodobenzoic acid

To an oven-dried seal tube, was added 2,5-diiodobenzoic acid 6b (74.8 mg, 0.2 mmol), CuI (3.8 mg, 0.02 mmol) and K2CO3 (55.2 mg, 0.4 mmol). The reaction tube was evacuated and backfilled with argon. 2-Propanol (1.0 mL), ethylene glycol (22.3 muL) and thiol 5 (30 muL, 0.22 mmol) were added by syringes at room temperature. The tube was heated to 80 oC and stirred for 68 h. The reaction mixture was then allowed to reach room temperature. The reaction mixture was then filtered and concentrated in vacuo. The crude product was purified using CombiFlash automated chromatography system (methanol / methylene chloride, 0% to 10%) to afford the desired product 7b as white solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 14192-12-2.

Reference:
Article; Zheng, Pinguan; Lieberman, Brian P.; Ploessl, Karl; Lemoine, Laetitia; Miller, Sara; Kung, Hank F.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 3; (2013); p. 869 – 872;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 14192-12-2,Some common heterocyclic compound, 14192-12-2, name is 2,5-Diiodobenzoic acid, molecular formula is C7H4I2O2, 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.

Step 1 : A RBF equipped with a reflux condenser was charged with 4-bromophenol (15.5 g, 89.4 mmol), 2,5-diiodobenzoic acid (25.700 g, 68.7 mmol), EtOAc (0.337 ml, 3.44 mmol), and toluene (100 mL). Cs2C03 (44.8 g, 137 mmol) was carefully added portion- wise. After stirring at RT for 1 min, the mixture was heated to 50 C for 40 min and then heated to 100 C for 20 hrs. The reaction mixture was allowed to cool to RT. The mixture was filtered through Celite and the solids were washed with EtOAc. The filtrate was diluted with water (200 mL), acidified with 2N HC1 (300 mL), and extracted with EtOAc (4 x 500 mL). The organic extract was washed with brine and dried over sodium sulfate. The organic fraction was concentrated under reduced pressure to afford crude 2-(4-bromophenoxy)-5-iodobenzoic acid (31.1 g) as a tan oil that solidified upon standing.

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

Reference:
Patent; AMGEN INC.; WHITE, Ryan; CHENG, Yuan; MINATTI, Ana Elena; YANG, Bryant; ZHENG, Xiao Mei; LOPEZ, Patricia; HUMAN, Jason B.; EPSTEIN, Oleg; JUDD, Ted; SHAM, Kelvin; XUE, Qiufen; WO2013/44092; (2013); 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. 14192-12-2, name is 2,5-Diiodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2,5-Diiodobenzoic acid

EXAMPLE 1; 5-iodo-2-[[2-2[(dimethylamino)methyl]phenyl]thio]benzyl alcohol (IDAM) and (5-bromo-2-[[2-2[(dimethylamino)methyl]phenyl]thio]benzyl alcohol); The synthesis of 5-iodo-2-[[2-2[(dimethylamino)-methyl]phenyl]thio]benzyl alcohol (IDAM) and its bromo derivative (5-bromo-2-[[2-2[(dimethylamino)methyl]phenyl]thio]benzyl alcohol) was achieved by a reaction sequence outlined in Scheme 1 shown on page 37 of this application. The direct coupling of 2,5-dibromobenzoic acid (Frazer, A., J. Clin. Psychiatry. 6:9-25 (1997)) or 2,5-diiodobenzoic acid (Mathis, C. A. et al., J. Nucl. Med. 33:890(1992)) with 2-thio-N,N-dimethylbenzamide (Wong, D. T. et al. Adv. Exp. Med. & Biol., 363:77-95 (1995)) was carried out in N,N-dimethylacetamide (DMAC) with sodium methoxide to give the desired compounds in good yield (59 and 44% for 23 and 28, respectively). Only when 2-thio-N,N-dimethylbenzamide was freshly prepared, was a good coupling yield achieved. This may due to the fact that the free thiol of 22 was not stable upon prolonged standing at room temperature. The bromo compound was converted to the corresponding tri-n-butyltin derivative (Maryanoff. E. M. et al., J. Med. Chem. 33:2793-2797 (1990)) by a tetrakis(triphyenlphosphine)palladium(0)-catalyzed reaction with good yield (66%). The tin derivative was successfully converted to IDAM with excellent yield (97%), or alternatively, 2-((4-iodo-2-carboxyphenyl)thio)N,N-dimethylbenzamide (Mathis, C. A. et al., Eur. J. Pharmacol. 210:103-104 (1992)) was reduced to IDAM with 66% yield.

The synthetic route of 14192-12-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Trustees of the University of Pennsylvania; US6921840; (2005); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 14192-12-2, name is 2,5-Diiodobenzoic acid, 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 14192-12-2, Product Details of 14192-12-2

Example 18 5-Chloro-N-((1-(2-methoxycarbonyl-4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide (29) To a solution of 2,5-diiodobenzoic acid (1.00 g, 2.67 mmol) in anhydrous MeOH (15 mL) cooled in an ice-bath, SOCl2 (0.50 mL, 6.85 mmol) was cautiously added (exothermal reaction). After the addition, the solution was heated at reflux overnight. It was then concentrated in vacuo to give methyl 2,5-diiodobenzoate (1.04 g).

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

Synthetic Route of 14192-12-2,Some common heterocyclic compound, 14192-12-2, name is 2,5-Diiodobenzoic acid, molecular formula is C7H4I2O2, 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.

Step 1 : A RBF equipped with a reflux condenser was charged with 4-bromophenol (15.5 g, 89.4 mmol), 2,5-diiodobenzoic acid (25.700 g, 68.7 mmol), EtOAc (0.337 ml, 3.44 mmol), and toluene (100 mL). Cs2C03 (44.8 g, 137 mmol) was carefully added portion- wise. After stirring at RT for 1 min, the mixture was heated to 50 C for 40 min and then heated to 100 C for 20 hrs. The reaction mixture was allowed to cool to RT. The mixture was filtered through Celite and the solids were washed with EtOAc. The filtrate was diluted with water (200 mL), acidified with 2N HC1 (300 mL), and extracted with EtOAc (4 x 500 mL). The organic extract was washed with brine and dried over sodium sulfate. The organic fraction was concentrated under reduced pressure to afford crude 2- (4-bromophenoxy)-5-iodobenzoic acid (31.1 g) as a tan oil that solidified upon standing

The synthetic route of 14192-12-2 has been constantly updated, and we look forward to future research findings.