Category: iodides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 21740-00-1, name is 5-Bromo-2-iodobenzoic 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 21740-00-1, Computed Properties of C7H4BrIO2

To a solution of 2.0 g (6.1 mmol) of 5-bromo-2-iodobenzoic acid (Aldrich) and 0.10 g (0.82 mmol) of N,N-dimethylaminopyridine-4-amine in tetrahydrofuran (20 ml) was added 2.8 ml (12 mmol) of di-tert-butyl dicarbonate under a nitrogen atmosphere while stirring, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, to the reaction mixture was added a saturated aqueous sodium hydrogencarbonate solution, and an extraction with ethyl acetate from the mixed solution was conducted. The organic layer was washed with saturated brine, subsequently dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (elution solvent; hexane:ethyl acetate = 80:20 to 50:50 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 1.5 g (2.9 mmol (purity 74% by weight), yield 35%) of the title compound as a colorless oil. 1 H-NMR spectrum (400 MHz, CDCl3) delta : 7.80-7.77 (2H, m), 7.23 (1H, dd, J = 8.4, 2.4 Hz), 1.62 (9H, s).

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Reference:
Patent; UBE Industries, Ltd.; IWASE, Noriaki; NISHIDA, Hiroshi; OKUDO, Makoto; ITO, Masaaki; KONO, Shigeyuki; MATOYAMA, Masaaki; USHIYAMA, Shigeru; OKANARI, Eiji; MATSUNAGA, Hirofumi; NISHIKAWA, Kenji; KIMURA, Tomio; EP2940013; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 42861-71-2, name is 3-Iodophenyl acetate, 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 42861-71-2, Computed Properties of C8H7IO2

Example 85; 3 -(2- {6-[4-(2-Fluorophenoxy)piperidin- 1 -yl]pyridazin-3 -yl} ethynyl])phenyl acetate; Prepared by Sonogashira coupling reaction of Intermediate 24 with 3-iodophenyl acetate in a mixture of triethylamine and DMSO to give the product as an off-white solid IR (KBr) 2953, 2401, 1772, 1588, 1257, 1010, 743 cm”1; 1H NMR (300 MHz, CDCl3) delta 1.84-2.16 (m, 4H), 2.30 (s, 3H), 3.70 (br s, 2H), 4.01 (br s, 2H), 4.57 (tar s, IH), 6.80-6.96 (m, 2H), 7.00-7.18 (m, 4H), 7.20-7.40 (m, 3H), 7.42 (d, J= 7.8 Hz, IH); ESI-MS (m/z) 432.43 (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; GLENMARK PHARMACEUTICALS S.A.; WO2008/62276; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 41252-98-6, 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. 41252-98-6, name is 1-Iodo-2-methyl-3-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1) Under argon protection,Iodoacetic acidEthyl ester,Magnesium ethoxide,The catalyst was mixed with anhydrous tetrahydrofuran to control the reaction temperature to rise to 112 C.The pressure rises to 4.5 atmospheres,Mixing a mixture of 6-iodo-2-nitrotoluene in anhydrous isopropanol,The control dropping time is 50 min, and after the end of the dropwise addition, the control temperature is raised to 140 C.The pressure was raised to 8 atmospheres, and the reaction was continued for 3 hours and then cooled to room temperature.Add 12% by mass aqueous sodium hydroxide solution, and control the temperature not to exceed 90 C.After the dropwise addition of the aqueous sodium hydroxide solution, the temperature was controlled to rise to 132 C.The pressure is 2.6 atmospheres and the reaction ends at 1.5 hours.The preparation method of the catalyst is as follows: the nano molecular sieve is immersed in a mass fraction of 5% sodium hydroxide solution for 2.5 days, filtered, washed with water and activated at 700 C.Ethyl iodine, 6-iodo-2-nitrotoluene,The molar ratio of magnesium ethoxide is 1:0.58:1.1; ethyl iodide,The ratio of the catalyst to anhydrous tetrahydrofuran is 1 g: 0.2 g: 4 mL;The ratio of 6-iodo-2-nitrotoluene to anhydrous isopropanol is 1 g: 3.5 mL;The molar ratio of 6-iodo-2-nitrotoluene to sodium hydroxide in aqueous sodium hydroxide solution was 1:2.3.2) After cooling, the precipitate is removed by filtration, and the obtained filtrate is adjusted to pH 1 with 20% hydrochloric acid, extracted with chloroform, and the layers are separated. The organic layer is washed with water and dried over anhydrous sodium sulfate Get the product. The molar yield was 99.5% and the GC purity was 99.2%.

The synthetic route of 1-Iodo-2-methyl-3-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen The Second People Hospital; Tan Hui; Li Weiping; Huang Guodong; (7 pag.)CN109810001; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

3930-83-4, name is 2-Iodobenzamide, 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. COA of Formula: C7H6INO

General procedure: To a 10 mL reaction tube were added MCM-41-L-Proline-CuBr(135 mg, 0.1 mmol), 2-halobenzamide 1 (1.0 mmol), benzylamine derivative 2 (2.0 mmol), K2CO3 (3.0 mmol), and DMSO (3 mL). The reaction mixture was stirred at 110 or 120 C under air for 6-12 h.After being cooled to room temperature, the reaction mixture was diluted with 20 mL of EtOAc, and filtered. The MCM-41-L-Proline-CuBr complex was washed with distilled water (2 5 mL) and ethanol (2 5 mL), and reused in the next run. The filtrate was washed with water (2 10 mL) and dried over MgSO4. After being concentrated in vacuo, the residue was purified by flash column chromatography on silica gel (petroleum ether/EtOAc 3:1 to 2:1)to afford the target product 3.

The synthetic route of 3930-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yan, Nan; You, Chongren; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 897; (2019); p. 161 – 169;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 2043-57-4, A common heterocyclic compound, 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, molecular formula is C8H4F13I, 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.

(W) Synthesis of 1-methyl-3-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)imidazolium 1,1,2,2-tetrafluoroethanesulfonate; 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 1-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 Kl 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.

The synthetic route of 2043-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Harmer, Mark Andrew; Junk, Christopher P.; Vickery, Jemma; Miller, Robert; US2007/66852; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 13421-00-6, A common heterocyclic compound, 13421-00-6, name is 5-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

According to the procedure reported by Yu and co-workers [3], palladium acetate (22 mg, 0.10mmol), iodobenzene diacetate (644 mg, 2.0 mmol), iodine (507 mg, 2.0 mmol), and tetrabutylammonium iodine (739 mmol, 2.0 mmol) were added to a solution of 3-chlorobenzoic acid (313 mg, 2.0 mmol) in 1,2-dichloroethane (20 mL). The mixture was heated at 100 C with stirring for 2 h and then allowed to cool to room temperature. Iodobenzene diacetate (644 mg, 2.0 mmol) and iodine (507 mg, 2.0 mmol) were added to the mixture. After stirring at 100 C for 4 h, the resulting mixture was diluted with10% sodium carbonate. The aqueous layer was separated, washed with Et2O, and then acidified with 10% HCl. The resulting mixture was extracted with EtOAc and the organic layer was dried over Na2SO4; filtered; and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/EtOAc = 4/1) to give crude 5-chloro-2-iodobenzoic acid (223 mg) as a colorless solid, which was suspended in thionyl chloride (2 mL). After stirring under reflux conditions for 2 h, the resulting mixture was concentrated under reduced pressure. The remaining thionyl chloride was removed by azeotropic distillation with benzene. The residue was dissolved in anhydrous CH2Cl2 (3 mL). To the mixture were added isopropylamine (56 mg, 0.95 mmol) and triethylamine (240 mg,2.37 mmol) at 0 C under a nitrogen atmosphere. After stirring at room temperature for 13 h, the resulting solution was diluted with EtOAc. The mixture was washed with 10% HCl, saturated aqueous NaHCO3, water, and brine; dried overNa2SO4; filtered; and concentrated under reduced pressure. The residue was purified by recrystallization from hexaneand CHCl3 to give 19 (138 mg, 21% in 3 steps) as colorless needles.

The synthetic route of 13421-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yakura, Takayuki; Fujiwara, Tomoya; Yamada, Akihiro; Nambu, Hisanori; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 971 – 978;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 3058-39-7, A common heterocyclic compound, 3058-39-7, name is 4-Iodobenzonitrile, molecular formula is C7H4IN, 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.

The compound 4-cyanoiodobenzene 1a (1.0 mmol) was added to the reactor in that order.DMSO (5 ml), Cs2CO3 (2.0 mmol), phenol 2a (1.2 mmol) was stirred at room temperature for 6 min.Then, it was placed in an oil bath at 80 C, and reacted for 10 hours under light. After the TLC detection reaction was completed, the reaction solution was subjected to filtration, extraction and column chromatography to obtain the objective product 4a, yield 79%.

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; China Three Gorges University; Wang Long; Liu Na; Yang Qingqing; Hu Weimin; (7 pag.)CN110156635; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 88-82-4, 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. 88-82-4, name is 2,3,5-Triiodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 25 3,5-Diiodobenzyl-n-Hexyl Carbonate Preparation of s in Table I: Using the procedure of B, Gaux and D. LeHenaff, Bull. Soc. Chem. Fr., 34, 505 (1974), 2,3,5-triiodobenzoic acid (Aldrich) was treated with lithium aluminum hydride to give 3,5-diiodobenzyl alcohol with m.p. of 136.5-140 (literature 137).

The synthetic route of 2,3,5-Triiodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lafayette Pharmacal Inc.; US4175544; (1979); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 123278-03-5, These common heterocyclic compound, 123278-03-5, name is 3-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.

Step B: Preparation of Ethyl 2-(3-chloro-2-iodophcnyl)acetate; [0923] 3-Chloro-2-iodobenzoic acid (8.83 g, 31 .3 mmol) was stirred in thionyl chloride (125 mL) at reflux for 2 hours. The mixture was cooled to room temperature, the thionyl chloride was removed under vacuum, and the residue was azeotroped once with toluene to give the acid chloride as a dark red solid. Trimethylsilyldiazomethane (2.0M in EtzO, 124 mmol) was added to the acid chloride, and the mixture was stirred for 5 hours at room temperature. Excess reagent was destroyed by the addition of AcOH (until bubbling stopped), and the mixture was partitioned between EtOAc and saturated NaI 1CU3. The layers were separated, and the organic layer was washed with water once, brine once, dried over anhydrous MgSO4 and concentrated in vacuo. ‘I his material was dissolved in absolute EtOH (250 m L) and silver (1) oxide (catalytic amount) was added. The mixture was heated at 8O0C for 30 minutes, cooled to room temperature, and filtered through cclite. The filtrate was concentrated and purified by flash chromatography to give 7.89 g of ethyl 2-(3-chloro-2- iodophenyl)acetate as an orange oil.

The synthetic route of 123278-03-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 16932-44-8, 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. 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

(2) Synthesis of intermediate 4 Intermediate 2 (5 g, 18.9 mmol) was dissolved in absolute THF, and isopropylmagnesium chloride (9.5 ml, concentration: 2M, solvent: absolute THF) was slowly added thereto at -50C, and then the resultant mixture was stirred at room temperature for 1 hour. Subsequently, said mixture was cooled to -78C, and phosphorus trichloride (1.3 g, 9.5 mmol) was slowly added. After that, the mixture was stirred at room temperature overnight, and the resultant reaction product containing intermediate 4 was used for the next reaction without further purification

The chemical industry reduces the impact on the environment during synthesis 2-Iodo-1,3-dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Japan Polypropylene Corporation; Japan Polyethylene Corporation; EP2351761; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com