Category: iodides-buliding-blocks

Synthetic Route of 69113-59-3, A common heterocyclic compound, 69113-59-3, name is 3-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.

Add trimethylsilylacetylene (3. 4 mL, 24. 0 mmol) to a mixture of bis (triphenylphosphine) palladium (II) dichloride (766 mg, 1. 1 mmol), copper (I) iodide (418 mg, 2. 2 mmol) and 3-iodobenzonitrile (5 g, 21. 8 mmol) in triethylamine (20 mL). Upon addition of the trimethylsilylacetylene an exothermic reaction occurs and after about 4 min the reaction mixture solidifies. Cool the reaction mixture for about 15 min, dilute with ethyl acetate (100 mL), filter through fluted filter paper using ethyl acetate and concentrate. Dissolve the residue in ethyl acetate (200 mL) and wash sequentially with an aqueous solution of 0. 1 N hydrochloric acid and a saturated aqueous solution of sodium chloride. Dry (sodium sulfate), filter and concentrate. Purify the residue by silica gel chromatography, eluting with 0 : 100 to 5 : 95 ethyl acetate : hexanes, to give the title compound as a tan solid (3. 6 g, 83%). 1H NMR (400 MHz, CDC13) 8 0. 29 (s, 9H), 7. 45 (t, J = 8. 0 Hz, 1H), 7. 60-7. 63 (m, 1H), 7. 68-7. 71 (m, 1H), 7. 77-7. 78 (m, 1H). LC-MS (ES) : m/z = 200. 0 [M+H+.

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; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 90347-66-3, These common heterocyclic compound, 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, 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 2: To a round-bottom flask containing 3-iodo-4-methyl-benzoic acid methyl ester (1.38 g, 5.00 mmol), 4-cyanophenylboronic acid (1.10 g, 7.48 mmol), palladium acetate (168 mg, 0.748 mmol), 2-(dicyclohexylphosphino)biphenyl (0.526 g, 1.50 mmol) and potassium fluoride (0.870 g, 15.0 mmol) is added anhydrous 1,4-dioxane (15 ml). The flask is purged with argon and sealed. The mixture is stirred at 130 C. for 18 hours, cooled to ambient temperature and then water (20 ml) and ethyl acetate (20 ml) are added. Solid is removed under vacuum filtration. The filtrate is extracted with EtOAc (20 ml*2). The organic layers are combined, washed with aqueous HCl (5%, 20 ml) and saturated NaHCO3 (20 ml). It is dried over MgSO4, and concentrated. The residue is purified by silica gel column chromatography (EtOAc/Hexane, gradient) to give 4′-cyano-6-methyl-biphenyl-3-carboxylic acid methyl ester 2; LC-MS m/z: 252.1 (M+1).

The synthetic route of 90347-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; US2010/197659; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 216393-67-8, A common heterocyclic compound, 216393-67-8, name is 4-Chloro-2-fluoro-6-iodoaniline, molecular formula is C6H4ClFIN, 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.

In a 20 mL dehydrated deoxygenated Schlenk tube, acetophenone p-toluenesulfonylhydrazone(0.30 mmol, 86.4 mg), 4-chloro-2-fluoro-6-iodoaniline (0.2 mmol, 54.2 mg), bistriphenylphosphine(0.02 mmol, 14.0 mg), sodium tert-butoxide (1.2 mmol, 115.2 mg) 3.0 mL diethylene glycol dimethyl ether (diglyme), and finally 0.1 MPa of CO2 was injected into the reaction tube. The sealed reaction tube was heated and stirred in an oil bath at 140 C for about 24 hours Rear. The reaction solution was acidified with 1.5 mL of a 1 M hydrochloric acid solution and extracted with ethyl acetate (4 mL x 5) The organic phases were combined and finally the product was purified by column chromatography and then dried to give 29.5 mg of a white solid powder as a solid54%.

The synthetic route of 216393-67-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changzhou University; Sun, Song; Cheng, Jiang; Hu, Weiming; Gu, Ning; Wang, Bingbing; (12 pag.)CN106432074; (2017); 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 19718-49-1 as follows. Safety of Methyl 4-amino-3-iodobenzoate

A combined suspension of methyl 4-amino-3-iodobenzoate (2.74 g, 9.90 mmol), copper (_) iodide (38 mg, 1.98 mmol), bis(triphenylphosphine)palladium(II) dichloride (139 mg, 1.98 mmol), and 5-ethynylbenzo[d][1,3]dioxole (1.74 g, 11.89 mmol) were stirred in toluene and TEA (1/1, 82 mL) at ambient temperature for overnight. The reaction solvent was evaporated under reduced pressure, and the residue was purified by column chromatography with hexane/ethyl acetate (3/1, v/v) to obtain the compound 48 as a white solid (2.92 g, quant. yield): 1H NMR (400 MHz, CDCl3) _ 8.04 (d, J = 2.0 Hz, 1H), 7.78 (dd, J = 8.6 ,2.0 Hz, 1H), 7.03 (dd, J = 8.0, 1.6 Hz, 1H), 6.94 (d, J = 1.6 Hz, 1H), 6.77 (d, J = 8.0 Hz, 1H), 6.67 (d, J = 8.6 Hz, 1H), 5.97 (s, 2H), 4.74 (bs, 2H), 3.85 (s, 3H); 13C NMR (100 MHz, CDCl3) _ 166.7, 151.5, 148.1, 147.5, 134.3, 131.3, 126.2, 119.3, 116.1, 113.3, 111.4, 108.6, 107.2, 101.5, 95.1, 83.2, 51.8.

According to the analysis of related databases, 19718-49-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 915095-86-2,Some common heterocyclic compound, 915095-86-2, name is (2-Chloro-5-iodophenyl)(4-fluorophenyl)methanone, molecular formula is C13H7ClFIO, 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 the fluoride VIII.1 (208 kg), tetrahydrofuran (407 kg) and (S)-3-hydroxytetrahydrofuran (56 kg) is added potassium-tert-butanolate solution (20percent) in tetrahydrofuran (388 kg) within 3 hrs at 16 to 25¡ã C. temperature. After completion of the addition, the mixture is stirred for 60 min at 20¡ã C. temperature. Then the conversion is determined via HPLC analysis. Water (355 kg) is added within 20 min at a temperature of 21¡ã C. (aqueous quench). The reaction mixture is stirred for 30 min (temperature: 20¡ã C.). The stirrer is switched off and the mixture is left stand for 60 min (temperature: 20¡ã C.). The phases are separated and solvent is distilled off from the organic phase at 19 to 45¡ã C. temperature under reduced pressure. 2-Propanol (703 kg) is added to the residue at 40 to 46¡ã C. temperature and solvent is distilled off at 41 to 50¡ã C. temperature under reduced pressure. 2-Propanol (162 kg) is added to the residue at 47¡ã C. temperature and solvent is distilled off at 40 to 47¡ã C. temperature under reduced pressure. Then the mixture is cooled to 0¡ã C. within 1 hr 55 min. The product is collected on a centrifuge, washed with a mixture of 2-propanol (158 kg) and subsequently with tert.-butylmethylether (88 kg) and dried at 19 to 43¡ã C. under reduced pressure. 227 kg (91.8percent) of product are obtained as colourless solid. The identity of the product is determined via infrared spectrometry.

The synthetic route of 915095-86-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/237789; (2011); A1;,
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. 391211-97-5, name is 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 391211-97-5

EXAMPLE 50A N-[(S)-2,3-Dihydroxy-propoxy]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzamide (Form II of Compound C) Prepared from (S)-O-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-hydroxylamine and 3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzoic acid by the alternative procedure described above for N-[(R)-2,3-Dihydroxy-propoxy]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzamide: m.p. 118-119 C.

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; Barrett, Stephen Douglas; Biwersi, Cathlin Marie; Chen, Michael Huai Gu; Kaufman, Michael David; Tecle, Haile; Warmus, Joseph Scott; US2004/54172; (2004); A1;,
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. 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, A new synthetic method of this compound is introduced below., Application In Synthesis of (5-Bromo-2-iodophenyl)methanol

General procedure: A magnetic stirring bar, 2-iodobenzyl alcohol (1a, 116.0 mg, 0.5 mmol), NEt3 (251.6 mg, 2.5 mmol), and MeCN (10 mL) were placed in a stainless steel autoclave equipped with an inserted Pyrex glass liner. The autoclave was closed, purged three times with carbon monoxide, pressurized with 65 atm of CO and then heated at 250 C by salt bath with stirring for 16 h. After the reaction, excess CO was discharged at room temperature. The solvent was removed under reduced pressure, and the residue was purified by flash chromatography on silica gel (hexane/EtOAc = 3/1) to give 2a (60.4 mg, 91%) as a white solid.

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:
Article; Fukuyama, Takahide; Bando, Takanobu; Ryu, Ilhyong; Synthesis; vol. 50; 15; (2018); p. 3015 – 3021;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

116632-41-8, name is 2-Chloro-5-iodotoluene, 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. SDS of cas: 116632-41-8

Step A: NaOH (4M, 443.13uL, 4.00eq) was added to a solution of compound 51 (200.00mg, 443.13umol,1.00eq), 4-chloro-1-iodo-2-toluene (156.63mg, 620.38umol, 1.40eq), Pd(dppf)Cl2 (16.21mg, 22.16umol, 0.05eq) in 12mL2-methyltetrahydrofuran, the reaction solution was purged with nitrogen for three times, then stirred at 65C for 12 hours,gradually turned from yellow to black. 20mL water was added to the above solution, and the mixture was extracted threetimes with ethyl acetate (20mL*3). The organic phase was combined, washed with 20mL saturated brine, dried overanhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give a crude product,which was purified by silica gel column chromatography (400 mesh, PE_EA=1:0 to 20:1) to give the compound 73(170.00mg, 325.53umol, yield 73.46%, purity 90%).

The synthetic route of 116632-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Luoxin Biotechnology (Shanghai) Co., Ltd.; Shandong Luoxin Pharmaceutical Group Stock Co., Ltd.; LU, Jianyu; DING, Charles Z.; HU, Lihong; HE, Huijun; CHEN, Shuhui; DONG, Jiaqiang; WANG, Tie-lin; (124 pag.)EP3434668; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 4949-69-3, These common heterocyclic compound, 4949-69-3, name is 4-Iodo-3-methylaniline, 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.

3-Thiophenecarboxylic acid (2.0 g, 15.6 mmol) was dissolved in methylene chloride (100 mL) and 2 drops of DMF were added. The mixture was cooled to 0 0C and oxalyl chloride (1.5 mL, 17.1 mmol) was added slowly and allowed to warm to room temperature. Gas evolution was observed during warming. 3-Methyl-4-iodoaniline (5.45 g, 23.5 mmol), 4 drops of pyridine and K2CO3 (2.58 g, 18.7 mmol) are dissolved in CH2Cl2 (10 mL) and cooled to about 0 0C. After about Ih, the acid chloride mixture is slowly added to the cooled aniline mixture and allowed to warm to room temperature and stirred for about 18h. The resulting mixture is filtered, washed with ethyl acetate and the filtrate is concentrated to a brown oil. The crude material was purified via flash chromatography (10-30% ethyl acetate in hexanes) to afford the title compound (1.56 g, 29%) as an off-white solid.

The synthetic route of 4949-69-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/147109; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 26059-40-5, 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. 26059-40-5, name is 2-(2-Iodophenyl)ethan-1-ol belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(1) weighing 2-iodo-phenethyl alcohol 1.0g in 100mL single-necked flask,Join 20mL THF room temperature stirring to dissolve,2.8 g of di-tert-butyl azodicarboxylate and 3.2 g of triphenylphosphine solid were sequentially added,The reaction was stirred at room temperature for 1.5h,The reaction solution was washed once with 20 mL of 1 mol / L diluted hydrochloric acid,20mL saturated sodium bicarbonate once, 20mL saturated brine once,The organic phase is dried over anhydrous magnesium sulphate, filtered and the filtrate is removed by rotary evaporation to give 5.8 g of crude product. The crude product was purified by column chromatography on silica gel eluting with PE: EA = 20: 1 to give 1.6 g of a white solid,Namely N, N’-di-tert-butoxycarbonyl-2-iodophenethylhydrazine,Yield86%.

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-(2-Iodophenyl)ethan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wuxi Jiehua Pharmaceutical Technology Co., Ltd.; Gou Yuancheng; (7 pag.)CN107033090; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com