Category: iodides-buliding-blocks

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 148870-57-9 as follows. 148870-57-9

Example 1:Preparation of 7,8-dimethoxy-3- [3- [[(1 S)-(4,5-dimethoxybenzocyclobutan-1- yl)methyl] methylamino] propyll-1 ,3-de-hydro-7,8-dimethoxy-2H-3-benzazepin-2-one oxalate (De-hydro ivabradine oxalate salt) 3-[3-lodopropylj-7,8-dimethoxy- I H-3-benzazepin-2(3H)-one (100 gm),dimethylformamide (800 ml), potassium carbonate (140 gm) and (S)-N-[(4,5-dimethoxybenzocyclobut- 1 -yl)-methyl]-N-(methyl)amine hydrochloride (40 gm) were added and then heated to 40 to 45C. The reaction mass was maintained for 17 hours at 40 to 45C and then cooled to room temperature. To the reaction mass were added hydrochloric acid (iN, 3000 ml) and ethyl acetate (2000 ml). The layers were separatedand the aqueous layer was extracted with ethyl acetate. Combined organic layers were dried with sodium sulfate and then concentrated to obtain a residual solid. To the residual solid was added ethyl acetate (750 ml) and then added a solution of oxalic acid (27 gm) in acetone (100 ml). The reaction mass was stirred for 2 hours at room temperature and filtered. The solid obtained was dried to obtain 90 gm of de-hydro ivabradine oxalate salt.Chromatographic purity of de-hydro ivabradine oxalate salt: 96.5%.

According to the analysis of related databases, 148870-57-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; SRINIVASA RAO, Thungathurthy; VAMSI KRISHNA, Bandi; WO2013/150544; (2013); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The chemical industry reduces the impact on the environment during synthesis 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic acid, I believe this compound will play a more active role in future production and life. 61203-48-3

Examples 13.b.-16.b.[207] The intermediate 4-amino-6,7-methylenedioxyquinoline o-iodobenzamide derivatives used in Examples 13.a.-16.a. were prepared using the following general procedure. [208] A 2.0M solution of oxalyl chloride in CH2Cl2 (1.3 equiv.) was added to a solution of 2-iodo-5,6-dimethoxybenzoic acid (1.0 equiv.) in anhydrous CH2Cl2 (¡ì 60 mL per 10 mmol benzoic acid) and the solution stirred at reflux for 3 h. The mixture was allowed to cool and was then concentrated to dryness in vacuo. To the residue was added a solution of appropriate 4-amino-6,7-dimethoxyquinoline (1.0 equiv), triethylamine (2 equiv.) in CH2Cl2 (¡ì 60 mL per 4 mmol aminoquinoline). The reaction mixture was then stirred at reflux under N2. . In the case of those derivatives that have an alkylamine incorporated in their structure, the residue was partitioned between CHCl3 and 10% NaOH. The aqueous layer was repeatedly separated with CHCl3. All of the CHCl3 solutions (initial partition and extracts) were combined and dried (MgSO4). The aqueous layer was neutralized with 20% NaOH and extracted with CHCl3, dried (MgSO4) and evaporated. [209] Example 13.b. N-(6,7-Methylenedioxyquinolin-4-yl)-N-[(2-(t- butyldimethylsilanyloxy)-ethyl]-2-iodo-4,5-dimethoxybenzamide. Prepared from 4-[N-[2-(t-Butyldimethylsilanyloxy)]ethyl]amino-6,7-methylenedioxyquinoline (400 mg, 1.15 mmol) in 51.7% yield with a reaction time of 12 h, from the acid chloride prepared using 5.0 mmol of oxalyl chloride and 1.38 mmol of 2-iodo-5,6- dimethoxybenzoic acid. Compound 8h had: mp 79-80 qC; IR (KBr); 1653 1H NMR (CDCl3); 0.004 (d, 3H, J = 4.2Hz), 0.82 (s, 9H), 3.26 (s, 3H), 3.67 (s, 3H), 3.84- 4.02 (m, 4H), 6.13 (d, 2H, J = 4Hz), 6.40 (s, 1H), 7.02 (s, 1H), 7.33 (d, 1H, J = 4.2Hz), 7.36 (s, 1H), 7.42 (s, 1H), 8.52 (d, 1H, J = 4Hz); HRMS calcd for C27H33ISiN2O6H 637.1232; observed 637.1212

The chemical industry reduces the impact on the environment during synthesis 61203-48-3. I believe this compound will play a more active role in future production and life.

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

The chemical industry reduces the impact on the environment during synthesis 116632-39-4, name is 5-Bromo-2-iodotoluene, I believe this compound will play a more active role in future production and life. 116632-39-4

3OA: 4-bromo-2-methyH-vinylbenzene; [00347] KF (870 mg, 15 mmol), K-Bu4NCl (2.77 g, 10 mmol), Pd(dba)2 (145 mg, 0.25 mmol), molecular sieves (4 Ang, 200 mg, activated balls), 5-bromo-2-iodo- 1-methylbenzene (1.49 g, 5 mmol), trimethyl(vinyl)silane (2.7 mL, 20 mmol), and toluene (10 mL) were added to a pressure vessel and sparged with Ar. The vial was sealed and microwaved at 1700C for 30 min. The mixture was cooled to ambient temperature, diluted with hexanes, filtered and concentrated. The crude oil was purified by flash chromatography (100% hexanes) to yield 3OA (750 mg, 76%) as a clear oil. 1H NMR (400 MHz, CDCl3) delta ppm 2.31 (s, 3 H) 5.31 (dd, /=10.99, 1.10Hz, 1 H) 5.62 (dd, J=17.59, 1.10 Hz, 1 H) 6.84 (dd, J=17.04, 10.99 Hz, 1 H) 7.26 – 7.35 (m, 3 H).

The chemical industry reduces the impact on the environment during synthesis 116632-39-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/76431; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Patent; NIHON MEDI-PHYSICS COMPANY LIMITED; KYOTO UNIVERSITY; IZAWA, AKIHIRO; OKUMURA, YUKI; KOBASHI, NOBUYA; ABE, TSUTOMU; SAJI, HIDEO; KIMURA, HIROYUKI; (34 pag.)JP2015/93832; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common heterocyclic compound, 461-17-6, name is 1,1,1-Trifluoro-4-iodobutane, molecular formula is C4H6F3I, 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. 461-17-6.

The compound (T-49) (15.0 g) and triphenylphosphine (24.8 g) were placed in a reactor and stirred at 100 C for 6 hours.The mixture was filtered and washed with heptane cooled with an ice bath to obtain Compound (T-50) (16.4 g; 52%).

The synthetic route of 1,1,1-Trifluoro-4-iodobutane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jieenzhi Co., Ltd.; Jieenzhi Petrochemical Co., Ltd.; Tian Zhongyuzhi; Shi Yekuangyi; Jin Tengshishang; Di Tianhekuan; (145 pag.)CN107108457; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

629-09-4, Adding a certain compound to certain chemical reactions, such as: 629-09-4, name is 1,6-Diiodohexane, 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 629-09-4.

3,3′-(1,9-Decanediyn-1,10-diyl)-bis-pyridine (1 mmol) and an equivalent of 1,6-diiodohexane were mixed in acetonitrile (1000 mL). The mixture was refluxed for 7 days. The solvent was removed in vacuum after cooling and the resulting residue was taken up in water and partitioned between ethyl ether and water. The aqueous layer was extracted extensively with ethyl ether remove the starting materials. Most of the water was removed and the residue was transferred into methanol. Methanol was removed and the product was dried under vacuum to afford the bis-pyridinium cyclophane (30% yield). HNMR (300 MHz, D2O) 8.76 (s, 2H), 8.56 (d, J=6.0 Hz, 2H), 8.29 (d, J=8.4 Hz, 2H), 7.81 (dd, J=6.3 Hz, 8.1 Hz, 2H), 4.40 (t, J=7.5 Hz, 4H), 2.39 (t, J=6.3 Hz, 4H), 1.85-1.84 (m, 4H), 1.49-1.52 (m, 4H), 1.38-1.42 (m, 4H), 1.18-1.22 (m, 4H). CNMR, 146.97, 146.26, 142.61, 128.00, 125.71, 101.43, 73.93, 61.99, 29.94, 27.84, 27.49, 24.43, 18.90.

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, 1,6-Diiodohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; US2010/222377; (2010); 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 3268-21-1 as follows. 3268-21-1

A 200 mL four-neck flask equipped with a stirrer was charged with zinc chloride (7.00 g, 51.4 mmol) and tetrahydrofuran (70 mL) under nitrogen atmosphere, and with stirring, 1,1,1,2-tetrafluoroethane (7.70 g, 75.5 mmol) was blown thereinto at -20 C. Next, a tetrahydrofuran-n-hexane solution of lithium diisopropylamide (1.1 M, 99 mL, 108.5 mmol) was gradually added thereto with the dropping port dipped in the liquid content, and the mixture was stirred at room temperature for 30 minutes. Subsequently, 1,4-diiodo-2,3,5,6-tetramethylbenzene (5.41 g, 14.0 mmol) and tetrakis(triphenylphosphine)palladium (0.65 g, 0.6 mmol) were introduced thereinto and the mixture was stirred at 50 C. for 48 hours. After cooling, an aqueous hydrochloric acid solution was added thereto and the organic layer was washed with 20% saline (50 mL*3 times). The resulting organic layer was dried over anhydrous magnesium sulfate and then the filtrate was concentrated under reduced pressure. The concentrate obtained was purified by silica gel chromatography to give 3.18 g of white solid 1,4-bis(trifluorovinyl)-2,3,5,6-tetramethylbenzene (purity=95.7 wt %, isolated yield=74%). (Results of Analysis) 1H-NMR (Acetone-d6, 400 MHz); 2.18 ppm (d, 12H, Me). 19F-NMR (Acetone-d6, 376 MHz); -158.9 ppm (dd, 2F), -118.3 ppm (ddd, 2F), -104.8 ppm (ddd, 2F). m.p. 91-94 C. GC-MS (m/z):294 (m, 60), 279 (15), 259 (5), 243 (100), 228 (9), 177 (15), 159 (9), 133 (6), 51 (8).

According to the analysis of related databases, 3268-21-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOSOH FINECHEM CORPORATION; MIYAUCHI, Hideki; KONDO, Norihisa; NAGASAKI, Noritaka; US2020/17429; (2020); 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. 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 76801-93-9

The white powdery product S4 (10 g, 14.2 mmol) obtained in Example 3.Dissolved in 20mL DMAc and acetonitrile mixture (1:1 volume ratio),Cool down to 10 C, control temperature below 30 C,3-chloropropanediol-(1,2) or 2-chloroethanol-1 (10.2 g, 92.3 mmol) was added dropwiseOr 9.55g, 92.3mmol), after the addition is completed, the temperature is raised to 50 C,After stirring for 3 h, it was cooled to 15 C, 20 mL of 10 mol/L NaOH aqueous solution was added dropwise, and the reaction was further stirred at 25 C for 1 h. After the reaction was completed, the pH was adjusted to 4 with dilute hydrochloric acid.Allow to stand at 0 C overnight, filter, filter cake washed with water several times,Drying (drying to constant weight at 85 C),Recrystallization (recrystallization in DMAc mixed with acetonitrile),A white gray or dark gray powder compound is obtained.

The synthetic route of 76801-93-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Calculate University; Wu Zhiping; Bai Xueyan; Wu Yuqi; (13 pag.)CN108727376; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 612-55-5, name is 2-Iodonaphthalene, This compound has unique chemical properties. The synthetic route is as follows., 612-55-5

General procedure: Aryliodide (0.5 mmol), K4[Fe(CN)6]3H2O(0.15 mmol), K3PO4 (1.5 mmol) and Pd-BNP (5.3 mg, 0.005 mmol, 1.0 mol%)were taken in a oven dried reaction tube equipped with magnetic pellet. DMF(2.0 mL) was added to the reaction tube and the reaction mixture was stirred at120 C temperature. The reaction was monitored by TLC. After consumption ofthe starting material, the reaction mixture was cooled to room temperature.Crude product was extracted with ethyl acetate (3 10 mL). Then the organicphase was dried over Na2SO4 and concentrated in vacuum. The product waspurified by column chromatography using silica gel.

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:
Article; Ganapathy, Dhandapani; Kotha, Surya Srinivas; Sekar, Govindasamy; Tetrahedron Letters; vol. 56; 1; (2015); p. 175 – 178;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

5471-81-8,Some common heterocyclic compound, 5471-81-8, name is Methyl 4-iodo-3-methylbenzoate, molecular formula is C9H9IO2, 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.

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10mol%),Methyl 3-methyl-4-iodobenzoate (0.2 mmol, 1.0 equiv.),Methyl glycidyl ether (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone (1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C and stirred 24hour. After the reaction vessel was cooled to room temperature, it was quenched with water (10 mL), extracted with methyl tert-butyl ether (3¡Á10 mL), dried Na2SO4Dry, filter, and concentrate under vacuum. Purified by column chromatography,The eluent is petroleum ether: ethyl acetate = 10:1 (v/v),34 mg of methyl 7-methyl-2-(methoxymethyl)-2,3-dihydrobenzofuran-5-carboxylate (light yellow oily liquid, yield 72%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-iodo-3-methylbenzoate, its application will become more common.

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com