Iodides-buliding-blocks

Synthetic Route of 6828-35-9, These common heterocyclic compound, 6828-35-9, name is 5-Chloro-2-iodoaniline, 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.

General procedure: To a solution of 2-iodoaniline (0.5 mmol) and benzaldehyde (0.6mmol) in dry DMSO (1.5 mL), selenium powder (1.5 mmol), catalyst(0.05 mmol), and KOH (1.0 mmol) were added, the reactionmixture was stirred in a sealed tube under argon atmosphere at 120 C for 36 h. After the reaction was finished,the mixture was cooled to r.t., diluted with sat. aq NH4Cl (15mL), and extracted with EtOAc (3 × 10 mL). The organic layerwas dried over Na2SO4, and the solvent was removed underreduced pressure. The residue was purified by silica gel columnchromatography to afford the corresponding product 3aa.

Statistics shows that 5-Chloro-2-iodoaniline is playing an increasingly important role. we look forward to future research findings about 6828-35-9.

Reference:
Article; Su, Tao; Xie, Shishun; Li, Bifu; Yan, Jun; Huang, Ling; Li, Xingshu; Synlett; vol. 26; 2; (2015); p. 215 – 220;,
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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Iodo-2-(2-iodoethoxy)ethane

A N,N-dimethylformamide (0.5 mL) solution of (ls,4s)-4-(4-(2-((2,6- difluorobenzyl)oxy)- 1,1,1 ,3 ,3 ,3 -hexafluoropropan-2-yl)phenyl)-4-((4- fluorophenyl)sulfonyl)cyclohexanamine (10 mg, 0.016 mmol), l-iodo-2-(2- iodoethoxy)ethane (15.63 mg, 0.048 mmol) and potassium carbonate (26 mg, 0.188 mmol) was stirred at room temperature for 3 days. LCMS analysis showed that the reaction was near completion. The mixture was diluted with ethanol (1 mL) and filtered. The crude material was purified via preparative LC/MS with the following conditions: Column: Waters XBridge CI 8, 19 x 250 mm, 5-muiotaeta particles; Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10-mM ammonium acetate; Gradient: 40-100% B over 25 minutes, then a 5- minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give Example 8 (4.5 mg, 36% yield). LC/MS (M+l): 696.3; LC retention time: 2.46 min (analytical HPLC Method B); 1H NMR (400 MHz, 1 : 1 mixture of CDC13-CD30D) delta ppm 7.60 (d, J=8.4 Hz, 2H), 7.43 – 7.34 (m, 3H), 7.24 (dd, J=8.9, 5.1 Hz, 2H), 7.02 – 6.90 (m, 4H), 4.73 (s, 2H), 3.79 (br. s., 3H), 2.81 (d, J=8.1 Hz, 2H), 2.51 (br. s., 3H), 2.28 – 2.06 (m, 5H), 1.46 – 1.20 (m, 4H).

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 34270-90-1.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DUAN, Jingwu; DHAR, T. G. Murali; JIANG, Bin; KARMAKAR, Ananta; GUPTA, Arun Kumar; LU, Zhonghui; WEIGELT, Carolyn A.; WO2015/103507; (2015); A1;,
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, Product Details of 628-77-3

(S) – (4-hydroxy-5-methoxy-2-nitrophenyl) (2- (hydroxymethyl) -4-methylenepyrrolidin-1-yl) methanone (0.801 g, 2.60 mmol) in butanone (10 ml) was added Cs 2CO 3, (2.50 g, 7.67 mmol) , followed by addition of 1, 5-diiodopentane (415 mmol, 1.28 mmol) . The mixture was stirred for 26 h, concentrated and purified on SiO 2 column eluted with MeOH/CH 2Cl 2 (1: 15 to 1: 5) to afford the title compound (0.675 g, 77%yield, 95%pure) . MS ESI m/z calcd for C 33H 41N 4O 12 [M+H] + 685.26, found 685.60.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,5-Diiodopentane, and friends who are interested can also refer to it.

Reference:
Patent; HANGZHOU DAC BIOTECH CO., LTD; ZHAO, Robert Yongxin; ZHUO, Xiaotao; YANG, Qingliang; ZHAO, Linyao; HUANG, Yuanyuan; YE, Hangbo; YANG, Chengyu; LEI, Jun; GAI, Shun; GUO, Huihui; JIA, Junxiang; BAI, Lu; XIE, Hongsheng; ZHOU, Xiaomai; GUO, Zhixiang; LI, Wenjun; CAO, Mingjun; ZHENG, Jun; YE, Zhichang; YANG, Yanlei; (325 pag.)WO2020/6722; (2020); 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. 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), A new synthetic method of this compound is introduced below., Safety of 1,3-Diiodopropane(stabilized with Copper chip)

To a solution of ethyl 2-(4-nitrophenyl)acetate (9 g, 43 mmol) in DMF (100 mL) was added NaH (3.6 g, 90 mmol) (60% in oil) at 0 C. The reaction mixture was allowed to warm to RT and was stirred for 15 min. The mixture was cooled to 0 C and 1,3-diiodopropane (10 mL, 89 mmol) was added. The resulting mixture was stirred at 0 C for 30 min, then warmed to RT. After 1 h the reaction mixture was diluted with aqueous NH4C1 (200 mL), and was extracted with EtOAc (200 mLx3). The combined organics were washed with brine (1000 mL), dried over saturated Na2SC>4, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (SiC , petroleum ether/ EtOAc =50: 1 to 40: 1) to afford ethyl 1-(4-nitrophenyl)cyclobutanecarboxylate.

The synthetic route of 627-31-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCGOWAN, Meredeth Ann; ACHAB, Abdelghani; FRADERA, Xavier; HAN, Yongxin; LI, Derun; LIM, Jongwon; LIU, Kun; SCIAMMETTA, Nunzio; WHITE, Catherine, M.; YU, Wensheng; ZHANG, Hongjun; ZHOU, Hua; (109 pag.)WO2019/74747; (2019); 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. 618-91-7, name is Methyl 3-iodobenzoate, A new synthetic method of this compound is introduced below., COA of Formula: C8H7IO2

General procedure: Under an inert nitrogen atmosphere, silver triflate (386 mg,1.5 mmol) was transferred to a Teflon sealed thick-walled 50 ml glass reaction vessel equipped with a stir bar, followed by aryl iodide (1.0 mmol), arene (2.0 mmol), DCE (4 ml) and then a freshly prepared stock solution of [Pd(allyl)Cl]2 (0.2 mg, 5 × 10-4 mmol). The vessel was closed, removed from the glovebox, evacuated and backfilled with carbon monoxide three times, and finally pressurized with 4 atm carbon monoxide. After heating at 100 C for 24 h with stirring, the reaction was cooled to room temperature and carbon monoxide was released. The reaction mixture was filtered through Celite, eluting with dichloromethane. Saturated NaHCO3 was added and the aqueous layer was extracted with dichloromethane. The combined organic layers were concentrated in vacuo and the residue was purified by column chromatography (silica gel, gradient hexane/ethyl acetate 0 to 20%) to afford the pure ketone product.

The synthetic route of 618-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kinney, R. Garrison; Tjutrins, Jevgenijs; Torres, Gerardo M.; Liu, Nina Jiabao; Kulkarni, Omkar; Arndtsen, Bruce A.; Nature Chemistry; vol. 10; 2; (2018); p. 193 – 199;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-86-6, 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 181765-86-6 as follows.

A. 5-Bromo-2-(trifluoromethyl)benzoate. To a solution of methyl 5- bromo-2-iodobenzoate (4.65 g, 13.64 mmol) and methyl 2,2-difluoro-2- (fluorosulfonyl)acetate (2.6 mL, 20.44 mmol) in N-methyl-2-pyrrolidinone (10 mL) was added copper(I) bromide (235 mg, 1.638 mmol). The reaction mixture was stirred at 120C for 15 h in a sealed tube. The reaction was partitioned between ethyl acetate and aqueous sodium chloride. The aqueous layer was extracted with ethyl acetate (3 x 25 mL), and the organic layers were combined and dried over magnesium sulfate. After filtration, the solvent was removed in vacuo. The residue was purified by silica gel chromatography (1-5% ethyl acetate in hexanes) to give the title compound as an oil (2.9 g, 10.25 mmol, 75% yield); 1H NMR (400 MHz, DMSOd6) delta 8.08 (s, IH), 8.01 (d, J= 8.20 Hz, IH), 7.83 (d, J= 8.20 Hz, IH), 3.90 (s, 3H).

According to the analysis of related databases, 181765-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2009/89042; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 25309-64-2, These common heterocyclic compound, 25309-64-2, name is 1-Ethyl-4-iodobenzene, 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.

General procedure: To a stirred solution of aryl halides (1.0 mmol) and indoline/indoline carboxylic acid (1.0 equiv) in dry DMSO (2.0 mL) at rt was added nano CuO (5.0 mol %) followed by Cs2CO3 (2.0 equiv) and heated at 80 C for 8 h. The progress of the reaction was monitored by TLC. After the reaction was complete, the reaction mixture was cooled to room temperature and catalyst was filtered, the crude residue was extracted with ethyl acetate (3 × 10 mL). The combined organic layers were extracted with water, saturated brine solution, and dried over anhydrous Na2SO4. The organic layers were evaporated under reduced pressure and the resulting crude product was purified by column chromatography by using ethyl acetate/hexane (7:3) as eluent to give the corresponding N-substituted indoles in excellent yields. The identity and purity of the product were confirmed by 1H, 13C NMR, and mass spectra.

The synthetic route of 25309-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reddy, K. Harsha Vardhan; Satish; Ramesh; Karnakar; Nageswar; Tetrahedron Letters; vol. 53; 24; (2012); p. 3061 – 3065;,
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. 3930-83-4, name is 2-Iodobenzamide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 3930-83-4

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.

According to the analysis of related databases, 3930-83-4, the application of this compound in the production field has become more and more popular.

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

Synthetic Route of 624-75-9, A common heterocyclic compound, 624-75-9, name is 2-Iodoacetonitrile, molecular formula is C2H2IN, 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.

General procedure: Individual solutions of secondary N-alpha-trimethylsilylmethyl-N-benzylamines19 (5mmol) in acetonitrile (100mL) containing K2CO3 (10mmol) and 2-iodoacetonitrile (4.5mmol) were stirred for 12hat room temperature and concentrated in vacuo to give residues that were partitioned between water and CH2Cl2. The CH2Cl2 layers were dried and concentrated in vacuo to afford residues that were subjected to silica gel column chromatography (EtOAc/hexane=1: 15 – 1: 30) to yield corresponding alpha-aminonitiriles 11a18 (91%), 11b (74%), 11c (78%), 11d (85%), 11e (75%), 11f (75%), 11g (74%), 11h (75%), 11i (78%), 11j (78%) and 11k (66%). 11a (liq): 1H NMR 0.12 (s, 9H), 2.18 (s, 2H), 3.40 (s, 2H), 3.62 (s, 2H), 7.27-7.34 (m, 5H).

The synthetic route of 624-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lim, Suk Hyun; Cho, Dae Won; Choi, Jungkweon; An, Hyunjun; Shim, Jun Ho; Mariano, Patrick S.; Tetrahedron; vol. 73; 44; (2017); p. 6249 – 6261;,
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, COA of Formula: C5H10I2

16.1: Methyl (R)-3-tert-butoxycarbonylamino-2-piperidin-1-ylpropanoate 3.1 ml (20.6 mmol) of 1,5-diiodopentane are added to a solution of 5.0 g (19.6 mmol) of commercial methyl (R)-2-amino-3-tert-butoxycarbonylaminopropanoate hydrochloride and 0.22 g (0.6 mmol) of tetrabutylammonium chloride in 50 ml of N,N-diisopropylethylamine. The reaction medium is heated at 127 C. for 5 h and then at 100 C. for 18 h. After evaporation of a maximum amount of N,N diisopropylethylamine, the reaction medium is hydrolyzed and then diluted with ethyl acetate. The organic phase is washed with water, dried over magnesium sulfate, filtered and concentrated under vacuum. The residue obtained is purified by chromatography on silica gel, elution being carried out with a 70/30 heptane/ethyl acetate mixture. 3.7 g (66%) of methyl (R)-3-tert-butoxycarbonylamino-2-piperidin-1-yl-propanoate are obtained in the form of a light oil.

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; Clary, Laurence; Chambon, Sandrine; Chantalat, Laurent; Mauvais, Pascale; Roye, Olivier; Schuppli, Marlene; US2012/116072; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com