Category: iodides-buliding-blocks

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. 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Product Details of 401-81-0

The N-nucleophile (2.21 mmol), Cu2O (Sigma-Aldrich, 99.99% purity, 0.147-0.294 mmol), K3PO4(2.94 mmol), the aryl halide (1.47 mmol), phase transfer catalyst (0.147-0.294 mmol) and water(0.40 mL) were added to a reaction vial and a screw cap was fitted to it. The reaction mixture wasstirred under air in a closed system at 130C for 24 h, then the heterogeneous mixture was cooledto RT and diluted with dichloromethane. The resulting solution was directly filtered through apad of Celite. The combined organic extracts were dried with anhydrous Na2SO4 and the solventwas removed under reduced pressure. The crude product was purified by silica-gel columnchromatography to afford the N-arylated product. The identity and purity of all products wasconfirmed by 1H and 13C NMR spectroscopic analysis.

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; Yong, Fui-Fong; Teo, Yong-Chua; Chua, Guan-Leong; Lim, Gina Shiyun; Lin, Yizhen; Tetrahedron Letters; vol. 52; 11; (2011); p. 1169 – 1172;,
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. 620621-48-9, name is Methyl 2-chloro-5-iodobenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 620621-48-9

106.1 Sodium 2-chloro-5-(pyridin-4-yloxy)benzoate A microwave vial was charged with copper (I) bromide (23 mg), Cs2CO3 (2055 mg), 4-hydroxypyridine (300 mg) and methyl-2-chloro-5-iodobenzoate (1122 mg) and flushed with argon. DMSO (4.7 mL) was added followed by 2-pyridyl acetone (0.043 mL) and the reaction mixture was heated to 100 C. for 3 h in the microwave. It was diluted with EtOAc, filtered and the filtrate was washed with H2O. The aqueous phase was basified with a 1M solution of NaOH and extracted with EtOAc. The crude was purified by CC(RP C18, H2O/CH3CN 1/0 to 8/2) to give 1.2 g of the titled compound as a white powder. LC-MS (B): tR=0.34 min; [M+H]+: 249.98

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; Actelion Pharmaceuticals Ltd.; Hilpert, Kurt; Hubler, Francis; Murphy, Mark; Renneberg, Dorte; US2014/73651; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 627-31-6, The chemical industry reduces the impact on the environment during synthesis 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), I believe this compound will play a more active role in future production and life.

LiHMDS (56.2 mL, 56 mmol, 1 M solution in THF) was added drop wise to a stirred yellow solution of methyl 2-(pyrimidin-5-yl)acetate (8.00 g, 47 mmol) in THF (150 mL) at -70 C under N2 and the reaction was stirred at -70 C for 1 hr. A solution of 1 ,3-diiodopropane (13.8 g, 46.8 mmol) in THF (20 mL) was added drop wise to the reaction at -70 C and the mixture allowed to warm to 20 C slowly and stirred for 1 hr. The reaction mixture was again cooled to -70 C and an additional portion of LiHMDS (1 M in THF, 56.2 mL, 56.2 mmol) was added drop wise. After addition, the reaction was allowed to warm to 20 C slowly and stirred for an additional hour. The reaction was poured into saturated NH4CI solution (60 mL) the mixture extracted with EtOAc (300 mL x 3). The combined organic extracts were washed with brine, dried (Na2S04) filtered and concentrated in vacuo. The crude product was purified by column chromatography on silica gel eluting with pet. ether: EtOAc (100:0 to 65:35) to afford the title compound as a yellow oil, 1 .95 g, 22% yield. 1H NMR (400 MHz, CDCI3): 1 .90-2.04 (m, 1 H), 2.12- 2.25 (m, 1 H), 2.48-2.59 (m, 2H), 2.87-2.96 (m, 2H), 3.67 (s, 3H), 8.66 (s, 2H), 9.09 (s, 1 H). LCMS m/z = 193 [M+H]+

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, 1,3-Diiodopropane(stabilized with Copper chip), other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; CASIMIRO-GARCIA, Agustin; STROHBACH, Joseph Walter; HEPWORTH, David; LOVERING, Frank Eldridge; CHOI, Chulho; ALLAIS, Christophe Philippe; WRIGHT, Stephen Wayne; (213 pag.)WO2018/11681; (2018); 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. 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile, A new synthetic method of this compound is introduced below., name: 2-(2-Iodophenyl)acetonitrile

General procedure: A flask was equipped with a magnetic stir bar and charged with 1Hpyrrole-2-carbaldehyde (2a; 19.0 mg, 0.2 mmol, 1.0 equiv), 2-bromophenylacetonitrile(1a; 39.2 mg, 0.2 mmol, 1.0 equiv), and K3PO4(63.6 mg, 0.3 mmol, 1.5 equiv). The flask was evacuated and filledwith N2, and then anhydrous DMSO (2.0 mL) was introduced via a syringe.The flask was heated in a 130 C oil bath for 24 h, at which timeTLC analysis [petroleum ether (bp 60-90 C)-EtOAc, 10:1] indicatedcomplete consumption of 2a and 1a. The reaction mixture was cooledto r.t. and added to a sat. solution of NaCl (20 mL) and extracted withEtOAc (3 ¡Á 10 mL). The combined organic layers were dried (Na2SO4)and filtered. The filtrate was concentrated, and the residue was purified by column chromatography on SiO2 [petroleum ether (bp 60-90C)-EtOAc, 10:1 to 30:1] to give 3ad; Yield: 40.5 mg (84%); fluorescent yellow solid; mp 193.7-194.6 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:
Article; Jiang, Zeng-Qiang; Miao, Da-Zhuang; Tong, Yao; Pan, Qiang; Li, Xiao-Tong; Hu, Ren-He; Han, Shi-Qing; Synthesis; vol. 47; 13; (2015); p. 1913 – 1921;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 1094759-93-9, name is 4-Chloro-5-fluoro-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. Application In Synthesis of 4-Chloro-5-fluoro-2-iodoaniline

To Intermediate 5A (47g, 17.3 mmol) in AcOH (470 mL) was added NaN3 (33.76g, 51.9 mmol) and trimethyl orthoformate (56.8 mL, 51.9 mmol). After 30 h, the reaction was poured into ice H2O, the solids were filtered-off and washed with petroleum ether to afford 49 g Intermediate 5B. MS (ESI) m/z: 324.8 (M+H)+.

The synthetic route of 4-Chloro-5-fluoro-2-iodoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ORWAT, Michael J.; PINTO, Donald J.P.; SMITH II, Leon M.; SRIVASTAVA, Shefali; WO2013/56060; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

60577-34-6, name is 4-Iodo-N-methylaniline, 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: 60577-34-6

To a 250?mL round-bottomed flask equipped with a magnetic stir bar was added 4-iodo-N-methylaniline (2, 35.0?g, 150? mmol, 1 equiv) and 100?mL DCM. tBuONO (26.8?mL, 225?mmol, 1.5 equiv) was added dropwise into the flask under ice bath in 15?min. Then the reaction was allowed to proceed under stirring at r.t. for 4?h until the completion of reaction. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography on silica gel with PE/EA (4:1) as the eluent and recrystallized in PE and DCM. The product 3 was obtained as a light yellow solid in 94% yield (37.0?g, 141?mmol). 1H NMR (500?MHz, CDCl3) delta 7.82-7.77 (m, 2H), 7.34-7.29 (m, 2H), 3.42 (s, 3H). 13C NMR (126?MHz, CDCl3) delta 142.01, 138.50, 120.53, 91.62, 30.97.

The synthetic route of 60577-34-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Zhongsu; Zeng, Hua; Zhang, Wenjing; Song, Chao; Yang, Fan; Liu, Yun; Zhu, Jin; Polymer; vol. 172; (2019); p. 152 – 159;,
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. 191348-14-8, name is 2-Iodo-4-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Iodo-4-methoxyaniline

Under anhydrous and anaerobic conditions, 0.1 mmol of 2-iodo-4-methoxyaniline was added.0.12 mmol of 2-fluoro-4-methoxybenzaldehyde, 0.3 mmol of selenium powder,0.005 mmol of copper, 0.2 mmol of potassium hydroxide and 10 ml of DMSO solution,The reaction was refluxed at 120 C in a single-neck round bottom flask, and the reaction was monitored by TLC.Separation of pure methoxy-containing benzoselenazole compounds by column chromatographyThe reaction product was obtained by demethylation of boron tribromide (6 eq.).The product was a white solid with a yield of 29%.

According to the analysis of related databases, 191348-14-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuhan University; Zhou Haibing; Zhang Silong; Hu Zhiye; Li Yuanyuan; Ning Wentao; Dong Chune; (13 pag.)CN108863985; (2018); 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 202982-68-1 as follows. Recommanded Product: 202982-68-1

Example 131. Preparation of (4-(2-chloro-5-fluorophenyl)piperazin-1-yl)(5-phenylisoxazol-3-yl)methanone (297) To a solution of (5-phenylisoxazol-3-yl)(piperazin-1-yl)methanone (0.25 g, 0.851 mmol) and 1-chloro-4-fluoro-2-iodobenzene (0.327 g, 1.28 mmol) in toluene (5 mL) was added cesium carbonate (0.832 g, 2.55 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.078 g, 0.085 mmol) and BINAP (0.053 g, 0.085 mmol). The reaction mixture was purged with nitrogen for 3 min and stirred at 115 C. in a sealed tube for 15 h. The mixture was quenched with water (10 mL) and extracted with ethyl acetate (15 mL*3). The combined organic layers were washed with brine (5 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by column chromatography (ISCO, 10 g silica, 8-10% ethyl acetate in petroleum ether, gradient over 15 min) and then by prep-HPLC (YMC-Actus ODS-AQ 100*30 5 mum column; 45-85% acetonitrile in an a 0.05% hydrochloric acid solution in water, 12 min gradient) to give (4-(2-chloro-5-fluorophenyl)piperazin-1-yl)(5-phenylisoxazol-3-yl)methanone hydrochloride salt (0.172 g, 0.404 mmol, 47%) as a white solid. 1H NMR (400 MHz, Chloroform-d) delta 7.89-7.80 (m, 2H), 7.57-7.46 (m, 3H), 7.40-7.31 (m, 1H), 6.89 (s, 1H), 6.82-6.71 (m, 2H), 4.20-4.10 (m, 2H), 4.08-3.97 (m, 2H), 3.18-3.13 (m, 4H); LCMS (ESI) m/z: 386.0 [M+H]+.

According to the analysis of related databases, 202982-68-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yumanity Therapeutics, Inc.; WRONA, Iwona; TIVITMAHAISOON, Parcharee; TARDIFF, Daniel; PANDYA, Bhaumik; OZBOYA, Kerem; LUCAS, Matthew; BOURDONNEC, Bertrand Le; (259 pag.)US2019/330198; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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. Product Details of 31599-61-8

Substrate 1 was arylated following the general arylation procedure A. Analysis of crude reaction mixture by XH NMR showed a > 20:1 ratio of mono- and diarylated products. After purification by column chromatography using toluene/EtOAc (30/1) as the eluent, Compound 2r was obtained as a white solid (47.0 mg, 87%). 1H NMR (600 MHz, CDC13) delta 8.44 (br s, 1H) , 7.83-7.80 (m, 2H) , 7.75-7.72 (m, 2H) , 6.97-6.96 (m, 2H) , 6.94-6.92 (m, 1H) , 5.31 (dd, sigma = 6.6 Hz, J2 = 10.2 Hz, 1H) , 3.58 (ABqd, J = 6.6 Hz, J2 = 14.4 Hz, 1H) , 3.48 (ABqd, Jj. = 10.2 Hz, J2 = 14.4 Hz, 1H) , 2.14 (s, 3H) , 2.11 (s, 3H) ; 13C NMR (150 MHz, CDC13) 5168.1, 166.7, 137.2, 135.7, 134.6, 132.7, 131.2, 130.13, 130.09, 126.1, 123.8, 56.6, 34.9, 19.5, 19.3; HRMS (ESI-TOF) Calcd for C26HIBF7N203 [M+H] + : 539.1200; found: 539.1195. Large scale reaction: Substrate Compound 1 (15 mmol, 6.51 g) , Pd(TFA)2 (1.5 mmol, 0.50 g) , and Ag2C03 (22.5 mmol, 6.12 g) were weighed in air and placed in a round-bottom flask (100 inL) with a magnetic stir bar. 4-Iodo-o-xylene (22.5 mmol, 5.22 g), 2-picoline (3.0 mmol, 0.28 g) , TFA (3.0 mmol, 0.34 g) , and DCE (50 mL) were added. The pressure vessel was sealed. The reaction mixture was first stirred at room temperature for 10 minutes and then heated to 100 C. Upon completion, the reaction mixture was purified by a silica gel-packed flash chromatography column, and Compound 2r was obtained in 79% yield (6.38 g) .

The synthetic route of 4-Iodo-1,2-dimethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; WO2015/131100; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, 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. Formula: C6F13I

Cooled to -78 C. zirconocene dichloride(Cp 2 ZrCl 2, 70.2 mg, 0.24 mmol)Of ether (2.4 mL)To the solution was added n-propylmagnesium chloride (2.0 M in ether solution, 0.12 mL, 0.24 mmol)1,4-Dioxane (23 [mu] L, 0.27 mmol)And n-tridecafluorohexyl iodide (C 6 F 13 I, 78 muL, 0.36 mmol) were added,And the mixture was stirred at the same temperature for 1 hour.Then,Methylaluminoxane(10% toluene solution, 0.16 mL, 0.24 mmol) was added thereto, the temperature was raised to 0 C., and the mixture was stirred for 2 minutes. After adding styrene oxide (23 muL, 0.20 mmol) to this, the temperature was raised to room temperature and stirred for 1 hour.After completion of the reaction, 1 N hydrochloric acid was added to quench the reaction and then extracted 3 times with ether, and the organic layers were combinedDried over sodium sulfate, filtered and the solvent was distilled off under reduced pressure to give a crude product. The crude product obtainedThe product was purified by silica gel column chromatography (hexane / ethyl acetate = 20/1 (v / v)) To obtain 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecaFluoro-1-phenyl-2-hydroxyoctane (77.5 mg, yield: 88%).

The synthetic route of 355-43-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOKYO INSTITUTE OF TECHNOLOGY; TOSOH F-TECH INCORPORATED; MIKAMI, KOICHI; FUJIU, MOTOHIRO; (46 pag.)JP5894739; (2016); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com