Category: iodides-buliding-blocks

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. 618-91-7, name is Methyl 3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Methyl 3-iodobenzoate

General procedure: A mixture ofmethyl 3-iodobenzoate (1 mmol), corresponding amine (3 mmol), K2CO3(4 mmol), CuI (0.2 mmol) and L-proline (0.4 mmol) in 15 mL of DMSO was heatedat 60 C for 8 h. The cooled mixture was pour into 150 ml water, and extractedwith ethyl acetate (3 × 15 mL), the organic fractions were combined, washedwith saturated brine (2 × 15 ml) prior to drying over anhydrous sodium sulfate.After filtration and concentrate using a rotary evaporator, the residue was purified by silica gel column chromatographyusing a mixture of petroleum ether/ethyl acetate (20 : 1, v/v) as eluent toafford the desired product.

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

Reference:
Article; Li, Zheng; Pan, Miaobo; Su, Xin; Dai, Yuxuan; Fu, Mian; Cai, Xingguang; Shi, Wei; Huang, Wenlong; Qian, Hai; Bioorganic and Medicinal Chemistry; vol. 24; 9; (2016); p. 1981 – 1987;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 83863-33-6, name is 5-Iodo-2-methylaniline, 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 83863-33-6, Formula: C7H8IN

To a solution of step-c product (5 g, 0.02 mol) in chloroform (30 ml, 6 times), acetic anhydride (4.96 g, 0.04 mol, 2.27 eq) was added at O0C and the contents were stirred for 1 hr at rt. Progress of the reaction was monitored by TLC (30% ethyl acetate/hexane, Rf-0.7). On completion, potassium acetate (061 g, 0.006 mol, 0.29 eq) followed by isoamyl nitrate (5.3 g, 0.046 mol, 2.1 eq) were added. The overall reaction mixture was heated to a reflux temperature and allowed to reflux for 12 hrs. Progress of the reaction was monitored by TLC (30% ethyl acetate/hexane, Rf-0.7). On completion of the reaction, cooled the reaction contents to rt and the layers formed were separated out. Organic layer was washed with water, dried over sodium sulfate and concentrated under reduced pressure. The crude obtained was purified by column chromatography (silica gel, 15% ethyl acetate/hexane) to yield the required product as an yellow colored solid (2 g, 32.7% yield).

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; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; SCHIENE, Klaus; DE VRY, Jean; DAMANN, Nils; FRORMANN, Sven; LESCH, Bernhard; LEE, Jeewoo; KIM, Yong-Soo; KIM, Myeong-Seop; WO2010/127855; (2010); 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. 6940-76-7, name is 1-Chloro-3-iodopropane, A new synthetic method of this compound is introduced below., SDS of cas: 6940-76-7

a) Methyl-5-chloro-2-(2-chloro-4-fluorophenyl)pentanoate In a 250 ml three-necked flask, methyl 2-(2-chloro-4-fluorophenyl)acetate (3.98 g, 19.6 mmol) was combined with dimethylformamide (70 ml) to give a colorless solution. At 0C sodium hydride (943 mg, 21.6 mmol) was added slowly in small portions. Stirring was continued for 10 minutes at 0C and then for 30 minutes at room temperature. The reaction mixture was then cooled again to 0C and l-chloro-3-iodopropane (4.30 g, 2.26 ml, 21.0 mmol) was added dropwise under stirring (temperature < 5C). Stirring was continued at 0C for 1 hour and then at room temperature overnight. The reaction mixture was slowly poured into 100 ml water and extracted with ethyl acetate (4 x 150 ml). The organic layers were combined and washed with saturated brine (2 x 100 ml). The organic layers were dried over magnesium sulfate, concentrated in vacuo and purified by chromatography (silica gel, 40 g, ethyl acetate/heptane = 0: 100 to 50:50) to yield the title compound as colorless liquid (4.63 g, 84%). MS: m/z = 279.2 [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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BAUMANN, Karlheinz; GALLEY, Guido; JAKOB-ROETNE, Roland; LIMBERG, Anja; NEIDHART, Werner; RODRIGUEZ SARMIENTO, Rosa Maria; BARTELS, Bjoern; RATNI, Hasane; (160 pag.)WO2017/42114; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 63262-06-6,Some common heterocyclic compound, 63262-06-6, name is 1,4-Dibromo-2,5-diiodobenzene, molecular formula is C6H2Br2I2, 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 an argon atmosphere, dibromodiiodobenzene (2.5 g, 5.1 mmol), Intermediate 3 (4.97 g, 15.4 mmol), and Pd(PPh3)4 (237 mg, 0.205 mmol) were dissolved in toluene (250 mE) and dimethylsulfoxide (DMSO, 50 mE), 2 MNa2CO3 aqueous solution (13 mE) was added thereto, and the mixture was stirred with heating at 90 C. for 24 hours. Afier completion of the reaction, toluene was removed under reduced pressure, and the precipitated solid was filtered off. This solid was washed with methanol and ethyl acetate,whereby obtaining a white solid (2.5 g, yield: 75%). The obtained solid was Intermediate 4, which is an intended product, and by mass spectrum analysis, it was confirmed that it had an mle value of 626 with respect to a molecular weight of 626.

The synthetic route of 63262-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; Takahashi, Ryota; Ikeda, Hidetsugu; Seda, Keita; Nakano, Yuki; (152 pag.)US10249832; (2019); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 444-29-1, These common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, 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.

1.0 mmol of 2-iodotrifluoromethylbenzene,1.2 mmol sodium azide,0.15 mmol DBUAnd 0.1mmol of copper acetate were sequentially added to a reaction flask equipped with 3mL of dimethyl sulfoxide,The reaction mixture was stirred at 95 ° C for 4 h,TLC was followed until the reaction was complete,A few drops of aqueous ammonia were added to the reaction mixture,Then extracted with ethyl acetate (10 mL × 3),Then washed once with saturated saline,dry,Suction filtration,Remove the solvent,Purification by column chromatography gave the desired product,Yield 72percent.

Statistics shows that 1-Iodo-2-(trifluoromethyl)benzene is playing an increasingly important role. we look forward to future research findings about 444-29-1.

Reference:
Patent; Henan Normal University; Jiang Yuqin; Zhao Yaru; Ma Suhao; Li Xingfeng; Dong Wenpei; Xu Guiqing; (10 pag.)CN106588693; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 696-41-3, name is 3-Iodobenzaldehyde, 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. category: iodides-buliding-blocks

14.4: (3-iodo-benzyl)-dimethyl-amineTo a cold (0C) solution of 3-iodo-benzaldehyde (3g, 12.9 mmol) in anhydrous di- chloromethane (130 ml) were added acetic acid (1 .9ml) and N,N-dimethylacetamide. The yellow solution is stirred 10 minutes at 0C and sodium triacetoxyborohydride (6.85g, 32.33 mmoles) is added by portions. The resulting mixture is stirred at room temperature for 90 minutes and evaporated to dryness under reduced pressure. Ethyl acetate and a saturated aqueous hydrogen carbonate solution were added to the residue and the two layers were separated The organic phase was washed with water, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum to yield (3-iodo-benzyl)-dimethyl-amine (3.05g, 90%) as a brown oil.LC/MS (Method LC8): Rt = 0.86 min; m/z = 262 [M+H]+.

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

Reference:
Patent; SANOFI; LOEHN, Matthias; MENDEZ-PEREZ, Maria; PFEIFFER-MAREK, Stefania; KANNT, Aimo; BEGIS, Guillaume; JEANNOT, Frederic; DUCLOS, Olivier; WO2013/37390; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 2265-91-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2265-91-0 name is 1,3-Difluoro-5-iodobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a flask containing a mixture of 1,3-difluoro-5-iodo-benzene(900 mg, 3.75 mmol) and 1,4-dioxa-8-azaspiro[4.5]decane (644 mg, 4.5 mmol) in dioxane (20 mL) was added t-BuONa(720 mg, 7.5 mmol), Pd2(dba)3 (174 mg, 0.19 mmol) and Sphos (156 mg, 0.38 mmol) successively under N2. Then the resulting mixture was heated to 100 C and stuffed overnight. After being cooled to rt, the resulting reaction mixture was diluted with H20 (20 mL) and extracted with EA (50 mL) for three times. The combined organic layer was washed with brine (50 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give crude 8-(3,5- difluorophenyl)-1,4-dioxa-8-azaspiro[4.5]decane (900 mg), which was used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Difluoro-5-iodobenzene, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

1094759-93-9, name is 4-Chloro-5-fluoro-2-iodoaniline, 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. name: 4-Chloro-5-fluoro-2-iodoaniline

A solution of 4-chloro-5-fluoro-2-iodo-phenylamine (2.5 g, 9.21 mmol) and copper (I) cyanide (1.65 g, 18.4 mmol) in DMA (45 ml) was heated to 130C overnight. Most of the DMA was removed under reduced pressure and the remaining residue was diluted with EtOAc and dichloromethane. The slurry was filtered and the filter cake was washed with dichloromethane and EtOAc. The filtrate was concentrated and the remaining residue was purified by column chromatography (silica gel, heptane/EtOAc 98:2 – 85: 15) to afford the title compound (1232 mg, 78%) as light red solid. MS (ESI): 169.2 (M-H)~.

The synthetic route of 1094759-93-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CECCARELLI, Simona M.; CONTE, Aurelia; KUEHNE, Holger; KUHN, Bernd; NEIDHART, Werner; OBST SANDER, Ulrike; RUDOLPH, Markus; WO2013/64465; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 98-61-3, These common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, 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.

A solution of (2-methylpropyl)amine (121 mg,1.65mmol) and triethylamine (0.35ml, 2.47mmol) in DCM (10ml) was treated with 4-iodobenzenesulfonyl chloride (500mg,1.65mmol) by dropwise addition over 10 minutes with stirring under argon.The reaction mixture was stirred at room temperature for 16 hr. Then the reaction mixture was washed with water (10ml), separated the organic layer, dried with sodium sulphate.Solvent was removed by rotary evaporation to give the title compound as a white solid (517mg, 92%).LC/Mass Spec (ES): Found 340 (ES+), retention time 3.14mins. C10H14INO2S requires339. 1H-NMR (400MHz, CDCI3): 0.88 (6H, m), 1.72 (1 H, m), 2.78 (2H, m), 4.41 (1 H, m)7.56 (2H, m), 7.88 (2H, m).

The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/107539; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 199786-58-8, These common heterocyclic compound, 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, 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.

Example 15C 5-Bromo-2-iodobenzaldehyde A solution of oxalyl chloride (1.53 g, 0.012 mol) in CH2Cl2 (15 mL) was cooled to -70 C., and DMSO (1.41 g, 0.018 mol) in CH2Cl2 (15 mL) was added at -65 to -70 C. The mixture was stirred under nitrogen for 10 minutes at -70 C. and then treated with the product from Example 15B (2.35 g, 7.5 mmol) in 60 mL CH2Cl2. The slurry was stirred at -65 C. for 15 minutes and treated with triethylamine (3.8 g, 0.037 mol). The mixture was allowed to warm to -10 C. over 1 hour. The mixture was treated with 20 mL of water and allowed to warm to room temperature. The organic layer was separated and concentrated to provide the title compound. 1H NMR (CDCl3, 400 MHz) delta 9.97. (s, 1H), 7.97 (d, J=4 Hz, 1H), 7.79 (d, J=8 Hz, 1H), 7.40 (dd, J=4, 8 Hz, 1H). MS (DCl/NH3) [M+NH4]+ at 328.

The synthetic route of 199786-58-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-Yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Curtis, Michael P.; US2005/272736; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com