Author: Jessica.F

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., name: 1-Chloro-3-iodopropane

6-Fluoro-5-methyl-1-[3-(4-propoxypiperidin-1-yl)propyl]-3,4-dihydro-1H-quinolin-2-one (107LH95-2) A reaction flask was charged with 6-fluoro-5-methyl-3,4-dihydro-1H-quinolin-2-one (0.090 g, 0.50 mmol) in dry DMF (0.5 mL) under N2. NaH (60% in oil, 0.023 g, 0.55 mmol) was added and stirred at rt for 30 min. Then 3-chloro-1-iodopropane (0.079 g, 0.50 mmol) was added followed by stirring at r.t for 20 h. The reaction mixture was quenched with water and the product extracted into EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The crude material was dissolved in MeCN (2 mL) followed by addition of 4-propoxypiperidine (0.086 g, 0.6 mmol), NaI (0.150 g, 1.0 mmol), and K2CO3 (0.138 g, 1.0 mmol) and shaken at 50 C. for 20 h. The reaction mixture was quenched with water and the product extracted into EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue was purified by cation-exchange CC followed by flash CC (SiO2; EtOAc) to give the title compound (107LH95-2) (0.074 g, total yield 41%). 1H NMR (CH3OD) delta 7.03 (dd, J=4.8, 9.2 Hz, 1H), 6.99-6.92 (m, 1H), 3.98 (brt, J=7.4 Hz, 2H), 3.46-3.38 (m, 3H), 2.95-2.84 (m, 4H), 2.64-2.42 (m, 6H), 2.20 (d, J=2.0 Hz, 3H), 1.98-1.83 (m, 4H), 1.72-1.30 (m, 4H), 0.92 (t, J=7.4 Hz, 3H); 13C NMR (CH3OD) delta 171.1, 157.7 (d, J=240 Hz), 135.4 (d, J=3 Hz), 128.1 (d, J=4 Hz), 122.8 (d, J=18 Hz), 114.1, (d, J=9 Hz), 113.0 (d, J=25 Hz), 73.1, 69.7, 55.0, 50.3, 40.3, 30.8, 29.9, 23.9, 23.1, 22.7, 21.4, 9.8 (br).

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Skjaerbaek, Niels; Koch, Kristian Norup; Mikael Friberg, Bo Lennart; Tolf, Bo-Ragnar; US2005/209226; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 39998-81-7, name is 2-Fluoro-4-iodo-1-methylbenzene, molecular formula is C7H6FI, 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. Recommanded Product: 39998-81-7

2-Fluoro-4-iodobenzoic acid (Compound B) A round bottom (RB) flask containing a solution of 8.0 g (27.0 mmol) of sodium dichromate in 44 mL of glacial acetic acid was placed in an external water bath (21 C.) and left exposed to air. To the resultant orange slurry was added 3.2 g (13.6 mmol) of 2-fluoro-4-iodotoluene followed by the dropwise addition of 22 mL of c. sulfuric acid via syringe (caution: if added too quickly there is a tendency for the mixture to erupt). After the addition of approximately 8 mL of sulfuric acid, a green solid precipitated and the water bath temperature had risen (25 C.). The green reaction mixture was heated in an oil bath (90 C.) for one hour, allowed to cool to ambient temperature, diluted with 1N NaOH solution (aq.) and ethyl acetate (500 mL) and then quenched with sat. NaHCO3 (aq.) solution. The organic phase was separated and washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo to an orange oil. Residual acetic acid was removed by further extraction between ethyl acetate and sat. NaHCO3 (aq.) solution and washing of the organic phase with water and brine. The organic phase was dried over MgSO4, filtered and concentrated in vacuo to give the title compound as an orange solid. PMR (DMSO-d6): delta 7.61 (1H, t, J=8.0 Hz, J (C-F)=8.0 Hz), 7.67 (1H, dd, J=1.5, 8.2 Hz), 7.78 (1H, dd, J=1.5 Hz, J (C-F)=8.9 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 39998-81-7, its application will become more common.

Reference:
Patent; Allergan Sales, Inc.; US6037488; (2000); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 82998-57-0, 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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A resealable tube was charged with 3-iodo-4-methylbenzoic acid (0.4 g 1.5 mmol) and thionyl chloride (4.0 ml, 46.2 mmol). The vessel was purged with argon and sealed. The mixture was heated at 80 C. for 1 hour. The reaction was cooled and then concentrated to a brown solid. The solid was dissolved in 6 ml of CH2Cl2, and added to a solution of the N-(3-amino-2-methylphenyl)-2-morpholinoacetamide (0.41 g, 1.6 mmol) in 4 ml of CH2Cl2. To this was then added triethylamine (0.62 ml, 0.46 g, 4.5 mmol). The reaction was stirred at room temperature for 16 hours. The resulting precipitate was filtered, washed with CH2Cl2 and dried under high vacuum to afford 3-iodo-4-methyl-N-(2-methyl-3-(2-morpholinoacetamido)phenyl)benzamide as a white solid. MS m/z=494.0 [M+H]+; Calc’d for C21H24IN3O3: 493.

The synthetic route of 3-Iodo-4-methylbenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; US2007/54916; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 108078-14-4,Some common heterocyclic compound, 108078-14-4, name is 2-Iodo-3-methylbenzoic acid, molecular formula is C8H7IO2, 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.

Thionyl chloride [5 mL] was added to 2-iodo-3-methyl-benzoic acid (2.00 g, 7.63 mmol) at room temperature and heated to 50oC for 1 hour. The solution was then cooled and evaporated. The crude residue was dissolved in ethyl acetate, washed with brine and dried with magnesium sulfate. The crude product was then dissolved in THF [5 mL] and a 1M solution of lithium aluminum hydride [10.7 mL] was added at room temperature and stirred for 1 hour. Water [0.1 mL] and 15% NAOH [0.1 mL] were added followed by evaporation. Column chromatography (50% EtOAc in hexanes) of the residue yielded the title compound (0.50 g, 26 %) as a SOLID. 1H-NMR (CDCL3) : delta 3.20 (t, 2H, J=7. 6 Hz), 2.98 (s, 3H), 2.52 (t, 2H, J=7.2 Hz), 2.09 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-3-methylbenzoic acid, its application will become more common.

Reference:
Patent; 3-DIMENSIONAL PHARMACEUTICALS, INC.; WO2003/99805; (2003); A1;,
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. 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 199786-58-8

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.

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 199786-58-8.

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.; US2005/256309; (2005); 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. 260355-20-2, name is 1-Chloro-4-iodo-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Recommanded Product: 260355-20-2

1-Chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.2 was dissolved in 20 ml of toluene, and isoxazole-4-amine (12 mmol) was sequentially added to the system, palladium acetate ( 0·5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine. After stirring for 10 minutes, add 10 ml of cesium carbonate (10 mmol). The aqueous solution is heated to 50 C for 4 hours. After the reaction is completed, 20 ml of water is added to the system, stirred for 20 minutes, and the organic phase is dried over anhydrous sodium sulfate, concentrated, and then purified by flash column chromatography to give 2.2 g. Yellow N-(4-chloro-3-trifluoromethylphenyl)-isoxazole-4-amine powder, yield 84%

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; Zhang Ruwei; Ge Baoyin; Jing Fan; (7 pag.)CN108353920; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 51839-15-7, name is Dimethyl 5-iodoisophthalate, 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 51839-15-7, Application In Synthesis of Dimethyl 5-iodoisophthalate

To a solution of dimethyl 5-iodoisophthalate (13 g, 40.6 mmol) in 100 mL THF was added 2-cyano- phenyl zinc bromide (97.5 mL, 48.7 mmol, 0.5 M THF) and tetrakis (triphenylphosphine) palladium (214 mg, 0.2 mmol) and the reaction mixture was stirred at room temperature for 2 h. The precipitated solid was filtered, the filtrate was diluted with MEOH to provide after filtration of a second crop dimethyl 5- (2-CYANOPHENYL) isophthalate which was hydrolyzed to the corresponding monoacid 2′-cyano-5- (methoxycarbonyl)-1, 1-BIPHENYL-3-CARBOXYLIC acid following a similar procedure as described in intermediate A preparation, step C. LH NMR (400 MHz, d6-DMSO) 8 13.55 (br s, 1H), 8.60-8. 55 (m, 1H), 8.38-8. 31 (m, 2H), 8.02 (d, J=8. 3HZ, LH), 7.85 (td, J = 8. 3 Hz, 1. 5 HZ 1H), 7.75 (d, J=8. 3HZ, 1H), 7. 66 (td, J = 8.3 Hz, 1.5 Hz 1H), 3.93 (s, 3H).

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, Dimethyl 5-iodoisophthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2005/32471; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 375-80-4, 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. 375-80-4, name is 1,6-Diiodoperfluorohexane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Two equivalents of stilbazole methacrylate and one equivalent of 1,4-diiodoperfluorocarbons were dissolved in THF at room temperature in a clear borosilicate glass vial. The open vial was placed in a closed cylindrical wide-mouth bottle containing paraffin. The THF was allowed to diffuse at room temperature.

The synthetic route of 1,6-Diiodoperfluorohexane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kumar, Vijith; Mulder, Dirk J.; Cavallo, Gabriella; Pilati, Tullio; Terraneo, Giancarlo; Resnati, Giuseppe; Schenning, Albertus P.H.J.; Metrangolo, Pierangelo; Journal of Fluorine Chemistry; vol. 198; (2017); p. 54 – 60;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, 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 101066-87-9, SDS of cas: 101066-87-9

. Step D. tert-butyl 3-(4-cvano-3-(trifluoromethyl)phenyl)pyrrolidine-l-carboxylate A suspension of tert-butyl 4-(4-cyano-3-(trifluoromethyl)phenyl)-2,3-dihydro-lH-pyrrole- 1-carboxylate and tert-butyl 3-(4-cyano-3-(trifluoromethyl)phenyl)-2,5-dihydro-lH- pyrrole-l-carboxylate (370 mg, 1.10 mmol) and Pd/C (100 mg) in THF (8 mL) was stirred under hydrogen at room temperature for 2 hours. The reaction mixture was filtered and the filtrate was concentrated to afford tert-butyl 3-(4-cyano-3- (trifluoromethyl)phenyl)pyrrolidine-l-carboxylate as a white powder (350 mg, 94%), which was used for the next step without further purification. LCMS (ESI) m/z: 285.1 [M- 56+H]+.

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; BEAUFOUR-IPSEN (TIANJIN) PHARMACEUTICAL CO., LTD.; AUVIN, Serge; LANCO, Christophe; DUTRUEL, Oliver; CHAO, Qi; GU, Kaichun; WO2015/100617; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 21304-38-1, 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 21304-38-1 as follows.

Step l : 2-(2′-Fluorobiphenyl-4-yl)-6-iodo- 1 H-benzimidazole Into a 10 mL pressure tube equipped with a magnetic stirbar was added 4- iodobenzene-l,2-diamine (600 mg, 2.56 mmol), 2′-fluorobiphenyl-4-carbaldehyde (513 mg, 2.56 mmol) and DMF (4 mL). The reaction mixture was treated with drop wise addition of TMSCl (0.81 mL, 6.41 mmol), the vial sealed, and the mixture heated to 90 0C for 4 h. The cooled reaction mixture was poured into a 125 mL separatory funnel containing 2 M aqueous Na2CO3 solution (75 mL) and the mixture extracted with ethyl acetate (3 x 30 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. Purification by column chromatography through silica gel, eluting with 5% acetone in toluene afforded the desired product as a solid.

According to the analysis of related databases, 21304-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/129625; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com