Month: July 2021

61272-76-2, name is 4-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. Computed Properties of C6H5FIN

General procedure: A mixture of 2-iodoanilines (1.0 mmol), THF (3 mL), and t-BuOK (3 mmol) was stirred in a 10-mL sealed Schlenk tube for 5 min, and then dimethylthiocarbamoyl chloride (1.2 mmol) and CuBr (10 mol percent) were added. The reaction mixture was heated at 60 °C until completion as indicated by TLC. Then the mixture was cooled down to room temperature and quenched with sat. NH4Cl solution (5 mL). The aqueous phase was extracted with EtOAc (3 x10 mL). The combined organic phases were dried (Na2SO4), and the solvent was removed under reduced pressure. The obtained crude product was purified by flash column chromatography.

The synthetic route of 61272-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chang, Cai-Zhu; Xu, Wan; Zeng, Meng-Tian; Liu, Min; Liu, Xing; Zhu, Hui; Dong, Zhi-Bing; Synthetic Communications; vol. 47; 13; (2017); p. 1262 – 1267;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 6326-42-7,Some common heterocyclic compound, 6326-42-7, name is Methyl 2-iodo-4-nitrobenzoate, molecular formula is C8H6INO4, 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.

2.140.3 methyl 4-amino-2-iodobenzoate to a mixture of ammonium chloride (122 g) and iron (38.2 g) in ethanol (1000 mL) and water (100 mL) was added Example 2.140.2 (70 g,) at room temperature. The mixture was stirred at 80 C. for 4 hours and filtered to remove insoluble material. The filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (1000 mL) and washed with water (500 mL). The aqueous phase was extracted with ethyl acetate (1000 mL*2). ;The combined organic phase was washed with brine, dried over MgSO4, filtered and concentrated to give the title compound. MS (LC-MS) m/e 278.0 (M+H)+.

The synthetic route of 6326-42-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AbbVie Inc.; Benatuil, Lorenzo; Bruncko, Milan; Chao, Debra; Izeradjene, Kamel; Judd, Andrew S.; Phillips, Andrew C.; Souers, Andrew J.; Thakur, Archana; (556 pag.)US2017/355769; (2017); 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. 3930-83-4, name is 2-Iodobenzamide belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Iodobenzamide

General procedure: 2-iodobenzamide 1a (0.261 g, 1 mmol), 1,3-indanedione 2a (0.161 g, 1.1 mmol), cesium carbonate (0.39 g, 1.2 mmol) and copper sulfate pentahydrate (1.25 mg, 5 mumol) in a 100 mL high pressure tube, add 5 mL of water, and then seal the tube.The mixture was rapidly stirred in an oil bath previously heated to 130 C, and it was checked by a TLC sheet whether or not the reaction was completed. After the reaction was completed, the mixture was returned to room temperature, centrifuged, washed with water, and the tube was dried in an oven to obtain a pure product compound (1). Weighing 214 mg, the yield was 82%.

The synthetic route of 3930-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yao Qingfa; (40 pag.)CN109748870; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 101066-87-9, 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. 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Example 18 A mixture of 4-iodo-2-trifluoromethylbenzonitrile (1.65 g.), bis-(triphenylphosphine)palladium (II) chloride (0.07 g.), cuprous iodide (0.01 g.), 1-methylsulphonyl-2-trifluoromethylbut-3-yn-2-ol (1.2 g.) and diethylamine (25 ml.) was stirred at laboratory temperature under an atmosphere of argon for 4 hours and then evaporated to dryness. The residue was purified by flash chromatography on a silica gel (Merck 9385) column using a 1:1 v/v mixture of ethyl acetate and petroleum ether (b.p. 60-80C.) as eluant, and the product was crystallized from a 4:1 v/v mixture of petroleum ether (b.p. 60-80C.) and ethyl acetate. There was thus obtained 4-(4-cyano-3-trifluoromethylphenyl)-1-methylsulphonyl-2-trifluoromethylbut-3-yn-2-ol, m.p. 134-136C.

The chemical industry reduces the impact on the environment during synthesis 4-Iodo-2-(trifluoromethyl)benzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IMPERIAL CHEMICAL INDUSTRIES PLC; EP154528; (1991); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 98-61-3, A common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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 mixture of (5-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy)-acetic acid tert-butyl ester (which may be prepared as described for Intermediate 1.04; 400 mg, 1.4 mmol), diisopropylethylamine (0.46 mL, 2.6 mmol), and 4-iodobenzenesulfonyl chloride (available from Aldrich Chemical Company, Inc., 1001 West Saint Paul Avenue, Milwaukee, Wis. 53233, USA; 414.4 mg, 1.4 mmol) in THF (10 mL) was stirred at room temperature for 14 h. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel chromatography, using 9% EtOAc/hexane as eluent, to give [5-(4-iodo-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid tert-butyl ester (500 mg, 65%). 1H NMR (400 MHz, DMSO-d6) delta: 8.26 (d, J=7.6 Hz, 1H), 7.91 (d, J=8.1 Hz, 2H), 7.52 (d, J=8.1 Hz, 2H), 6.94-7.05 (m, 1H), 6.81 (d, J=7.6 Hz, 1H), 6.67 (d, J=8.3 Hz, 1H), 4.59 (s, 2H), 4.43 (br. s., 1H), 3.11-3.18 (m, 1H), 1.67-1.76 (m, 1H), 1.46-1.57 (m, 5H), 1.41 (s, 9H), 1.17-1.29 (m, 1H), 0.74-1.09 (m, 1H).

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; Firooznia, Fariborz; Gillespie, Paul; Lin, Tai-An; So, Sung-Sau; US2012/309796; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 21304-38-1, name is 4-Iodobenzene-1,2-diamine, 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 21304-38-1, HPLC of Formula: C6H7IN2

To a solution of 4-iodo-benzene-1,2-diamine (793 mg, 3.39 mmol) in dry tetrahydrofuran (19 mL) was added a solution of ((S)-1-fluorocarbonyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester (3.77 mmol) in dry tetrahydrofuran (10 mL) and a catalytic amount of dimethyl-pyridin-4-yl-amine. The mixture was heated to reflux under an atmosphere of nitrogen for 7 hours and then cooled to ambient temperature. The reaction mixture was concentrated in vacuo and the residue taken up in ethyl acetate. The organic solution was washed with water (1×20 mL), brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by chromatography over silica gel gradient eluted from 20 to 50% v/v ethyl acetate/hexanes to give a mixture of regioisomers, [(S)-1-(2-amino-4-iodo-phenylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester and [(S)-1-(2-amino-5-iodo-phenylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (1.1 g, 60%).HR-MS: calcd for C20H24IN3O3 [M+H+] 482.0935, found 482.0931.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodobenzene-1,2-diamine, and friends who are interested can also refer to it.

Reference:
Patent; Chen, Shaoqing; Huby, Nicholas J.S.; Kong, Norman; Moliterni, John Anthony; Morales, Omar Jose; US2009/48452; (2009); 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. 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Iodo-4-(trifluoromethoxy)benzene

A dry round bottom flask was charged with potassium phosphate (K3PO4, 7.74 g, 36.5 mmol), CuI (0.165 g, 0.868 mmol), and 3-bromo-1H-1,2,4-triazole (2.83 g, 19.10 mmol). The flask was evacuated/backfilled with N2 (3*). DMF (34.7 ml) was added, followed by trans-(1R,2R)-N,N’-bismethyl-1,2-cyclohexane diamine (0.274 ml, 1.736 mmol) and 1-iodo-4-(trifluoromethoxy)benzene (5 g, 17.36 mmol). The solution was heated to 110° C. After 48 h, the reaction mixture was cooled to RT, diluted with EtOAc and filtered through Celite®. The filtrate was washed with water (100 mL) containing 10 mL 1 M HCl. The organics were separated, and the aqueous phase was further extracted with EtOAc (3*). The organics were combined, dried, and concentrated in vacuo. Purification via flash column chromatography (EtOAc/hexanes) yielded the title compound as a tan solid (1.86 g, 34percent): 1H NMR (400 MHz, CDCl3) delta 8.44 (s, 1H), 7.70 (d, J=8.9 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta -58.04; EIMS m/z 307 ([M]+).

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; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; DENT, III, William Hunter; US2014/275565; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, 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. COA of Formula: C7H4FIO2

To a heterogeneous mixture of 2-fluoro-6-iodobenzoic acid (1 .51 g, 5.66 mmol) at 0 C in DCM (28 mL) was added oxalyl chloride (0.635 mL, 7.36 mmol) followed by DMF (0.15 mL). Gas evolution commenced immediately and after 5 min the ice bath was removed. When gas evolution had ceased and the mixture was homogeneous an aliquot was removed and quenched with MeOH. Formation of the methyl ester was confirmed by HPLC and the mixture was concentrated in vacuo. The viscous liquid was dissolved in fresh DCM (28 mL) and treated with solid N-hydroxyacetamidine (503 mg, 6.79 mmol) in several portions followed by TEA (1 .2 mL, 8.49 mmol) at 0 C. After stirring for 14 h at ambient temperature the mixture was washed with saturated aqueous NaHCO3 solution. The combined organic extracts were dried over Na2SO4, filtered andconcentrated in vacuo. Chromatography (Hex to 100% EtOAc/Hex) afforded the desired product as a colorless oil (1 .57 g, 86%). MS (ESI) mass calculated for C9H8FIN2O2, 321 .96; m/z found, 323.0. 1 H NMR (500 MHz, CDCI3): 7.70 – 7.65 (m, 1 H), 7.15 – 7.1 1 (m, 2H), 4.87 (br s, 2H), 2.06 (s, 3H).

The synthetic route of 111771-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); 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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H7IO2

Thionyl chloride (8. 2ml) was added to a mixture of 3-iodo-4-methylbenzoic acid (18.5g) in chloroform (100ml) and heated at 61C for 16 hours. The solvent was removed under vacuum and excess thionyl chloride removed by azeotroping with toluene (3x30ml). The title compound was formed as a beige solid (19. 5g) and used in subsequent reactions without further purification. NMR H [d6-DMSO] 8.31 (1H, d), 7.87 (1H, dd), 7.46 (1H, d), 2.43 (3H, s).

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 82998-57-0.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/10995; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 19094-56-5, These common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, 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 1 : Synthesis of the fluoride VIII.1Oxalylchloride (176kg; 1386mol; 1 ,14eq) is added to a mixture of 2-chloro-5-iodo benzoic acid (343kg; 1214mol) (compound IX.1 ), fluorobenzene (858kg) and N,N- dimethylformamide (2kg) within 3 hours at a temperature in the range from about 25 to 30°C (gas formation). After completion of the addition, the reaction mixture is stirred for additional 2 hours at a temperature of about 25 to 30°C. The solvent (291 kg) is distilled off at a temperature between 40 and 45°C (p=200mbar). Then the reaction solution (91 1 kg) is added to aluminiumchloride AICI3 (181 kg) andfluorobenzene (192kg) at a temperature between about 25 and 30°C within 2 hours. The reaction solution is stirred at the same temperature for about an additional hour. Then the reaction mixture is added to an amount of 570 kg of water within about 2 hours at a temperature between about 20 and 30°C and stirred for an additional hour. After phase separation the organic phase (1200kg) is separated into two halves (600kg each). From the first half of the organic phase solvent (172kg) is distilled off at a temperature of about 40 to 50°C (p=200mbar). Then 2-propanole (640kg) is added. The solution is heated to about 50°C and then filtered through a charcoal cartouche (clear filtration). The cartouche may be exchanged during filtration and washed with a fluorobenzene/2-propanole mixture (1 :4; 40kg) after filtration. Solvent (721 kg) is distilled off at a temperature of about 40 to 50°C and p=200mbar. Then 2-propanole (240kg) is added at a temperature in the range between about 40 to 50°C. If the content of fluorobenzene is greater than 1 percent as determined via GC, another 140kg of solvent are distilled off and 2-propanole (140kg) is added. Then the solution is cooled from about 50°C to 40°C within one hour and seeding crystals (50g) are added. The solution is further cooled from about 40°C to 20°C within 2 hours. Water (450kg) is added at about 20°C within 1 hour and the suspension is stirred at about 20°C for an additional hour before the suspension is filtered. The filter cake is washed with 2-propanole/water (1 :1 ; 800kg). The product is dried until a water level of <0.06percentw/w is obtained. The second half of the organic phase is processed identically. A total of 410kg (94percentyield) of product which has a white to off-white crystalline appearance, is obtained. The identity of the product is determined via infrared spectrometry. The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WEBER, Dirk; RENNER, Svenja; FIEDLER, Tobias; ORLICH, Simone; WO2011/39107; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com