Author: Jessica.F

Reference of 61272-76-2, The chemical industry reduces the impact on the environment during synthesis 61272-76-2, name is 4-Fluoro-2-iodoaniline, I believe this compound will play a more active role in future production and life.

To the reaction tube was added 0.50 mmol (0 ? 1185 g) of 4-fluoro-2-iodoaniline, 0 · 25mmol (0 0600g) of the nine Water sodium sulfide, 2 mL of N, N-dimethylformamide and 1.50 mmol (0.1142 g) of carbon disulfide were added under an inert gas atmosphere and the reaction was stirred at 110 ° C for 12 hours, After the reaction was complete, the reaction solution was cooled to room temperature, and 3 mL of 4N hydrochloric acid was added for 15 min. The reaction solution was extracted three times with methylene chloride. The organic phases were combined and dried over anhydrous magnesium sulfate for 2 hours. And finally the crude dichloromethane solvent was distilled off under reduced pressure to give the crude product. The crude product was subjected to column chromatography (200-300 mesh silica gel) eluting with a petroleum ether and ethyl acetate (8: 1-2: 1) to give a white powder having a purity of more than 99percent Thiobenzothiazole 40.6 mg, the isolated yield was 43.8percent.

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, 4-Fluoro-2-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Inner Mongolia University of Technology; Zhu, Ning; Qin, weijing; Hong, HaiLong; Han, LiMing; Jie, ruijun; (8 pag.)CN104098529; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 128140-82-9, A common heterocyclic compound, 128140-82-9, name is 1-(Difluoromethoxy)-4-iodobenzene, molecular formula is C7H5F2IO, 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.

Step 7) 4-[5-(4-Difluoromethoxy-phenylethynyl)-2-fluoro-phenyl]-butyronitrile To a solution of 1-Difluoromethoxy-4-iodo-benzene (0.21 g, 0.79 mmol) in DMF (3.5 ml) were added TEA (0.55 mL, 57.4 mmol) and 4-(5-Ethynyl-2-fluoro-phenyl)-butyronitrile (0.48 g, 0.79 mmol). The reaction was degassed by bubbling argon through it for 5 min and then dichlorbis(triphenylphospine)palladium (0.0.28 g, 0.04 mmol), and copper iodide (0.008 g, 0.57 mmol) were added simultaneously. The reaction mixture was heated at 65 C. for 15 min. cooled and quenched with 0.1 N HCl (10 ml). The aqueous layer was extracted with Et2O (3*10 ml). The combined organic extracts were washed with brine (25 ml), dried (MgSO4), and concentrated. The crude material was purified by silica gel chromatography (10-20% Ethyl acetate/Petroleum Ether) to afford the titled compound (0.235 g, 90%) as a brown oil that solidified on standing, and was identified by NMR and mass spectral analyses. MS (EI+): 329 (M+).

The synthetic route of 128140-82-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; US2009/48320; (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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

5.0 g (21.0 mmol) of the compound from Ex. 165A and 7.25 g (52.5 mmol) of potassium carbonate were stirred in a mixture of 95 ml acetonitrile and 15 ml of DMF at RT for 15 before 14.1 g (63.0 mmol) 1,1,1-trifluoro-3-iodopropane added .The reaction mixture was stirred at a temperature of 78 C for about 16 h.After cooling to RT was diluted with 500 ml ethyl acetate and washed successively twice with 100 ml of water and once with 50 ml of saturated sodium chloride solution.After drying over anhydrous sodium sulfate, was filtered and the filtrate concentrated to dryness.The crude product was purified by chromatography (80 g silica gel, eluent: heptane / ethyl acetate 100: 0-> 60:40).After concentrating the product fractions and drying the residue 2.99 g (42% d. Th.) The title compound obtained.

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; BAYER PHARMA AKTIENGESELLSCHAFT; HAERTER, MICHAEL; DELBECK, MARTINA; KALTHOF, BERND; LUSTIG, KLEMENS; LINDNER, NIELS; KAST, RAIMUND; WASNAIRE, PIERRE; SUESSMEIER, FRANK; (372 pag.)TW2016/7950; (2016); A;,
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., Computed Properties of C8H6IN

2-(2-iodophenyl)acetonitrile (1.3 mL, 10 mmol) was dissolved in DMF (20 mL), and the solution was cooled to 0 C. NaH (1.0 g, 26 mmol) 60% suspension in mineral oil was added to the solution in portions, and the mixture was heated at 60 C for 1.5 hours. tert-Butyl bis(2-chloroethyl)carbamate (3.0 g, 12 mmol) was added to the reaction, and the mixture was stirred at 60 C for 2 hours. The reaction was cooled down to room temperature, brine (25 mL) was added, and the mixture was extracted with EtOAc (3 X 100 mL). The combined organic layers were washed with brine, dried and evaporated to give a residue, which was purified with flash chromatography (EtOAc/hex 5-70%). The second eluting peak was collected to provide tert-butyl 4-(2-iodophenyl)-4-cyanopiperidine-1-carboxylate (1.8 g, 4.9 mmol, 48 % yield) as an oil. m/z (esi/APCI) M+1 =413.

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; ARRAY BIOPHARMA INC.; BLAKE, James F.; BOYS, Mark Laurence; CHICARELLI, Mark Joseph; COOK, Adam; ELSAYED, Mohamed S. A.; FELL, Jay B.; FISCHER, John P.; HINKLIN, Ronald Jay; MCNULTY, Oren T.; MEJIA, Macedonio J.; RODRIGUEZ, Martha E.; WONG, Christina E.; (259 pag.)WO2020/81848; (2020); 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. 916792-62-6, name is 3-Fluoro-2-iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 916792-62-6

2-lodo-4- fluorobenzonitrile (2.5 g, 10.3 mmol) and 2-tributylstannane pyrimidine (3.7g, 10.0 mmol) were combined and dissolved in degassed DME (18 ml) then purged with bubbling N2 for 5 minutes. The reaction was treated withPd(PPh3) (577 mg, 0.5 mmol) and then purged with bubbling for 5 minutes in a sealed vessel and then heated in microwave at 160 C for 90 min. The reaction was cooled and filtered through celite and concentrated to minimum volume and the ppt the formed was diluted with hexanes (40 ml) and cooled to 0 C then filtered. The solid purified (FCC) (20-100% EA / hex) to give 3-fluoro- 2-(pyrimidin-2-yl)benzonitrile. 1 H NMR (400 MHz, CDCI3): 8.93 (d, J = 4.9 Hz, 2H), 8.14 (dd, J = 9.6, 2.7 Hz, 1 H), 7.86 (dd, J = 8.6, 5.3 Hz, 1 H), 7.36 (t, J = 4.9 Hz, 1 H), 7.32 – 7.24 (m, 1 H).

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 916792-62-6.

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

Some common heterocyclic compound, 116632-39-4, name is 5-Bromo-2-iodotoluene, molecular formula is C7H6BrI, 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

General procedure: (R)-(4-bromo-2-methylphenyl)((2R,3S,4S,5R,6R)-3,4,5-tris(benzyloxy)-6- ((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanol (101R) and (S)-(4-bromo-2- methylphenyl)((2R,3S,4S,5R,6R)-3,4,5-tris(benzyloxy)-6- ((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanol (101S). Synthesis B: Into a flask containing 4-bromo-1-iodo-2-methylbenzene (22.6 g, 76.1 mmol) in anhydrous Et2O (200 mL) under N2, was added n-BuLi/Hexanes (2.5 M, 26 mL, 65.23 mmol) dropwise at -78 C. After 1 h, the freshly prepared crude 2,3,4,6-Tetra-O-benzyl-alpha-D-mannopyranosyl carbaldehyde (12.0 g, 21.74 mmol) dissolved in Et2O (90 mL) was added via cannula over a period of 5 minutes. The mixture was stirred at -78 C for 30 min, and then slowly warmed to 0 C over a period of 1.5 h. The reaction mixture was quenched with saturated aq. NH4Cl and extracted with EtOAc (250 mL x 3). The combined organic phase was washed with brine (100 mL), dried over Na2SO4 and filtered .The filtrate was concentrated under reduced pressure and the residue was purified by silica gel chromatography (phase A: PE, phase B: CH2Cl2 / EtOAc / PE (20/1/2)) to give the 101R (4.0 g, 26% yield for two steps) as light yellow oil and 101S (8.0 g, 51% yield for two steps) as light yellow oil. Formula: C42H43BrO6 Exact Mass: 722.22 Molecular Weight: 723.69 Analytical data for Intermediate 101R: 1H NMR (300 MHz, CDCl3) delta 7.41-7.28 (m, 21H), 7.18-7.13 (m, 2H), 5.08 (d, J = 5.1 Hz, 1H), 4.71(2d, J = 11.7 Hz, 1H), 4.64-4.56 (m, 3H), 4.49 (s, 2H), 4.40 (s, 2H), 4.28 – 4.21(2m, 1H), 4.18 – 4.13 (m, 1H), 4.10 (t, J = 5.1 Hz, 1H), 3.99-3.94 (m, 1H), 3.89 (t, J = 5.9 Hz, 1H), 3.83-3.70 (m, 2H), 3.49 (br. s., 1H), 2.29 (s, 3H). ESI-MS [M+Na+] calcd for (C42H43BrO6Na) found: 745.5 (100%), 747.5 (97.3%). Formula: C42H43BrO6 Exact Mass: 722.22 Molecular Weight: 723.69 Analytical data for Intermediate 101S: 1H NMR (300 MHz, CDCl3) delta 7.37 – 7.16 (m, 23H), 5.06 (d, J=5.5 Hz, 1H), 4.73 – 4.67 (m, 1H), 4.62 – 4.44 (m, 7H), 4.11 – 4.03 (m, 2H), 3.85 – 3.76 (m, 3H), 3.73 – 3.67 (m, 2H), 3.19 (br. s., 1H), 2.18 (s, 3H). ESI-MS [M+Na]+ calcd for C42H43BrO6Na+ 745.21, found 745.5 (100%), 747.5 (97.3%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 116632-39-4, its application will become more common.

Reference:
Patent; FIMBRION THERAPEUTICS, INC.; JANETKA, James, W.; MYDOCK-MCGRANE, Laurel; (136 pag.)WO2017/156508; (2017); 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. 52548-63-7, name is 5-Fluoro-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 52548-63-7

Intermediate 13: 5-Fluoro-2-pyrimidin-2-yl-benzoic acid.Step A: 5-Fluoro-2-iodo-benzoic acid methyl ester. To a 500 mL round- bottomed flask was added 5-fluoro-2-iodo-benzoic acid (23 g, 86.5 mmol) in methanol (230 mL). To the resulting solution was added cone, sulfuric acid (2.3 mL, 43.2 mmol). The reaction mixture was warmed to 65 C and stirred for 15 h. The resulting mixture was concentrated under reduced pressure to give crude producte which was then was partitioned between EtOAc (250 mL) and a half sat. Na2C03(ac?) solution (250 mL). The layers were thoroughly mixed and then separated. The organic layer was dried over magnesium sulfate, filtered, and concentrated under reduced pressure to give a yellow oil (23 g, 95% yield). 1H NMR (400 MHz, CDCI3): 7.94 (dd, J = 8.7, 5.4 Hz, 1 H), 7.54 (dd, J = 9.0, 3.1 Hz, 1 H), 6.93 (m, 1 H), 3.94 (s, 3H).

According to the analysis of related databases, 52548-63-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); 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. 61272-76-2, name is 4-Fluoro-2-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C6H5FIN

General procedure: A sealed tube (50 mL) was charged with 2-haloaniline 1a (2mmol), CS2 (10 mmol), Na2S (4mmol) and DMF (2 mL) at room temperature under an argon gas atmosphere and the tube was flushed with argon for three times and sealed. Then the mixture was stirred electromagnetically at 110 °C for 12 hours. The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, 2 mL HCl (3 mol/L) was added and stirred for 30 minutes. Then the reaction mixture solution was extracted by dichloromethane (3*20 mL). Subsequently, the combined organic solution were dried by anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel colum chromatography (eluent: petroleum ether / ethyl acetate) give the corresponding pure product 2a.

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

Reference:
Article; Zhang, Tianmiao; Qin, Weijing; Zhu, Ning; Han, Limin; Wang, Liubo; Hong, Hailong; Synthetic Communications; vol. 47; 20; (2017); p. 1916 – 1925;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 6940-76-7, These common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, 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.

To a mixture of 1-chloro-3-iodopropane (6.133 g, 0.03 mol) and NaH (3 g, 0.075 mol) in THF (25 ml) at 0C, phenothiazine (5 g, 0.025 mol) in THF (25 ml) was added. The mixture was stirred at room temperature for 9 h. After work-up, 10-(3-chloropropyl)-10H-phenothiazine was obtained in 37% yield.

Statistics shows that 1-Chloro-3-iodopropane is playing an increasingly important role. we look forward to future research findings about 6940-76-7.

Reference:
Article; Li, Na; Qu, GuoJing; Xue, JingNa; Li, Xiao; Zhao, Xuan; Yan, YeHao; Gao, DongFang; Zhang, Lu; Wang, Peng; Zhang, Ming; Zhao, BaoXiang; Miao, JunYing; Lin, ZhaoMin; Bioorganic and Medicinal Chemistry; vol. 27; 13; (2019); p. 2845 – 2856;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

619-58-9, name is 4-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: C7H5IO2

i. 4-Iodobenzyl alcohol. To a solution of 4-iodobenzoic acid (22 g) in tetrahydrofuran (450 mL) was added borane dimethylsulfide complex (35.5 mL, 10M in tetrahydrofuran), and the solution was allowed to stir overnight. The reaction was quenched by addition of methanol, and the solvent was evaporated. The residue was dissolved in ethyl acetate and filtered. The solvent was evaporated to give a solid, which was recrystallized from ether to yield a white solid, which was chromatographed, eluding with ether, to give 4-iodobenzyl alcohol (15.1 g).

The synthetic route of 619-58-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; US5521179; (1996); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com