Author: Jessica.F

Synthetic Route of 58755-70-7, These common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, 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 solution of 4-iodo-3-nitroanisole (5g, 17.9 mmole) in 100 [ML METHANOL] was added [FECL3] (50mg, 0.3 mmole) and activated carbon (40 mg). The mixture was heated to reflux and hydrazine hydrate (1.75 [G,] 35 mmole) was added dropwise. The mixture was [REFLUXED] for an additional 8 hours and cooled to room temperature, filtered through Celite. The filtrate was concentrated and purified by column chromatography (eluting with 10% EtOAc in hexanes) to give 4.05 g product as pale yellow oil (91% [YILD). 1H NMR (300 MHZ, CDCL3) No. 7. ]47 [(1 H,] d, J = 8.7 Hz), 6.31 (1H, d, [J=] 2.8 [HZ),] 6.13 (1 H, dd, [J=] 2.8, 8.7 Hz), 3.73 (3H, s).

The synthetic route of 58755-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2003/106462; (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. 6940-76-7, name is 1-Chloro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 6940-76-7

To a solution of TMEDA (4.36 mL, 28.9 mmol) in THF (30 mL) at -20 C was added n- butyllithium (12.03 mL, 28.9 mmol, 2.4 M solution in hexanes) over ten minutes. The mixture was stirred at 10 C for 30 minutes, then cooled to -78 C, and a solution of tert- butyl (6-chloropyridin-2-yl)carbamate (3 g, 13.12 mmol) in THF (15 mL) was added over a period of 5 minutes. After 40 minutes, copper(I) iodide (2.499 g, 13.12 mmol) was added, and the mixture was stirred at -10 C for 1 hour. l-Chloro-3-iodopropane (2.113 mL, 19.68 mmol) was added over a period of 1 minute, and the mixture was allowed to reach room temperature. After 2.5 hours the mixture was added to saturated aqueous sodium hydrogencarbonate and extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated. The residue was stirred in dichloromethane (30 mL), filtered through a glass- sintered funnel and concentrated to half volume and then applied onto a flash column (120 g silica), eluting with 2-20% ethyl acetate in heptane. The eluent coming off the column was passed through a column of potassium carbonate. This gave the desired product tert-butyl 7- chloro-3,4-dihydro-l,8-naphthyridine-l(2H)-carboxylate (2.637 g). Yield 74% ‘H NMR (400 MHz, Chloroform- d 7.32 (d, J = 7.9 Hz, 1H), 6.94 (d, J = 7.8 Hz, 1H), 3.81 – 3.69 (m, 2H), 2.73 (t, J= 6.6 Hz, 2H), 1.93 (p, J= 6.5 Hz, 2H), 1.54 (s, 9H).

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 6940-76-7.

Reference:
Patent; MORPHIC THERAPEUTICS, INC.; HARRISON, Bryce, A.; DOWLING, James, E.; GERASYUTO, Aleksey I.; BURSAVICH, Matthew, G.; TROAST, Dawn, M.; LIPPA, Blaise, S.; ROGERS, Bruce, N.; ZHONG, Cheng; QIAO, Qi; LIN, Fu-Yang; SOSA, Brian; BORTOLATO, Angrea; SVENSSON, Mats, A.; HICKEY, Eugene; DAY, Tyler; KIM, Byungchan; (163 pag.)WO2020/47207; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 401-81-0, 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. 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the aryl halide (1 mmol), NH4OH (2 mmol), Cs2CO3 (1 mmol) and P4PVy-CuI (0.1 g) in CH3CN (10 mL) was stirred at reflux temperature. After reaction completion (moitored by TLC), the catalyst was recovered by filtration and solvent was evaporated. The residue was poured into a saturated NaCl solution, extracted with ethyl acetate and dried over anhydrous MgSO4. Evaporation of the solvent was followed by column chromatography on silica gel afforded the pure products.

The chemical industry reduces the impact on the environment during synthesis 1-Iodo-3-(trifluoromethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Albadi, Jalal; Shiran, Jafar Abbasi; Mansournezhad, Azam; Acta Chimica Slovenica; vol. 61; 4; (2014); p. 900 – 903;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 461-17-6, 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. 461-17-6, name is 1,1,1-Trifluoro-4-iodobutane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of silver nitrite (9 g, 58.5 mmol) in diethyl ether (25 mL) at 0C was added a solution of 4-iodo-1, 1, 1-trifluorobutane, 15.02 (10 g, 42.0 mmol) in diethyl ether (25 mL) slowly through an addition funnel (approx. 15 min). The resulting mixture was vigorously stirred at 0C and warmed to rt. After 50 h, the solid material was filtered off through a celite pad. The resulting diethyl ether solution was concentrated in vacuo to give 15.03 as colorless oil, which was used without further purification.

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, 1,1,1-Trifluoro-4-iodobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCHERING CORPORATION; WO2005/85197; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, 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. Computed Properties of C8H6BrIO2

A mixture of methyl 5-bromo-2-iodobenzoate (3.849 g,11.259 mmol), phenanthren-1-ylboronic acid (4) (3 g,13.510 mmol), 2 M aqueous potassium carbonate (30 mL), and tetrakis(triphenylphosphine)palladium (0.651 g, 0.563 mmol) in THF (100 mL) and methanol (30 mL) was heated at reflux in a nitrogen atmosphere for 24 h. After the reaction mixture had been concentrated in vacuo, the resulting mixture was extracted with dichloromethane. The organic layer was washed with water and brine and dried using anhydrous sodium sulfate. The filtrate was concentrated in vacuo to give a crude mixture that was purified by column chromatography (SiO2, dichloromethane:hexane 1:4) to afford methyl 5-bromo-2-(phenanthren-1-yl)benzoate (3.5 g,8.945 mmol, 79%) as a white solid. 1H NMR (300 MHz, CDCl3): delta (ppm) 8.80 (d, J = 12.6 Hz, 2H), 8.22 (s, 1H), 7.88 (d, J = 7.8 Hz, 1H),7.77 (dd, J = 5.1, 1.8 Hz, 1H), 7.73-7.60 (m, 4H), 7.40 (dd, J = 7.8,1.5 Hz, 2H), 7.32 (d, J = 8.1 Hz, 1H), 3.41 (s, 3H). 13C NMR (75 MHz,CDCl3): delta (ppm) 166.4, 140.7, 139.0, 134.6, 133.5, 133.1, 131.7, 130.3,130.2, 130.0, 128.5, 127.2, 126.8, 126.7, 125.7, 123.9, 122.9, 122.4,121.5, 52.1. HR-Mass (EI+): calcd for C22H15BrO2 390.0255, found392.0257.

The synthetic route of Methyl 5-bromo-2-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jeong, Seongjin; Hong, Jong-In; Dyes and Pigments; vol. 144; (2017); p. 9 – 16;,
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 260355-20-2 as follows. Safety of 1-Chloro-4-iodo-2-(trifluoromethyl)benzene

The 1-chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in the reaction 1.2 was dissolved in 20 ml of toluene, and the system was sequentially added with isoxazol-4-amine (12 mmol), palladium acetate ( 0.5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine, stirred for 10 minutes,Add 10 ml of cesium carbonate (10 mmol) aqueous solution, and heat to 50 C for 4 hours. After the reaction is completed, add 20 ml of water to the system, stir for 20 minutes, separate the liquid, and dry the organic phase with anhydrous sodium sulfate. Column chromatography gave 2.2 g of yellow N-(4-chloro-3-trifluoromethylphenyl)-isoxazole-4-amine powder in a yield of 84%

According to the analysis of related databases, 260355-20-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhang Ruwei; Ge Baoyin; Jing Fan; (7 pag.)CN108432777; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 40400-15-5, name is 2-(2-Iodophenyl)acetonitrile, 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 40400-15-5, Recommanded Product: 2-(2-Iodophenyl)acetonitrile

General procedure: A tube was loaded with CuCl (50 mg, 0.50 mmol) and CsF (228 mg,1.50 mmol) and sealed with a rubber septum. Anhydrous acetonitrile (1 mL) was added and the mixture was cooled to 0 C. Diethyl [(trimethylsilyl)difluoromethyl]phosphonate (neat, 325 mg, 1.25 mmol) was added and the mixture was heated at 40C for 1 h, cooled to 0 C and stirred at this temperature for 1 h. Pd(PPh3)Cl2 (18 mg,0.025 mmol) was added followed by a solution of the corresponding iodoarene 1 (0.50 mmol) in MeCN (1 mL). The suspension was stirred for 16 h at 40C. The reaction mixture was diluted with diethyl ether(15 mL), the organic layer was washed with water (15 mL), Na2CO3 (concentrated solution, 15 mL), dried over Na2SO4, and solvents were carefully removed under vacuum. Reverse-phase chromatography (H2O/MeCN or MeOH, gradient: 9:1 to 0:1, rate: 1% MeCN or MeOH per minute) gave the product 2.

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, 2-(2-Iodophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ivanova, Maria V.; Besset, Tatiana; Pannecoucke, Xavier; Poisson, Thomas; Synthesis; vol. 50; 4; (2018); p. 778 – 784;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 34270-90-1, 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. 34270-90-1 name is 1-Iodo-2-(2-iodoethoxy)ethane, 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 solution of Intermediate 34 (2.60 g, 10.9 mmol) in DML (20 mL) was added sodium hydride (1.04 g, 21.7 mmol) at 0C. The reaction mixture was stirred at r.t. for 30 minutes, then l-iodo-2-(2-iodoethoxy)ethane (5.31 g, 16.3 mmol) was added. The reaction mixture was heated at 80C for 16 h, then poured into ice and extracted with EtOAc (3 x 100 mL). The combined organic layers were separated, washed with water (100 mL) and brine (100 mL), then dried over anhydrous Na2S04and concentrated in vacuo. The crude residue was purified by flash chromatography on silica (0-20% EtOAc in hexanes) to afford the title compound (2.00 g, 60%) as a yellow oil. 6n (400 MHz, DMSO-de) 1.06 (t, J7.09 Hz, 3H), 1.95-2.02 (m, 2H), 2.17-2.22 (m, 2H), 3.64-3.71 (m, 2H), 3.72-3.80 (m, 2H), 3.85 (s, 3H), 4.05 (q, J6.85 Hz, 2H), 7.66 (d, J8.80 Hz, 1H),7.75 (s, 1H), 7.83-7.88 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-2-(2-iodoethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Patent; UCB BIOPHARMA SRL; BRACE, Gareth Neil; BROOKINGS, Daniel Christopher; FOULKES, Gregory; LECOMTE, Fabien Claude; (0 pag.)WO2020/11731; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 128140-82-9, name is 1-(Difluoromethoxy)-4-iodobenzene, 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 128140-82-9, Quality Control of 1-(Difluoromethoxy)-4-iodobenzene

Step a) 1-(Difluoromethoxy)-4-(phenylethynyl)benzene Into a mixture of ethynylbenzene (1.9 g, 18.5 mmol), 1-(difluoromethoxy)-4-iodobenzene (5 g, 18.5 mmol), N,N-dimethylformamide (35 mL), and triethylamine (12.8 mL, 92.6 mmol) was introduced anhydrous argon for 5 minutes. Then, copper(I) iodide (1.85 mmol, 351 mg) and dichlorobis(triphenylphosphine)palladium(II) (1.11, 0.71 g) were added into the mixture and the new mixture was stirred at 60 C. for 3 hours. The mixture cooled to room temperature, poured into water and extracted with ethyl ether. The organic extracts were dried over MgSO4. Evaporation and purification on silica gel (ISCO) using hexanes/EtOAc (100/1) as the eluding solvent, gave 1-(difluoromethoxy)-4-(phenylethynyl)benzene as a clear oil (3.45 g, 76% yield). MS m/e M+244; 1H NMR (400 MHz, DMSO-d6) delta 7.2 (d, J=8.78 Hz, 2H), 7.28-7.45 (m, 4H), 7.5-7.55 (m, 2H), 7.6 (d, J=7.78 Hz, 2H).

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-(Difluoromethoxy)-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WYETH; US2009/48320; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, 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 59528-27-7, Computed Properties of C7H9ClIN

A mixture of (4-iodophenyl)methanamine hydrochloride (5.0 g, 18.55 mmol, 1.0 eq), (1S,2S)-N1,N2- dimethylcyclohexane-l,2-diamine (0.59 mL 3.71 mmol, 0.2 eq), Sodium ascorbate (368 mg, 1.86 mmol, 0.1 eq), Copper Iodide (530 mg, 2.78 mmol, 0.15 eq), Sodium azide (2.41 g, 37.1 mmol, 2.0 eq) , Et3N (3.11 mL, 22.26 mmol, 1.2 eq) and 2-(prop-2-yn-l-yloxy)tetrahydro- 2H-pyran (2.6 g, 18.55 mmol, 1.0 eq) in Methanol (50 mL) and water (12 mL) were purged with Nitrogen for 5 minutes and heated to 55 C for overnight. The reaction mixture was cooled to room temperature and filtered through 413 filter paper. Celite was added and the solvent was removed under reduced pressure and the residue was purified over silica gel (120 g) using dichloromethane/(methanol containing 12 % (v/v) aqueous ammonium hydroxide) as mobile phase. The concentration of (methanol containing 12 % (v/v) aqueous ammonium hydroxide) was gradually increased from 0 % to 6.25 % to afford (4-(4-(((tetrahydro-2H-pyran-2- yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)methanamine (15, 3.54 g, 66%) as a white solid. LCMS m/z: [M + H]+ Calcd for Ci5H2oN402 289.2; Found 289.2.

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-Iodophenyl)methanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIGILON THERAPEUTICS, INC.; SEWELL, Jered, A.; CARMONA, Guillaume; GONZALEZ, Francisco, Caballerro; HEIDEBRECHT, Richard; MILLER, Robert, James; OBERLI, Matthias, Alexander; PERITT, David; SMITH, Devyn, McKinley; VEISEH, Omid; WOTTON, Paul, Kevin; (182 pag.)WO2019/67766; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com