Month: August 2021

Related Products of 627-31-6, 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. 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip) belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

methyl 2-(4-bromo-2-nitrophenyl)acetate (2 g, 7.3 mmol, Eq: 1) and 1,3-diiodopropane (2.45 g, 956 muL, 8.03 mmol, Eq: 1.10) were combined with dimethylformamide (20 mL) at 0C. Sodium hydride (1.17 g, 29.2 mmol, Eq: 4.00) was slowly added. The dark blue reaction mixture was heated to room temperature and stirred for 16h. The reaction mixture was poured into water and extracted with ethyl acetate (3x). The organic layers were combined and washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel to afford the desired product as a brown solid (285 mg, 12%).

The synthetic route of 1,3-Diiodopropane(stabilized with Copper chip) has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GAUFRETEAU, Delphine; HILPERT, Hans; HUMM, Roland; KOLCZEWSKI, Sabine; MUSER, Thorsten; PLANCHER, Jean-Marc; STOLL, Theodor; (55 pag.)WO2017/76931; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate, molecular formula is C8H6ClIO2, 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: Methyl 4-chloro-2-iodobenzoate

Example 3Bmethyl 2-(2-amino-5-(methoxycarbonyl)phenylamino)-4-chlorobenzoate Example 3 A (3.0 g, 10.12 mmol), methyl-3,4-diaminobenzoate (3.39 g, 10.12 mmol), 2C03 (1.47 g, 10.63 mmol), Cu (0.648 g, 10.12 mmol) and chlorobenzene ( 100 1 735 ml) were mixed. The reaction mixture was heated to reflux ( 135C) overnight then filtered hot through a thin layer of diatomaceous earth. The flask was rinsed and the cake was washed with CH2CI2 (100 ml). The filtrate was washed with water, dried (Na^SC^), filtered and concentrated. The crude product was purified by column chromatography with an Analogix SF-150 g Si column using 90: 10 CH2CI2: hexanes (25 minutes) then 1740 100% CH2CI2 to yield the title compound. MS ESI(+) m/z 334.9 [M+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 181765-85-5, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING(SHANGHAI) COMPANY, LTD.; VAN CAMP, Jennifer; PATEL, Jyoti, R.; SWANN, Steven; WO2012/45194; (2012); 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. 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Bromo-4-iodo-2-methoxybenzene

Compound 135 (2.00 g, 6.39 mmol) and Compound 170 (2.174 g, 7.03 mmol) were dissolved in 1,4-dioxane (20 ml), to which were then added tetrakis(triphenylphosphine)palladium (0.739 g, 0.639 mmol) and 2 mol/L aqueous solution of potassium carbonate (4.79 ml, 9.59 mmol), and the reaction mixture was stirred at 100C. After completion of the reaction, chloroform and water were added to the reaction mixture, and the resulting mixture was filtered. The obtained filtrate was extracted with chloroform. The obtained organic layer was dried over magnesium sulfate, and then the solvent was removed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain Compound 171.

According to the analysis of related databases, 755027-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shionogi & Co., Ltd.; TAMURA, Yuusuke; HINATA, Yu; KOJIMA, Eiichi; OZASA, Hiroki; (241 pag.)EP3187498; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 811842-30-5, 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. 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 13 2-(3-Bromo-4-fluorophenyl)-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane To a mixture of 2-bromo-1-fluoro-4-iodobenzene (5.0 g, 16.62 mmo) in dioxane (75 mL) was added bis(pinacolato)diboron (4.2 g, 16.62 mmol) and potassium carbonate (3.3 g, 33.2 mmol). The mixture was degassed and recharged with nitrogen. Bis(triphenylphosphine)palladium(ll)dichloride (0.60 g, 0.83 mmol) was added and the mixture heated to 100C for 18 hours under a nitrogen atmosphere. The mixture was diluted with ethyl acetate (300 mL) and washed with saturated ammonium chloride solution, water and brine (200 mL each). The organic layer was evaporated to give the title compound as dark red oil (6.1 g) which was used without further purification. 1 H NMR (400 MHz, CDCI3): delta ppm 1 .33 (s, 12H), 7.10 (t, 1 H), 7.72-7.65 (m, 1 H), 8.00 (dd, 1 H) ppm.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1-fluoro-4-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER LIMITED; OWEN, Robert Mckenzie; PRYDE, David Cameron; TAKEUCHI, Mifune; WATSON, Christine Anne Louise; WO2015/189744; (2015); 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. 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Iodo-2-(trifluoromethyl)benzonitrile

Step A. tert-butyl 3-(4-cvano-3-(trifluoromethyl)phenyl)-3-hvdroxypyrrolidine-l- carboxylate To a mixture of 4-iodo-2-(trifluoromethyl)benzonitrile (946 mg, 2.702 mmol) in THF (5 mL) at 0 C was added a solution of BuLi in hexane (1.29 mL, 3.25 mmol) and stirred under nitrogen for 1 hour. To the mixture at 0 C was added a solution of tert-butyl 3- oxopyrrolidine-l-carboxylate (500 mg, 2.702 mmol) in THF (5 mL) and stirred at room temperature for 4 hours. The reaction mixture was quenched with H20 (20 mL) and extracted with ethyl acetate (20 mL x 2). The extracts were combined, washed with brine (20 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford tert-butyl 3 -(4-cyano-3 -(trifluoromethyl)phenyl)-3 -hydroxypyrrolidine- 1 – carboxylate as a white solid (368 mg, 38%). LCMS (ESI) m/z: 301.0 [M-56+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; 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

Application of 216393-67-8,Some common heterocyclic compound, 216393-67-8, name is 4-Chloro-2-fluoro-6-iodoaniline, molecular formula is C6H4ClFIN, 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.

In a 350 mL glass pressure vessel with a threaded Teflon cap, 4-chloro-2-fluoro-6-iodoaniline (3.25 g, 12.0 mmol), CuI (30 mg, 0.16 mmol), and Pd(PPh3)2Cl2 (0.101 g, 0.144 mmol) were taken up in 165 mL triethylamine and cooled to -78 C. Propyne (2.7 mL, 1.9 g, 48 mmol) was condensed into a graduated cylinder and added to the reaction vessel. The vessel was then capped, the cooling bath removed, and the reaction mixture allowed to stir while warming to room temperature overnight behind a safety shield. Removal of the triethylamine by evaporation gave a crude material that was purified by flash chromatography over silica gel (1-10% ethyl acetate in hexanes) to give pure product (2.00 g, 91% yield): 1H NMR (CHLOROFORM-d) delta 7.00-7.04 (m, 1H), 6.95 (dd, J=10.6, 2.3 Hz, 1H), 4.18 (br. s., 2H), 2.13 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-2-fluoro-6-iodoaniline, its application will become more common.

Reference:
Patent; Wyeth, LLC; US2011/105509; (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. 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Iodo-4,5-dimethoxybenzoic acid

b. N-(6,7-Methylenedioxyquinolin-4-yl)-N-[2-(N,N-diethylamino)ethyl]-2- iodo-4,5-dimethoxybenzamide. Oxalyl chloride (1.12 g , 8.8 mmol) was added to a solution of 2-Iodo-4,5-dimethoxybenzoic acid (820 mg, 2.6 mmol; see above) in anhydrous methylene chloride (40 mL) and the stirred mixture was refluxed for 4 hours. The mixture was then concentrated to dryness under reduced pressure. The acid chloride was dissolved in 40 mL of methylene chloride and added to a solution of 4-[[2-(Diethylamino)ethyl]amino]-6,7-methylenedioxyquinoline (640 mg, 2.2 mmol), and triethylamine (2.2g, 22 mmol) in methylene chloride (50 mL) and the resulting mixture was stirred at reflux under nitrogen for 2 hours. The reaction mix was cooled and washed with a saturated solution of sodium bicarbonate (3 x 75 mL), and extracted into dilute HCl (4 x 100 mL). The aqueous extract was then neutralized with 30% NaOH and extracted with CHC13 (4 x 100 mL), washed with brine (lOOmL), dried (MgS04) and evaporated, yielding 1.1 g as a sticky semisolid glue, in 86% yield; 1H NMR (CDC13) delta 0.96 (t, 6H, J=7.2), 2.54 (q, 4H, J=7.2), 2.82 (m, 2H), 3.29 (s, 3H), 3.71 (s, 3H), 3.92 (m, 1H), 4.46 (m, 1H), 6.12 (s, 2H), 6.37 (s, 1H), 7.00 (s, 1H), 7.27 (d, 1H, J=4.8), 7.33 (s, 1H), 7.39 (s, 1H), 8.52 (d, 1H, J=4.8); 13C NMR (CDC13) delta 11.8, 47.1, 47.5, 50.7, 55.5, 56.1, 82.7, 98.5, 102.2, 106.7, 110.6, 120.1, 121.8, 122.7, 133.7, 146.3, 148.1, 148.3, 148.5, 149.0, 149.7, 151.0, 170.0; HRMS calcd for C25H2805N3IH: 578.1153; found: 578.1153.

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 61203-48-3.

Reference:
Patent; GENZYME CORPORATION; TEICHER, Beverly, A.; SCHMID, Steven, M.; WO2012/15901; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 34270-90-1,Some common heterocyclic compound, 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, molecular formula is C4H8I2O, 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 35 In 3 ml of dimethylformamide was dissolved 140 mg of 7alpha-[(2,3,6-trideoxy-3-amino-alpha-L-lyxo-hexopyranosyl)oxy]-9alpha-amino-9beta-acetyl-7,8,9,10-tetrahydro-6,11-dihydroxy-5,12-naphthacenedione (dihydrochloride, m.p. 176-180 C.; [alpha]D25 +149 (c=0.11, water)]. Then, to the solution were added 2.0 g of bis(2-iodoethyl) ether and 72 mg of triethylamine and this was stirred at room temperature overnight. The reaction mixture was poured into a saturated aqueous sodium bicarbonate solution and extracted with chloroform. Thereafter, the chloroform layer was washed with water, dried over sodium sulfate and the solvent was removed by distillation under reduced pressure to obtain a residue. This residue was purified by a silica gel column chromatography (eluant: 10% methanol/chloroform containing 0.5% aqueous ammonia) and then converted to hydrochloride with hydrochloric acid/ether to obtain 98 mg of d-7alpha-[(2,3,6-trideoxy-3-morpholino-alpha-L-lyxo-hexopyranosyl)oxy]-9alpha-amino-9beta-acetyl-7,8,9,10-tetrahydro-6,11-dihydroxy-5,12-naphthacenedione di-hydrochloride [m.p. 178 -179 C.; [alpha]D20 +156 (c=0.10, methanol)].

The synthetic route of 34270-90-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Pharmaceuticals Company; US4673668; (1987); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 2142-70-3, 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 2142-70-3 as follows.

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.

According to the analysis of related databases, 2142-70-3, the application of this compound in the production field has become more and more popular.

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 40400-15-5, 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 40400-15-5 as follows.

General procedure: A flask was equipped with a magnetic stir bar and charged with 1Hpyrrole-2-carbaldehyde (2a; 19.0 mg, 0.2 mmol, 1.0 equiv), 2-bromophenylacetonitrile(1a; 39.2 mg, 0.2 mmol, 1.0 equiv), and K3PO4(63.6 mg, 0.3 mmol, 1.5 equiv). The flask was evacuated and filledwith N2, and then anhydrous DMSO (2.0 mL) was introduced via a syringe.The flask was heated in a 130 C oil bath for 24 h, at which timeTLC analysis [petroleum ether (bp 60-90 C)-EtOAc, 10:1] indicatedcomplete consumption of 2a and 1a. The reaction mixture was cooledto r.t. and added to a sat. solution of NaCl (20 mL) and extracted withEtOAc (3 × 10 mL). The combined organic layers were dried (Na2SO4)and filtered. The filtrate was concentrated, and the residue was purified by column chromatography on SiO2 [petroleum ether (bp 60-90C)-EtOAc, 10:1 to 30:1] to give 3af; Yield: 59.2 mg (93%); fluorescent yellow solid; mp 205.6-207.1 C.

According to the analysis of related databases, 40400-15-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Zeng-Qiang; Miao, Da-Zhuang; Tong, Yao; Pan, Qiang; Li, Xiao-Tong; Hu, Ren-He; Han, Shi-Qing; Synthesis; vol. 47; 13; (2015); p. 1913 – 1921;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com