Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 501433-06-3, name is 2,3-Difluoro-1,4-diiodobenzene, 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 501433-06-3, Product Details of 501433-06-3

General procedure: 1,2,3,4-Tetrahalobenzene (10 mmol), iron powder (0.89 equiv.),sulfur (0.66 equiv.) and NaSHnH2O (4.0 equiv.) were added to dryN,N-dimethylformamide (32 equiv.). The mixture was heated to 140 C for 16 h. The reaction mixture was cooled to room temperatureand added to water (50 mL). The mixture was filtered andair-dried to afford a black solid. The black solid was then addedto a solution of methanol (20 mL), ZnO (1.2 equiv.), NaOH(6.5 equiv.) and water (20 mL), and allowed to reflux for 2 h. Aftercooling to room temperature, the mixture was filtered with Celite.The filtrate was added to 2 M H2SO4 and then extracted withdichloromethane. The organic phase was washed with brine anddried with MgSO4. After filtration, evaporation and drying, the corresponding3,6-dihalo-1,2-benzenedithiol was afforded as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Difluoro-1,4-diiodobenzene, and friends who are interested can also refer to it.

Reference:
Article; Tsukada, Satoru; Kondo, Masataka; Sato, Hironobu; Gunji, Takahiro; Polyhedron; vol. 117; (2016); p. 265 – 272;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1258298-01-9,Some common heterocyclic compound, 1258298-01-9, name is 2,6-Dichloro-4-iodobenzoic acid, molecular formula is C7H3Cl2IO2, 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 solution of 2,6-dichloro-4-iodobenzoic acid (5.50 g, 17.4 mmol) in thionyl chloride (52 mL) was heated under reflux for 2 hours then diluted with toluene and concentrated under reduced pressure. The resultant residue was partitioned between EtOAc and saturated aqueous sodium bicarbonate solution. The organic layer was dried over Na2S04 and concentrated under reduced pressure to give the desired compound as a yellow oil (5.75 g, 99% yield). ¾ NMR (400 MHz, CDC13) delta 7.75 (s, 2H).

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); 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. 364-12-5, name is 5-Bromo-2-iodobenzotrifluoride, A new synthetic method of this compound is introduced below., name: 5-Bromo-2-iodobenzotrifluoride

A vial containing 4-bromo-l-iodo-2-(trifluoromethyl)benzene was charged with potassium phosphate (0.130 g, 0.614 mmol), followed by a solution of N-(2,4- dimethoxybenzyl)-l-methyl-3-(4,4,5,5-tetramethyl- 1,3, 2-dioxaborolan-2-yl)-N-( 1 ,2,4- thiadiazol-5-yl)-lH-indole-6-sulfonamide (Intermediate H) (0.100 g, 0.175 mmol) and PdCl2(dppf)-CH2Cl2 (0.014 g, 0.018 mmol) in 1 mL of DMF. The vial was sealed and placed in a shaker block. The block was shaken for three hours at 85 C. The solution was filtered, washed with DMF and concentrated. The resulting solid was treated with a solution of TFA (0.270 mL, 3.51 mmol) in 1 mL of DCM. The vial was shaken at room temperature for two hours. The solution was concentrated and purified via reverse phase HPLC (8 min. gradient elution 15 to 75% ACN/H20, 0.1% TFA modifier) to afford 3-(4- bromo-2-(trifluoromethyl)phenyl)-l-methyl-N-(l,2,4-thiadiazol-5-yl)-lH-indole-6- sulfonamide as an off-white solid.

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; DINEEN, Thomas; MARX, Isaac, E.; NGUYEN, Hanh, Nho; WEISS, Matthew; AMGEN INC.; WO2013/25883; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, molecular formula is C8H6BrIO, 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. Quality Control of 2-Bromo-1-(4-iodophenyl)ethanone

General procedure: The appropriate carbonyl compound (50 mmol) was dissolved in 50 mL of ethanol and magnetically stirred with an equimolar quantity of thiosemicarbazide for 24 h at room temperature with catalytic amounts of acetic acid. The desired thiosemicarbazone precipitated from reaction mixture, was filtered, crystallized from suitable solvent, and dried. Equimolar quantities of 4-iodo-acetophenone and bromine, both dissolved in chloroform, were stirred for 4 h at room temperature until the presence of HBr disappeared. The solution was evaporated under vacuum and the obtained pale yellow solid was washed with petroleum ether to give alpha-bromo-4-iodo-acetophenone in good yield (94%). Equimolar amounts of the prepared thiosemicarbazone (50 mmol) and alpha-bromo-4-iodo-acetophenone (50 mmol), both suspended in 50 mL of ethanol, were reacted at room temperature under magnetic stirring for 10 h. The precipitate was filtered and purified by chromatography to give compounds 1-25 in high yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 31827-94-8, its application will become more common.

Reference:
Article; Secci, Daniela; Bizzarri, Bruna; Bolasco, Adriana; Carradori, Simone; D’Ascenzio, Melissa; Rivanera, Daniela; Mari, Emanuela; Polletta, Lucia; Zicari, Alessandra; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 246 – 253;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 450412-28-9, 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. 450412-28-9, name is 1-Bromo-3-chloro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate A1 (95.2 g, 0.29 mol),1-Bromo-3-chloro-2-iodobenzene (109.1 g, 0.34 mol),Copper Iododide (54.5 g, 0.29 mol) and K3PO4 (182.1 g, 0.86 mol) were placed in dimethylacetamide (950 mL) and the mixture was refluxed and stirred.After the reaction was completed, the reaction solution was cooled to room temperature and then copper was removed by filtration. The solution in which the product was dissolved was reduced in pressure to remove all of the solvent. Then, the solution was completely dissolved in CHCl 3 and washed with water. The solvent was then removed under reduced pressure, and the resulting product was purified by column chromatography to obtain 132.1 g of intermediate A2 (yield: 88% .

The synthetic route of 1-Bromo-3-chloro-2-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG Chem, Ltd.; Lee Jeong-ha; Park Tae-yun; Lee Dong-hun; Kim Min-jun; (39 pag.)KR2018/40100; (2018); 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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Bromo-1-iodo-2-nitrobenzene

(1) In the reaction flask, add naphthobenzofuran-6-boronic acid (100mmol), 2-iodo-5-bromonitrobenzene (100mmol), 0.9g (0.785mmol, 0.5%) tetratriphenylphosphine palladium , 500mL of toluene, 200mL of ethanol, 200mL of water and 40g (300mmol) of potassium carbonate, react at 100 C for 8h; after the reaction is complete, stop the reaction; cool to room temperature, separate the organic phase, concentrate, silica gel column chromatography to obtain yellow powder M1;

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; Yantai Xianhua Chemical Technology Co., Ltd.; Xing Qifeng; Feng Peichuan; Chen Yue; Hu Lingfeng; Chen Yili; (24 pag.)CN110734446; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 188815-32-9,Some common heterocyclic compound, 188815-32-9, name is 3-Bromo-5-iodobenzoic acid, molecular formula is C7H4BrIO2, 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.

INTERMEDIATE 9; 2′-Fluoro-5-formyl-N-isopropyl-4′-methylbiphenyl-3-carboxamide; Step A: Methyl 3-bromo-5-iodo-benzoate; Methanol (50 mL) was added into a solution of 3-bromo-5-iodo-benzoic acid (25 g) in 2MHCl/ether (100 mL). The reaction mixture was then stirred at room temperature for 18 hrs. The solution was dried down under reduced pressure. The residue was then re-dissolved in ethyl ether (300 mL). The ether solution was washed with sat. Na2CO3 (3×200 mL), and water (3×200 mL). The organic layer was dried with sodium sulfate and evaporated to dryness to give the crude product. The crude product was then purified through a short silica column (eluted with 20% EtOAc/hexane) to give pure compound by TLC.

The synthetic route of 188815-32-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2009/58298; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19094-48-5, name is 3,5-Diiodobenzoic acid, molecular formula is C7H4I2O2, 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. SDS of cas: 19094-48-5

Step 2: Methyl 3,5-diiodobenzoate (YZ-I-93) To a solution of 3,5-diiodobenzoic acid (6.8 g, 18.18 mmol) in methanol (200.0 ml) was added CH3SO3H (0.5 ml). The reaction mixture was heated to reflux. After refluxing for 7.5 hours, most of the methanol was removed. Then, water (200.0 ml) was added and a dark-brown solid was collected by filtration. The product was purified by silica gel column chromatography using hexanes/ethyl acetate (8:2) as eluent. The final pure white product was obtained in the amount of 4.2 g (59.2%) by recrystallization from methanol/water: 1H NMR (CDCl3): delta 8.29 (d, 2HBz, J=1.6 Hz), 8.20 (t, 1HBz, J=1.6 Hz), 3.90 (s, 3H, OCH3). 13C NMR (CDCl3): delta 163.97, 148.99, 137.56, 133.08, 94.32, 52.73.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19094-48-5, its application will become more common.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; US2010/331509; (2010); 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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Iodo-3,5-bis(trifluoromethyl)benzene

Step K: Synthesis of ethyl 3,5-bis(trifluoromethyl)phenylphosphinate AZ3. To a degassed solution of 1-iodo-3,5-bistrifluoromethylbenzene (10.0 g, 29.4 mmol), anilinium hypophosphite (5.62 g, 35.3 mmol) and 3-aminopropyl triethoxysilane (7.81 g, 35.3 mmol) in anhydrous acetonitrile (200 mL) were added palladium acetate (132 mg, 0.588 mmol, 2 mol percent) and 1,3-bis(diphenylphosphino)propane (267 mg, 0.647 mol, 2.2 mol percent). The mixture was heated under reflux overnight, then cooled down to room temperature, diluted with ethyl acetate and hydrochloric acid (1 M), and partitioned. The aqueous layer was further extracted with ethyl acetate and the combined extracts were washed with aqueous sodium hydrogen carbonate and brine, and dried over sodium sulfate. The volatiles were removed in vacuo, and the residue was purified by column chromatography using 30 to 70percent ethyl acetate in petroleum ether to afford compound AZ3 (4.65 g) as a cloudy oil in 52percent yield. 1H NMR (CDCl3, 400 MHz): delta 1.45 (t, J=7.1 Hz, 3H), 4.18-4.35 (m, 2H), 7.69 (d, J=579.6 Hz, 1H), 8.10 (s, 1H), 8.23 (s, 1H), 8.27 (s, 1H). 31P NMR (CDCl3, 161.8 MHz): delta 19.59 (J=580.6 Hz).

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Idenix Pharmaceuticals, Inc.; US2009/202480; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 2043-55-2, These common heterocyclic compound, 2043-55-2, name is 1,1,1,2,2,3,3,4,4-Nonafluoro-6-iodohexane, 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.

Diethyl malonate (11.5 mL, 75.7 mmol) was added dropwise to an ice-cold suspension of sodium hydride (60percent dispersion in mineral oil, 2.21 g, 55.4 mmol) in THF (150 mL) at 0 °C during 15 min. The resulting mixture was stirred for 30 min while allowing the temperature from 0?23 °C. 1H,1H,2H,2H-nonafluorohexyl iodide (9.4 mL, 50.5 mmol) was added slowly to the reaction and the mixture was heated at reflux for 3 h, and then was cooled to 23 °C. Water (100 mL) and ethyl ether (100 mL)were added to it. The aqueous layer was extracted with ethyl ether (3 80 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated. The residue was purified by flash column chromatography to afford diethyl 2-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)malonate (6) as a colorless liquid (18.2 g, 89 percent). 1H NMR (400 MHz, CDCl3): delta 4.30?4.17 (m, 4H), 3.44?3.40 (m, 1H), 2.23?2.13 (m, 4H), 1.30?1.26 (m, 6H). 19F NMR (CDCl3, 376 MHz): delta -81.98 (3F, tt, J1 = 11.2 Hz, J2 = 3.7 Hz), 115.37 (2F, quintet, J = 15.0 Hz), 125.33 to 125.36 (2F, m), 126.89 to 126.96 (2F, m). 13C NMR (100 MHz, CDCl3): delta 168.61, 61.90, 50.77, 28.46, 19.77, 14.06; ESI-MS (m/z): 429 [M+Na]+. Anal. Calcd. for C13H15F9O4: C, 38.44; H, 3.72. Found: C, 38.12; H, 3.87.

The synthetic route of 2043-55-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bodduri, V.D. Vijaykumar; Chirumarry, Sridhar; Lim, Jae-Min; Lee, Yong-Ill; Jang, Kiwan; Choi, Bong-In; Chung, Seon-Yong; Shin, Dong-Soo; Journal of Fluorine Chemistry; vol. 163; (2014); p. 42 – 45;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com