Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, 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 199786-58-8, name: (5-Bromo-2-iodophenyl)methanol

(5-Bromo-2-iodophenyl)methanol (8c) (106 mg, 0.34 mmol), Pd(PPh3)2Cl2 (7.0 mg, 0.01 mmol) and Cul (1.2 mg, 6.3 mupiiotaomicron) were added to a flame-dried Schlenk flask. The flask was evacuated and refilled with an N2/H2-mixture (3 :2) three times. Dry THF (3 mL) and dry NEt3 (71 mu, 0.51 mmol) were bubbled through with an N2/H2 mixture (3 :2) for 10 minutes and subsequently added to the mixture. After this time, 2-ethynylaniline (0.060 mL, 0.58 mmol) was added and the mixture was stirred for 16 hours under an N2/H2-atmosphere. The reaction mixture was diluted with CH2C12 (5 mL) and the organic layer was washed with H20 (5 mL). The water layer was then back-extracted with CH2C12 (2 x 5 mL). The combined organic layers were washed with H20 (15 mL) and brine (20 mL). Next, the organic layer was dried over MgS04 and concentrated in vacuo. The crude product was purified by gradient column chromatography (EtOAc/-heptane, 1 :6 to 1 :2) to obtain 9c as a yellow solid (102 mg, 100%). RF = 0.40 (EtOAc/-heptane, 1 :2). 1H-NMR (300 MHz, CD3OD) delta: 7.68-7,67 (m, 1H), 7.43-7.42 (m, 2H), 7.28 (ddd, J = 7.7, 1.5, 0.4 Hz, 1H), 7.12 (ddd, J = 7.3, 6.6, 1.6 Hz, 1H) 6.79-6.76 (m, 1H) 6.64 (td, J = 7.7, 1.1 Hz, 1H), 4.80 (d, J = 0.6 Hz, 2H). 13C-NMR (75 MHz, CD3OD) delta: 148.6, 144.2, 132.4, 131.0, 129.4, 129.2, 129.1, 121.4, 120.0, 1 16.5, 1 13.8, 106.5, 91.6, 89.8, 61.3. FT- IR max film (cm”1): 3360, 2923, 2850, 2362, 2202, 1610, 1489, 1450, 815, 750. HRMS (ESI+) m/z calcd for Ci5Hii3brNO [M+H]+ 302.0181, found 302.0169.

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, (5-Bromo-2-iodophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; STICHTING KATHOLIEKE UNIVERSITEIT; SYNAFFIX B.V.; DEBETS, Marjoke Froukje; RUTJES, Floris Petrus Johannes Theodorus; VAN HEST, Jan Cornelis Maria; VAN DELFT, Floris Louis; VAN BERKEL, Sander Sebastiaan; WO2014/189370; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 791642-68-7, 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. 791642-68-7 name is 4-Bromo-1-iodo-2-methoxybenzene, 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.

5-Bromo-2-lodoanisole (4g, 14.09 mmol), Boc-Piperazine (2.5 g, 13.42 mmol), Pd2(dba)3 (368 mg, 0.4 mmol), XantPhos (699 mg, 1.21 mmol), Sodium t-butoxide (3.8 g, 40.27 mmol) were combined in toluene (36 mL), heated to 60 C for 3h. The reaction was diluted with water, extracted with EtOAc, dried (MgSO4), filtered and concentrated. The crude product was purified by flash silica chromatography (10% MeOH in DCM). Pure fractions were evaporated to dryness to give tert-butyl 4-(4-bromo-2- methoxyphenyl)piperazine-1-carboxylate]

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

Reference:
Patent; GILEAD SCIENCES, INC.; DU, Zhimin; GUERRERO, Juan, Arnaldo; KAPLAN, Joshua, Aaron; KNOX, JR., John Edward; NADUTHAMBI, Devan; PHILLIPS, Barton, W.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William, J.; ZABLOCKI, Jeff; WO2015/187684; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 199850-56-1, 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. 199850-56-1 name is Methyl 2-amino-4-chloro-5-iodobenzoate, 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.

A solution ofmethyl2-amino-4-chloro-5-iodobenzoate (3.4 g, 10.9 mmol) and imidoformamide (3.4 g, 32.7 mmol) in 2-methoxyethanol (15 mL) was stirred at 125C for 7 h. The reaction mixture was allowedto cool to rt and the residue suspended in water. The solid was collected by filtration,5 washed with water and dried under vacuum (50 C) to give 3.2 g of the title compound(96%). MS: m/z: 307 [M+H+]

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-amino-4-chloro-5-iodobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; BURY, Michael, Jonathan; CASILLAS, Linda, N.; CHARNLEY, Adam, Kenneth; DEMARTINO, Michael, P.; DONG, Xiaoyang; EIDAM, Patrick, M.; HAILE, Pamela, A.; MARQUIS, Robert, W., Jr.; RAMANJULU, Joshi, M.; ROMANO, Joseph, J.; SINGHAUS, Robert, R., Jr.; SHAH, Ami, Lakdawala; WANG, Gren; WO2013/25958; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 811842-30-5, The chemical industry reduces the impact on the environment during synthesis 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, I believe this compound will play a more active role in future production and life.

Add QD105 (200g, 0.78mmol), 2-bromo-4-iodo-1-methylbenzene (457mg, 1.54mmol), potassium carbonate(323mg, 2.34mmol) and valine (18mg, 0.16mmol) to the eggplant In the flask, dimethyl sulfoxide was added, andthe reaction solution was deoxidized. Copper iodide (16 mg, 0.08 mmol) was added and the reaction solution was deoxygenated. Heat to 90C and stir for 16 hours. After the reaction was completed, it was cooled to room temperature, water and ethyl acetate were added, and the mixture was filtered over celite. The target compound was obtained in 256 mg.

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-Bromo-1-fluoro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Zhiqiang; Yan Ziqin; Li Jia; Zhou Yubo; Su Mingbo; Chen Zheng; (138 pag.)CN109810110; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 391211-97-5,Some common heterocyclic compound, 391211-97-5, name is 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid, molecular formula is C13H7F3INO2, 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 4. Preparation of N-((R)-2.3-dihydroxypropoxyV3.4-difluoro-2-(2-fluoro-4-iodo-phenylanriotainoV benzamide (Compound ) To a stirring solution of 3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-benzoic acid (9) (120 g, 0.30 mol) in a mixture of 1 mL N,N-dimethylformamide and 1000 mL toluene was added thionyl chloride (55 g, 0.462 mol). The mixture was heated to 50-65 C and stirred for 2 hours or until reaction completion as determined by HPLC (Conditions E). The final reaction mixture was then cooled and concentrated under reduced pressure to a slurry keeping the temperature below 35C. Toluene (600 mL) was added to dissolve the slurry and vacuum distillation was repeated. Additional toluene (600 mL) was added to the slurry dissolving all solids and the solution was then cooled to 5 -10C. The solution was then treated with O-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}hydroxylamine (6) (63 g, 0.43 mol) solution in 207 mL toluene followed by potassium carbonate (65 g) and water (200 mL), stirred for at least 2 hours at 20- 25C. The stirring was stopped to allow phase separation and the bottom phase was discarded. The remaining organic layer was treated with hydrochloric acid solution (7.4%, 240 mL) until pH was less than 1 and stirred for 2 hours. The final reaction mixture was slightly concentrated under vacuum collecting about 100 mL distillate and the resulting organic solution was cooled to 5C to crystallize the product and filtered. The filter cake was washed with toluene (1000 mL) followed by water (100 mL) and the wet cake (crude product Compound I) was charged back to the flask. Toluene (100 mL), ethanol (100 mL) and water (100 mL) are then added, stirred at 30-35C for about 15 min, and the bottom aqueous phase was discarded. Water (200 mL) was then added to the organic solution and the mixture was stirred at about 3O C to allow for crystallization. The stirring was continued for 2 hours after product crystallized, then it was further cooled to about 0C and stirred for at least 2 hours. The slurry was filtered and wet cake was dried under reduced pressure at 55-85C to yield the final product N-((R)-2,3-dihydroxypropoxy)-3,4- difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzamide (Compound I) product. Overall chemical yield was 86 g, 58%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid, its application will become more common.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2006/134469; (2006); 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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 112671-42-8

To a solution of 4-bromo-1-iodo-2-nitrobenzene (8.38 g, 109.6 mmol) in AcOH (45 mL) and EtOH(45 mL) at RT was added Fe (6.12 g, 109.6 mmol). The mixture was stirred at 100 C for 1.3 h andcooled to RT. The reaction mixture was diluted with Et2O (90 mL) and washed with sat. aq. NaHCO3(200 mL). The organic layer was separated and the aqueous layer was extracted with Et2O (3 x 60 mL).The organic layers were combined, washed with brine (300 mL), dried over Na2SO4, and concentrated invacuo. The residue was purified by flash chromatography (silica gel, hexane/AcOEt = 19:1) to afford 5-bromo-2-iodoaniline 30b (6.89 g, 91% yield) as a light yellow solid.

The synthetic route of 112671-42-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Miyamoto, Hiroshi; Hirano, Tomohiro; Okawa, Yoichiro; Nakazaki, Atsuo; Kobayashi, Susumu; Tetrahedron; vol. 69; 45; (2013); p. 9481 – 9493;,
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 98-61-3 as follows. SDS of cas: 98-61-3

Methyl 4-amino-2,6-difluorobenzoate (3.60 g, 19.2 mmol) was suspended in methylene chloride (1.5 L), and 4-iodobenzenesulfonyl chloride (7.50 g, 25.0 mmol) and pyridine (6.0 ml) were added thereto, followed by stirring at 80 C. for 12 hours. After the reaction solution was concentrated under reduced pressure, 4 N hydrochloric acid was added. After stirring for 10 minutes, the obtained suspension was filtered. The obtained solid was stirred in a mixture solvent of petroleum ether/ ethyl acetate (8:1) for 1 hour, and then filtered and dried under reduced pressure to obtain the title compound (7.4 g, 85%) as a white solid.

According to the analysis of related databases, 98-61-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 112671-42-8, name is 4-Bromo-1-iodo-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. Computed Properties of C6H3BrINO2

Intermediate M4-a (5.1 g, 18.4 mmol) and 2-iodo-5-bromonitrobenzene (15.3 g, 46.7 mmol), sodium tert-butoxide(7.1g, 74.4mmol), toluene 100mL, nitrogen protection, 0.3g Pd2(dba)3, tri-tert-butylphosphine (20ml, 10% toluene)Liquid), start stirring, heat to 100 C reflux, reaction 12h, the reaction liquid is washed, the organic phase is concentrated, passed through the silica gel column, the eluent isPetroleum ether: ethyl acetate = 50:1, concentrated eluent to give intermediate M4-b (9.2 g, yield 73.9%).

The synthetic route of 4-Bromo-1-iodo-2-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Zhang Yaguang; Zhang Xianghui; Ren Xueyan; (36 pag.)CN108440543; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 16355-92-3, A common heterocyclic compound, 16355-92-3, name is 1,10-Diiododecane, molecular formula is C10H20I2, 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.

3,3′-(1,9-Decanediyn-1,10-diyl)-bis-pyridine (1 mmol) and an equivalent of 1,10-diiododecane were mixed in acetonitrile (1000 mL). The mixture was refluxed for 7 days. The solvent was removed in vacuo after cooling and the resulting residue was taken up in water and partitioned between diethyl ether and water. The aqueous layer was extracted extensively with diethyl ether remove the starting materials. Most of the water was removed and the residue was transferred into methanol. Methanol was removed and the product was dried under vacuum to afford the bis-pyridinium cyclophane (40% yield). HNMR (300 MHz, D2O), 10.11 (s, 2H), 9.37 (d, J=6.3, 2H), 8.22 (dt, J=7.8, J=1.2, 2H), 8.03 (dd, J=6.3, J=7.8, 2H), 4.99 (t, J=8.1, 4H), 2.49 (t, J=6.6, 4H), 2.15-2.17 (m, 4H), 1.38-1.75 (m, 24H). CNMR, 147.73, 145.88, 142.71, 128.04, 126.46, 102.54, 74.29, 61.82, 32.44, 28.71, 27.90, 27.83, 27.40, 25.81, 20.21.

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; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; US2010/222377; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 112671-42-8, 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 112671-42-8 as follows.

Under nitrogen conditions, 7H-dibenzo[c,g]carbazole (12.8 g, 47.8 mmol),4-bromo-1-iodo-2-nitrobenzene (17.2 g, 52.6 mmol), cesium carbonate (13.8 g, 71.7 mmol) was stirred in a solvent of dimethyl sulfoxide. After stirring at room temperature for about 2 hours, Raise the temperature to 60 C and stir for 8 hours. Extracted three times with dichloromethane and deionized water, after rotary evaporation, dry over anhydrous MgSO4 and recrystallize the compound from dichloromethane/methanol.Intermediate 1-1 (19 g, 85%) was obtained.

According to the analysis of related databases, 112671-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jilin Aolaide Optoelectric Materials Co., Ltd.; Suo Hongguang; Wang Jinzheng; Jiang Zhiyuan; He Jinxin; Jiang Xiaochen; Jin Furong; (15 pag.)CN109422757; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com