Tag: M.W=300-400

Electric Literature of 28547-29-7, 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. 28547-29-7, name is 2-Bromo-4-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 6 Preparation of ethyl 2-bromo-4-iodobenzoate (C60) To a stirred solution of 4-iodo-2-bromobenzoic acid (5.00 g, 15.3 mmol) in ethyl alcohol (100 mL) was added sulfuric acid (5 mL), and the reaction mixture was heated at 80 C. for 18 hours. The reaction mixture was cooled to 25 C. and concentrated under reduced pressure. The residue was diluted with ethyl acetate (2*100 mL) and washed with water (100 mL). The combined ethyl acetate extracts were washed with brine, dried over sodium sulfate, and concentrated under reduced pressure to afford the compound as a pale yellow solid (5.00 g, 92%): 1H NMR (400 MHz, DMSO-d6) delta 8.04 (d, J=1.2 Hz, 1H), 7.71 (d, J=7.6 Hz, 1H), 7.51 (d, J=8.4 Hz, 1H), 4.41 (q, J=7.2 Hz, 2H), 1.41 (t, J=7.2 Hz, 3H).

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-4-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; LePlae, JR., Paul Renee; Hunter, James E.; Watson, Gerald B.; Lo, William C.; Herbert, John; US2015/353477; (2015); A1;,
Iodide – Wikipedia,
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61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic 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. Quality Control of 2-Iodo-4,5-dimethoxybenzoic acid

General procedure: DMF (2 drops) and oxalyl chloride (180 muL, 2.12 mmol) were added to a suspension of 4-chloro-2-iodobenzoic acid (0.400 g, 1.42mmol) in toluene (5 mL). After the acid had dissolved and evolution of gas had ceased, the mixture was concentrated under vacuum to afford the crude acyl chloride, which was used without further purification.To a soln of this crude acyl chloride in CH2Cl2 (6 mL) was added a soln of Et3N (592 muL, 4.25 mmol) and aniline (129 muL,1.42 mmol) in CH2Cl2 (6 mL). The mixture was stirred for 1 h and then sat. aq NH4Cl soln (5 mL) was added. The aq layer was extracted with CH2Cl2 (3 × 5 mL) and the combined organic layers dried (Na2SO4) and evaporated. The crude residue was purified by flash chromatography (hexanes-EtOAc, 90:10 to 85:15), to afford 5e (400 mg, 79%) as a white solid.

The synthetic route of 61203-48-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Madich, Youssef; Denis, J.Gabriel; Ortega, Aitor; Martinez, Claudio; Matrane, Abdellatif; Belachemi, Larbi; De Lera, Angel R.; Alvarez, Rosana; Aurrecoechea, Jose M.; Synthesis; vol. 45; 14; (2013); p. 2009 – 2017;,
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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. 19821-80-8, name is 1,3-Dibromo-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 19821-80-8

Synthesis Example 2 (Synthesis of 2,6-Dimesityliodobenzene) A solvent of 200 mL of THF was added to 6.0 g (250 mmol) of magnesium (Wako Pure Chemical Industries, Ltd.) and a trace amount of iodine. In 100 mL of THF was dissolved 34 mL (225 mmol) of bromomesitylene (Wako Pure Chemical Industries, Ltd.). The solution was added dropwise to the above magnesium/THF slurry at room temperature in 2 hours. After the completion of the dropping, the solution was refluxed for 2 hours, and then cooled to room temperature. In 50 mL of THF was dissolved 23 g (64 mmol) of 1,3-dibromoiodobenzene. The solution was added dropwise to the above Grignard solution at room temperature in 1 hour. The reaction liquid was refluxed for 3 hours, and then cooled to 0C. A solution of 25 g (100 mmol) of iodine in 50 mL of THF was added dropwise to the reaction mixture, followed by warming to room temperature. The reaction mixture was washed with a saturated aqueous solution of sodium sulfite, and then extracted three times with diethyl ether. The ether layers were mixed, then washed with water and saturated brine, and then dried with magnesium sulfate. The solvent was removed under reduced pressure, and the byproduct was then removed under reduced pressure. The residue was recrystallized from methanol, giving 19.7 g of white solid of 2,6-dimesityliodobenzene (70% in yield). It was confirmed that the product was 2,6-dimesityliodobenzene by 1H-NMR. 1H-NMR (400MHz, CDCl3) 1.98 (s, 12H, o-CH3), 2.35 (s, 6H, p-CH3), 6.96 [s, 4H, m-H (Mes)], 7.08 [d, J = 7.6 Hz, 2H, m-H (Ph)], 7.46 [t, J = 7.6 Hz, 1H, p-H (Ph)].

The synthetic route of 19821-80-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Otsuka Chemical Holdings Co., Ltd.; EP2133357; (2009); A1;,
Iodide – Wikipedia,
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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. 481075-58-5, name is 2-Bromo-1-iodo-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H3BrF3I

General procedure: To a stirred solution of o-bromoiodobenzene (1.3 ml, 10 mmol) in THF (10 ml) wasadded dropwise a solution of i-propylmagnesium chloride (2.0 M in THF, 5 ml, 10mmol) at -40 C. After 1 h, PCl3 (0.9 mL, 10 mmol) was added and stirred for 40 minat the same temperature. The mixture was then allowed to stand at room temperaturefor 12 h and cooled at -40 C again. A solution of proper arylmagnesium bromide (1.0M in THF, 22 ml, 22 mmol) was added dropwise. After 1 h, the resulting mixture wasthen stirred at room temperature overnight. Saturated aqueous solution of ammoniumchloride was added and the reaction mixture was extracted with Et2O three times. Thecombined organic layer was washed with water and brine and dried over magnesiumsulfate. The solvent was then evaporated in vacuo and the residue was purified bysilica gel column chromatography with hexane as eluent to afford the correspondingphosphines. After oxidation by H2O2 in acetone, the crude products were purified byusing flash chromatography with ethyl acetate as eluent, giving the pure products.Compounds 1d, 1e, 1f, 1l has been reported in our previous work.

According to the analysis of related databases, 481075-58-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lin, Yan; Ma, Wei-Yang; Sun, Qiao-Ying; Cui, Yu-Ming; Xu, Li-Wen; Synlett; vol. 28; 12; (2017); p. 1432 – 1436;,
Iodide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, 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 328-73-4, Safety of 1-Iodo-3,5-bis(trifluoromethyl)benzene

Example 3. Preparation of an anion receptor (3); [Reaction Scheme 5]ClCHCCl3l-Iodo-3,5-bis-trifluoromethyl-benzene (3,5-Bis-trifluoromethyl-phenyl)-difluoro-amine 34g of l-iodo-3,5-bis-(trifluoromethyl)benzene (lOOmmol) and 35mL of tetrachloroethane were placed in a 10OmL round flask connected to a glass manifold system having an expansion valve, and the entire system went through 3 freezing – defreezing cycles under vacuum to remove air therein. The system was then filled with 6.7Og of tetrafluorohydrazine (64mmol), and the mixture was heated at 6O0C for 2 hours. During the heating process, the pressure was dropped from the lowest 525mmHg to 368mmHg. When excess gas fraction was analyzed by mass spectroscopy, it was discovered that 5.63g of tetrafluorohydrazine (54mmol) was consumed. Obtained dark colored solution was treated with mercury to remove iodine therein. A substantially transparent solution thusly obtained was then distilled to yield (3,5-bis-trifluoromethyl- phenyl)-difluoro-amine (see the Reaction Scheme 5).1H NMR (300MHz, CDCl3): ppm 7.75 (s, 2H), 8.05 (s, IH); 13C NMR (CDCl3): ppm 112.1, 113.2, 115.2, 119.6; 19F NMR (CDCl3): ppm -53.7, -64.12

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; KYUNGWON ENTERPRISE CO., LTD.; WO2007/126262; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, 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 755027-18-0, Recommanded Product: 1-Bromo-4-iodo-2-methoxybenzene

To a solution of l-bromo-4-iodo-2-methoxybenzene (L. A. Hasvold et al., US 2004/0254159, EXAMPLE 57B) (33.45 g, 107 mmol) in MeCN (100 mL) was added acrylic acid (9.61 g, 133 mmol), Et3N (37.2 mL, 267 mmol) and palladium acetate (719 mg, 3.2 mmol). The reaction mixture was heated to 90C for 40 minutes, cooled to RT and poured into 2.4-L 1 M HCl. After stirring for 30 minutes, the solid was filtered, suspended in EtOH (230 mL) heated to reflux and allowed to cool to RT with stirring overnight. The solid was filtered and washed with 1 : 1 EtOH hexane (50 mL) to give the title compound. LRMS ESI+ (M+H)+ 257.0.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK & CO., INC.; WO2008/57208; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 791642-68-7, The chemical industry reduces the impact on the environment during synthesis 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, I believe this compound will play a more active role in future production and life.

General procedure: A microwave vial was charged with 1,4-diiodobenzene or l-bromo-4-iodobenzene (1.0 equiv), Cul (20 mol%), BINOL (20 mol%), and 3P04 (2 equiv.). The vial was capped and then evacuated and backfilled with Ar. Dialklyamine (1.2 equiv) and DMF were then added. The resulting mixture was stirred at rt for 2 to 4 d. The mixture was diluted with EtOAc, filtered through a cake of Celite and the filtrate was concentrated to give the crude product. Crude product was purified by flash chromatography to give the title compound.

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-Bromo-1-iodo-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; PAULS, Heinz W.; LAUFER, Radoslaw; LIU, Yong; LI, Sze-Wan; FORREST, Bryan T.; LANG, Yunhui; PATEL, Narendra Kumar B.; EDWARDS, Louise G.; NG, Grace; SAMPSON, Peter Brent; FEHER, Miklos; AWREY, Donald E.; WO2013/53051; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 16355-92-3,Some common heterocyclic compound, 16355-92-3, name is 1,10-Diiododecane, molecular formula is C10H20I2, 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 26 (n=10); (a) 1,1′-[(Decane-1,10-diyl)idoxy]bis[(11S,11aS)-10-(tert- butyloxycarbonyl)-7-methoxy-11- (tetrahydro-pyran-2-yloxy)-2- methylidene-1, 2, 3, 10, 11, 11a-hexahydro-5H-pyrrolo [2, 1- c] [1, 4] benzodiazepine-5-one] (28c); 1,10-Diiododecane (49.26 mg, 0.125 mmol, 0.5 equiv. ) was added to the mixture of monomer 27 (115 mg, 0.25 mmol, 1.0 equiv. ) and potassium carbonate (53 mg, 0.50 mmol, 2.0 equiv. ) in dry DMF (30 mL), and the resulting mixture was heated to 90 C under a nitrogen atmosphere for 5 h. Removal of excess solvent under reduced pressure afforded a crude solid, which was subjected to flash column chromatography (Si02, 60% EtOAc-hexane) to afford the dimerized compound 28c (90 mg, 0.084 mmol, 67% yield, mixture of diastereomers from THP protecting group) as a solid: [ (X] 21, = +22 (c = 0.11, CHC13) ; 1H NMR (CDCl3, 400 MHz): 5 1. 26-1. 65 (m, 76H, 14-H, 15-H, 16-H, Boc, THP), 1.72-1. 90 (m, 16H, 13-H, THP), 2.55- 2.95 (m, 8H, 1-H), 3.53-3. 69 (m, 8H, lla-H, THP), 3.85-4. 15 (m, 28H, 3-H, 12-H, 7-OMe, THP), 4.25-4. 36 (m, 4H, 3-H), 4.97-5. 18 (m, 12H, 2a-H, THP), 5. 65-5. 88 (m, 4H, 11-H), 6.48 (s, 3H, 9-H), 6.85 (s, 1H, 9-H), 7.15-7. 19 (2 x s, 4H, 6-H) ; 13 C NMR (CDC13, 100 MHz): 5 20. 0,20. 5,25. 2,25. 9,28. 1,28. 2,29. 0,29. 4,29. 5,31. 0, 31. 3,35. 1,35. 4,50. 6,56. 1, 60.0, 63.5, 64.4, 68.9, 69.2, 91.1, 96.4, 100.3, 109.4, 110. 0,110. 6,114. 3, 114. 9,128. 4,142. 1, 148.8, 149.3, 167.3 ; IR (neat): 2933,2854, 1703,1643, 1603, 1512,1454, 1430, 1402,1367, 1324,1254, 1209,1162, 1118,1018, 910,860, 729 cm-1 ; MS (ES+) m/z (relative intensity) 1059 ([M + H] +, 100), 1060 ( [M + 2H] +, 70), 957 (50).

The synthetic route of 16355-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SPIROGEN LIMITED; WO2005/85259; (2005); A2;,
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 51839-15-7 as follows. Product Details of 51839-15-7

Dimethyl 5-iodoisophthalate(2.9 g, 8.9 mmol) and THF (50 mL) was cooled to -20 C.,A THF solution (about 14% by mass, 8.4 mL, 8.1 mmol) of isopropyl magnesium chloride-lithium chloride complex was added dropwise.The obtained mixture was stirred at -20 C. for 1 hour,Copper (I) bromide-dimethyl sulfide complex (1.9 g, 9.1 mmol) was added.The resulting mixture was heated to 30 C. and a solution of C60 fullerene (0.72 g, 1.0 mmol) in ODCB (50 mL) was added.The obtained mixture was stirred at 60 C. for 4 hours,Saturated aqueous ammonium chloride solution (1 mL) was added.The resulting mixture was filtered and the volume of the solution was reduced with a rotary evaporator.By adding methanol to the obtained mixture,As a reddish brown solid substance, Compound 7 (C7)(1.5 g, 0.90 mmol,Yield: 90%) was precipitated

According to the analysis of related databases, 51839-15-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Showa Denko; Watanabe, Kentaro; Ueda, Yoshiyuki; Hanawa, Kenzo; (53 pag.)JP2018/203686; (2018); A;,
Iodide – Wikipedia,
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Synthetic Route of 21740-00-1,Some common heterocyclic compound, 21740-00-1, name is 5-Bromo-2-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.

Part 2, Step A: A mixture of 5-bromo-2-iodobenzoic acid (12.6 g, 38.5 mmol), but-3- yn-2-ol (3.1 mL, 2.96 g, 42.4 mmol), ZnCl2 (5.2 g, 38.5 mmol), Pd(Ph3P)4 (2.23 g, 1.9 mmol), Et3N (16.0 mL, 11.7 g, 115.5 mmol) and DMF (80 mL) was stirred under argon at 80 C for 2 hours. After removal of the volatiles under vacuum, the residue was chromatographed (silica gel, ethyl acetate in hexanes, 0-100%) to provide the intermediate 7-bromo-3-(l-hydroxyethyl)- lH-isochromen-l-one as a brown oil (7.5 g, 72%). 1H NMR (500 MHz, CHLOROFORM- ) delta ppm 8.38-8.45 (1H, m), 7.81 (1H, dd, J=8.35, 2.05 Hz), 7.32 (1H, d, J=8.51 Hz), 6.52-6.59 (1H, m), 4.66 (1H, qd, J=6.52, 0.95 Hz), 1.54-1.60 (3H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-iodobenzoic acid, its application will become more common.

Reference:
Patent; PTC THERAPEUTICS, INC.; CHEN, Guangming; DAKKA, Amal; KARP, Gary Mitchell; LI, Chunshi; NARASIMHAN, Jana; NARYSHKIN, Nikolai; WEETALL, Maria L.; WELCH, Ellen; ZHAO, Xin; WO2013/112788; (2013); A1;,
Iodide – Wikipedia,
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