Category: iodides-buliding-blocks

These common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, 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. category: iodides-buliding-blocks

Oxalylchloride (176 kg; 1386 mol; 1.14 eq) is added to a mixture of 2-chloro-5-iodo benzoic acid (343 kg; 1214 mol) (compound IX.1), fluorobenzene (858 kg) and N,N-dimethylformamide (2 kg) within 3 hours at a temperature in the range from about 25 to 30 C. (gas formation). After completion of the addition, the reaction mixture is stirred for additional 2 hours at a temperature of about 25 to 30 C. The solvent (291 kg) is distilled off at a temperature between 40 and 45 C. (p=200 mbar). Then the reaction solution (911 kg) is added to aluminiumchloride AlCl3 (181 kg) and fluorobenzene (192 kg) at a temperature between about 25 and 30 C. within 2 hours. The reaction solution is stirred at the same temperature for about an additional hour. Then the reaction mixture is added to an amount of 570 kg of water within about 2 hours at a temperature between about 20 and 30 C. and stirred for an additional hour. After phase separation the organic phase (1200 kg) is separated into two halves (600 kg each). From the first half of the organic phase solvent (172 kg) is distilled off at a temperature of about 40 to 50 C. (p=200 mbar). Then 2-propanole (640 kg) is added. The solution is heated to about 50 C. and then filtered through a charcoal cartouche (clear filtration). The cartouche may be exchanged during filtration and washed with a fluorobenzene/2-propanole mixture (1:4; 40 kg) after filtration. Solvent (721 kg) is distilled off at a temperature of about 40 to 50 C. and p=200 mbar. Then 2-propanole (240 kg) is added at a temperature in the range between about 40 to 50 C. If the content of fluorobenzene is greater than 1% as determined via GC, another 140 kg of solvent are distilled off and 2-propanole (140 kg) is added. Then the solution is cooled from about 50 C. to 40 C. within one hour and seeding crystals (50 g) are added. The solution is further cooled from about 40 C. to 20 C. within 2 hours. Water (450 kg) is added at about 20 C. within 1 hour and the suspension is stirred at about 20 C. for an additional hour before the suspension is filtered. The filter cake is washed with 2-propanole/water (1:1; 800 kg). The product is dried until a water level of <0.06% w/w is obtained. The second half of the organic phase is processed identically. A total of 410 kg (94% yield) of product which has a white to off-white crystalline appearance, is obtained. The identity of the product is determined via infrared spectrometry. The synthetic route of 2-Chloro-5-iodobenzoic acid has been constantly updated, and we look forward to future research findings. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/237789; (2011); A1;,
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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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

General procedure: A 10 ml dried round bottom flask was charged sequentially with a stirring bar, Pd(PhCN)2Cl2 (0.02 mmol, 10 mol %), K2CO3 (05 equiv), p-toluene sulfonyl chloride (1.5 equiv) and 4 ? molecular sieve (50 mg). Dry dioxane (1 ml) and alpha-methyl vinyl pyridine (0.2 mmol, 1 equiv) were added into the mixture in sequence, and the resultant mixture was stirred at 120 C under 1 atm of oxygen (balloon pressure) for 24 h. After cooling down, the mixture was diluted with ethyl acetate and filtered via Celite. After removing the organic solvent under reduced pressure, the crudeproduct was purified by silica gel flash column chromatography (EtOAc/hexane mixtures). And 3a was obtained in 71% yield as a white solid. Mp=98-99 C; Rf=0.35 (EA/Hexane=3:7). 1H NMR (300 MHz, CDCl3) delta 8.58 (d, J=4.23 Hz, 1H), 7.87 (d, J=8.25 Hz, 2H), 7.68-7.74 (td, J=7.77, 1.70 Hz, 1H), 7.50 (d, J=7.95 Hz, 1H), 7.34 (d, J=8.25 Hz, 2H), 7.25-7.29 (m, 2H), 2.59 (s, 3H), 2.43 (s, 3H); 13C NMR (75 MHz, CDCl3) delta 155.8, 149.6, 149.3, 144.2, 139.0, 136.8, 129.9, 127.4, 124.1, 121.0, 21.5, 15.0; IR (film, cm-1): 3020, 1597, 1581, 1568, 1465, 1431, 1311, 1301, 1215, 1145, 1085; HRMS m/z calculated for C14H13O2 [M+H]+: 213.2887; found 213.2882.

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:
Article; Xu, Yun-He; Wang, Min; Lu, Ping; Loh, Teck-Peng; Tetrahedron; vol. 69; 22; (2013); p. 4403 – 4407;,
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Related Products of 42861-71-2, 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 42861-71-2 as follows.

Step 1 : 3-(2- {4-[4-(2-Trifluoromethylbenzoyl)piperazino]phenyl-l-ethynyl)phenyl acetate: Prepared by coupling reaction of Intermediate 2 with 3-iodophenyl acetate to give the product as an off-white solid; IR (KBr) 2923, 2207, 1767, 1638, 1507, 1201, 1010, 775 cm”1; 1H NMR (300 MHz, DMSO-J6) delta 2.27 (s, 3H), 3.17-3.28 (m, 2H), 3.41-3.80 (m, 6H), 6.99 (d, J = 8.7 Hz, IH), 7.15 (d, J = 7.8 Hz, IH), 7.30 (s, IH), 7.38-7.47 (m, 2H), 7.55 (d, J= 7.5 Hz, IH), 7.68-7.80 (m, 3H), 7.85 (d, J = 7.8 Hz, IH), 8.32 (d, J = 1.8 Hz, IH); ESI-MS (m/z) 494.53 (M+H)+.

According to the analysis of related databases, 42861-71-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; WO2008/62276; (2008); A2;,
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103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, 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. SDS of cas: 103440-52-4

General procedure: This kind of general experimental procedure is based on our already published procedure.13 The general procedure (GP) was carried out with ortho-iodoester 1a-d (105.0-136.0 mg, 0.40 mmol) and aldehyde 2a-k (195.0-313.0 mg, 1.6 mmol) in the presence of Pd(OAc)2 (5.0 mg, 5 mol%), Ag2O (111.3 mg, 0.48 mmol), and TBHP (257.1 mg, 2.0 mmol) allowing the reaction mixture to stir at 120 C for 12-20 h. Progress of the reaction was monitored by TLC until the ortho-iodoester 1a-d had completely reacted. Then the reaction mixture was removed from the oil bath and allowed to reach r.t. DCE (2 mL) and concd H2SO4 (1.0 mL) were added and the mixture was stirred at 60 C for 5 min to 2 h. Progress of the product formation was monitored by TLC until the reaction was complete. The mixture was quenched by the addition of aq NaHCO3 and then extracted with CH2Cl2 (3 * 15 mL). The combined organic layers were washed with brine, dried (Na2SO4), and filtered. Evaporation of the solvent under reduced pressure and purification of the crude material by silica gel column chromatography (PE/EtOAc) furnished the products 3 (57.0-86.0 mg, 55-69%). The products 3aa, 3ac, 3ai, 3aj, 3ak, 3ba, 3bc, 3be, and 3bj are reported in the literature.9

The synthetic route of 103440-52-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Suchand, Basuli; Satyanarayana, Gedu; Synthesis; vol. 51; 3; (2019); p. 769 – 779;,
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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. 41252-96-4, name is 2-Chloro-1-iodo-4-nitrobenzene, A new synthetic method of this compound is introduced below., Quality Control of 2-Chloro-1-iodo-4-nitrobenzene

A solution of 3-chloro-4-iodo-nitrobenzene (2.26 g), trimethyl(trifluoromethyl)silane (5.68 g), copper(I) iodide (2.28 g), and potassium fluoride (0.56 g) in N,N-dimethylformamide (8 mL) is heated in a sealed tube to 80 C for 40 hours. The solution is then cooled, diluted with diethyl ether, filtered through diatomaceous earth, and the filtrate is washed successively with water, saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate. The solvent is removed under reduced pressure and the residue is chromatographed over silica gel (1% diethyl ether in hexanes followed by 10% ethyl acetate in hexanes is used as the eluant) to provided the desired product as a colorless oil.

The synthetic route of 41252-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; EP1137645; (2004); B1;,
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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. 2265-91-0, name is 1,3-Difluoro-5-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H3F2I

General procedure: A general procedure for the synthesis of diarylacetylenes 2 involved the addition of 2.0 mmol of arylacetylene to a mixture of 2.1 mmol of an aryliodide, 3.0 mmol of diisoproprylethylamine, 0.02 mmol of Pd(PPh3)4, and 0.02 mmol of CuI in water (7 mL). The mixture was stirred for 1-2 h at 75 C. After cooling, the product was collected by filtration or extracted using dichloromethane and purified by recrystallization and/or chromatography.

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 2265-91-0.

Reference:
Article; Sviripa, Vitaliy M.; Zhang, Wen; Kril, Liliia M.; Liu, Alice X.; Yuan, Yaxia; Zhan, Chang-Guo; Liu, Chunming; Watt, David S.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3638 – 3640;,
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1256945-00-2, name is 4-Bromo-2-iodo-1-(trifluoromethyl)benzene, 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 4-Bromo-2-iodo-1-(trifluoromethyl)benzene

Into a glass reaction vessel equipped with a stirrer and a capacity of 200 mL,3.51 g of 4-bromo-2-iodo-1- (trifluoromethyl) benzene(10.0 mmol), 67 mL of dehydrated tetrahydrofuran,8.4 mL (60.0 mmol) of diisopropylamine,701.9 mg (1.0 mmol) of dichlorobis (triphenylphosphine) palladium (II), 190.5 mg (1.0 mmol) of copper (I) iodide) Was added, and while keeping the internal temperature at -30 C., 832 muL of 3-butyn-1-ol(11.0 mmol) were added, followed by reaction at room temperature for 19 hours.The solvent was distilled off under reduced pressure, and a saturated aqueous solution of ammonium chloride was added to the resulting reaction crude productThe mixture was extracted with diethyl ether, dried over magnesium sulfate and the solvent was distilled off under reduced pressure,Silica gel column chromatography (hexane: ethyl acetate = 8: 2)To obtain 2.5 g of compound (C14-e) as a pale yellow solid.

The synthetic route of 1256945-00-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ube Industries Ltd; Tanaka, Yasuhiro; Homma, Takashi; (66 pag.)JP2018/168138; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 156150-67-3, name is 2-Chloro-1-fluoro-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 156150-67-3, Safety of 2-Chloro-1-fluoro-4-iodobenzene

A mixture of compound IV (0.314 g, 1 mmol), copper(l)tris(triphenyl- phosphine)bromide (372 mg, 0.4 mmol), Cs2CO3 (977 mg, 3 mmol), and toluene (15 mL) was heated under argon at 110 0C for 5 min. The aryl iodide (2 mmol) was added via syringe and the mixture was stirred at 110 0C for 1-2 days. After cooling, the mixture was filtered through a small pad of silica gel, concentrated and purified by chromatography, furnishing the di-arylated compound as the minor product and the mono-arylated as the major product. The subsequent hydrolysis was carried out in accordance with the procedure described in Method A.

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

Reference:
Patent; BIOLIPOX AB; WO2008/107661; (2008); 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. 88-82-4, name is 2,3,5-Triiodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 88-82-4

Amide derivatives (Compounds 8 and 9) that correspond to the ester, Compound 5, are generated. Compounds 6 and 7 are synthesized and their coupling to 2,3,5-triiodobenzoic acid is carried out

According to the analysis of related databases, 88-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vanderbilt University; US2005/2859; (2005); A1;,
Iodide – Wikipedia,
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Synthetic Route of 16932-44-8,Some common heterocyclic compound, 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, molecular formula is C8H9IO2, 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.

General procedure: To the solution of 2 (0.125 M in THF and diethyl ether, 7.6 mL,0.95 mmol) were added a solution of 4-iodoanisole (3b, 189 mg, 0.81 mmol) in THF (1.5 mL) and Pd(PPh3)4 (17 mg, 15 mmol). After being refluxed for 6 h, the reaction mixture was filtered through a pad of silica gel (diethyl ether). The filtrate was concentrated under reduced pressure and purified by preparative thin layer chromatography on silica gel (pentane/diethyl ether = 20:1) to give 4b (119 mg, 87%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-1,3-dimethoxybenzene, its application will become more common.

Reference:
Article; Ichitsuka, Tomohiro; Takanohashi, Tsuyoshi; Fujita, Takeshi; Ichikawa, Junji; Journal of Fluorine Chemistry; vol. 170; (2015); p. 29 – 37;,
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