Iodides-buliding-blocks

These common heterocyclic compound, 6293-83-0, name is 2-Iodo-4-nitroaniline, 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. name: 2-Iodo-4-nitroaniline

A. 1-Chloro-2-iodo-4-nitro-benzene (801A) 2-amino-5-nitro-iodobenzene (10.00 g, 37.9 mmol) was suspended in 12 N HCl (25 mL) and water (40 mL) and stirred for 30 min at 22 C. The mixture was then cooled to 0 C. and NaNO2 (5.23 g, 75.8 mmol in 18 mL of H2O) was added over a 10 min period. After 1 h, this solution was transferred to a solution of CuCl (3.75 g, 37.9 mmol) in water (50 mL) at 60 C. After 2 h, the mixture was cooled to 22 C. and extracted with EtOAc (3*150 mL) and the organics were dried over anhydrous MgSO4. The crude product was purified by silica gel flash chomatography eluding with 10-20% CH2Cl2 in hexanes to give compound 801A (4.20 g) as a yellow solid. HPLC: 100% at 3.447 min (retention time) (YMC S5 ODS column 4.6*50 mm eluding with 10-90% aqueous methanol over 4 mincontaining 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm).

The synthetic route of 2-Iodo-4-nitroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Salvati, Mark E.; Balog, James Aaron; Pickering, Dacia A.; Giese, Soren; Fura, Aberra; Li, Wenying; Patel, Ramesh N.; Hanson, Ronald L.; Mitt, Toomas; Roberge, Jacques Y.; Corte, James R.; Spergel, Steven H.; Rampulla, Richard A.; Misra, Raj N.; Xiao, Hai-Yun; US2004/77605; (2004); A1;,
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Electric Literature of 25309-64-2, 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. 25309-64-2, name is 1-Ethyl-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: An appropriate phenylacetamide (0.12 mmol, 1 equiv), an appropriate iodo compound (0.48 mmol, 4 equiv), Pd(OAc)2 (2.7 mg, 10 mol%), and AgOAc (50 mg, 0.3 mmol, 2.5 equiv) in anhydrous toluene (3 mL) was heated at 110 C for 24 h under a nitrogen atmosphere. After the reaction period, the solvent was evaporated in vacuo to afford a crude reaction mixture. Purification of the crude reaction mixture by column chromatography furnished the corresponding arylated products 4a-q/7a-f (bis arylation products), 3o,r/6a,b/8e,f/9a,b (mono arylation products) (see corresponding Tables/Schemes for specific examples and reaction conditions).

The synthetic route of 1-Ethyl-4-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bisht, Narendra; Babu, Srinivasarao Arulananda; Tetrahedron; vol. 72; 39; (2016); p. 5886 – 5897;,
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Electric Literature of 112671-42-8, The chemical industry reduces the impact on the environment during synthesis 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, I believe this compound will play a more active role in future production and life.

Intermediate M1-a (3.7 g, 18.6 mmol) and 2-iodo-5-bromonitrobenzene (15.3 g, 46.7 mmol), sodium tert-butoxide (7.1 g, 74.4 mmol), toluene 100 mL, nitrogen, Pd2 (dba) 3 (0.3g), tri-tert-butylphosphine (20ml, 10% in toluene solution), start stirring, heat to 100 C reflux, reaction 12h, the reaction liquid is washed, the organic phase is concentrated, passed the silica gel column, eluent For petroleum ether: ethyl acetate = 50:1, the eluent was concentrated to give intermediate M1-b (9.2 g, yield 82.7%).

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-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Zhang Yaguang; Zhang Xianghui; Ren Xueyan; (40 pag.)CN108341825; (2018); A;,
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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. 83171-49-7, name is 3-Chloro-5-iodoaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Chloro-5-iodoaniline

General procedure: The corresponding pyrazinoic acid (5.0 mmol) was dispersed in dry toluene (20 mL) and mixed with 1.5eq. of thionyl chloride (0.55 mL, 7.5 mmol). The reaction mixture was heated to reflux for approximately 1 h. Next, the excess of thionyl chloride was removed by repeated evaporation with dry toluene under vacuum.The crude acyl chloride was dissolved in dry acetone(20 mL) and added drop-wise to a stirred solution of the corresponding aniline (5.0 mmol) with triethylamine(5.0 mmol) in dry acetone (30 mL). The reaction mixture was stirred at ambient temperature for up to 6 h. The completion of the reaction was monitored by TLC (eluent: hexane/ethyl acetate; r =2 : 1). The crude product adsorbed on silica gel by solvent evaporation was purified by flash chromatography(hexane/ethyl acetate gradient elution).The analytical data of the prepared compounds were fully consistent with the proposed structures and are available in the Supplementary Data.

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 83171-49-7.

Reference:
Article; Zitko, Jan; Barbora, Servusova-Vanaskova; Paterova, Pavla; Navratilova, Lucie; Trejtnar, Frantisek; Kunes, Jiri; Dolezal, Martin; Chemical Papers; vol. 70; 5; (2016); p. 649 – 657;,
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Adding a certain compound to certain chemical reactions, such as: 791642-68-7, name is 4-Bromo-1-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 791642-68-7, Product Details of 791642-68-7

Step 2: 4-bromo-1-iodo-2-methoxybenzene (647 mg, 2.07 mmol), tert-butyl piperazine-1-carboxylate (350 mg, 1.88 mmol), sodium tert-butoxide (541 mg, 5.6 mmol), Pd2(dba)3 (52 mg, 0.056 mmol) and XantPhos (98 mg, 0.17 mmol) were taken up in toluene (18 mL) under Ar. The reaction mixture was stirred for 18 h and was then heated to 45 C. After an additional 2.5 h, the temperature was increased to 65 C. After an additional 3 h, the reaction mixture was cooled and partitioned between water and EtOAc. The phases were separated, and the organic phase was dried over Na2SO4, filtered, and concentrated. The crude residue was purified by silica gel chromatography (0-25% EtOAc in hexanes) to afford tert-butyl 4-(4-bromo-2-methoxyphenyl)piperazine-1-carboxylate 7.09.

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; Gilead Scientific Systems, Inc.; Cory, Kevin S; Doo, Jimin; Farrand, Julie; Guerrero, Juan A; Katana, Ashley A; Cato, Daryl; Laisaweed, Scott I; Lee, Jiayao; Lingco, John O; Nicolaus, May; Notte, Gregory; Phyen, Hyeoung-Jung; Sangy, Michael; Sumit, Arun C; Adam J, Surayyah; Stephens, Cork L; Venkatraman, Chandrasekar; Watkins, William J; Yang, Jong Yu; Jabloki, Jeff; Jifel, Shiela; Ro, Jennifer; Lee, Sung H; Jao, Chung Dong; Grove, Jeffery; Su, Jianjun; Blomgren, Peter; Mitchell, Scott A; Shyung, Jin Ming; Chandrasekar, Jayaraman; (460 pag.)KR2016/37198; (2016); A;,
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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. 108078-14-4, name is 2-Iodo-3-methylbenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 108078-14-4

2-iodo-3-methylbenzoic acid (595 mg, 2.27 mmol) was dissolved in DCM/MeOH=1/1 (5 ml) at 0 C., then TMS-CH2N2 (2M in Et2O, 1.4 ml, 2.8 mmol) was added. After 1.5 hours at RT solvents were evaporated. Yield 630 mg yellow oil. 1HNMR (CDCl3) delta ppm==7.42-7.32 (m, 2H), 7.32-7.25 (m, 1H, under the solvent peak), 2.55 (s, 3H).

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 108078-14-4.

Reference:
Patent; Stasi, Luigi Piero; Rovati, Lucio Claudio; Artusi, Roberto; Colace, Fabrizio; Mandelli, Stefano; Perugini, Lorenzo; US2014/357653; (2014); A1;,
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Application of 2043-57-4,Some common heterocyclic compound, 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, molecular formula is C8H4F13I, 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.

Under an Ar atmosphere, BuLi (7.3 mL, 19.0 mmol, 2.6 M in hexanes) was added to a THF solution (50 mL) of iPr2NH (0.81 mL, 11.3 mmol) at -78 C and stirred for 20 min at the same temperature. The reaction mixture was stirred for 30 min at 0 C and then cooled to -78 C. A THF solution (30 mL) of 4,4′-dimethyl-2,2′-bipyridine (0.92 g, 5.0 mmol) was added and stirred for 3 h at the same temperature, and then 3-(perfluorohexyl)ethyl iodide (4.8 g, 10.2 mmol) was added. The reaction mixture was stirred at -78 C for 1 h and stirred at room temperature overnight. The mixture was diluted with brine and extracted with Et2O (30 mL¡Á3). The organic layer was dried over Na2SO4 and the solvent was removed under the reduced pressure. The residue was purified by recrystallization from MeOH to give ligand II (0.53 g, 12%) as brown scales. Mp 112-115 C; 1H NMR (400 MHz, CDCl3/TMS) delta (ppm): 2.02-2.19 (m, 8H), 2.82 (t, 4H, J=7.8 Hz), 7.17 (dd, 2H, J=5.3, 1.7 Hz), 8.28 (s, 2H), 8.61 (d, 2H, J=5.3 Hz); 13C{1H} NMR (100 MHz, CDCl3/TMS) delta (ppm): 21.0, 30.4 (t, J=22.2 Hz), 34.6, 121.1, 123.8, 149.3, 150.6, 156.3; LRMS (EI) m/z: 876 (M+); HRMS: calcd for C28H18F26N2: 876.1055, found: 876.1044; IR (neat): 3800, 3674, 3587, 3438, 2194, 2157, 1962, 1651, 1107, 843 cm-1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, its application will become more common.

Reference:
Article; Inamoto, Kiyofumi; Nozawa, Kanako; Kadokawa, Jun; Kondo, Yoshinori; Tetrahedron; vol. 68; 38; (2012); p. 7794 – 7798;,
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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. 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H9IO2

General procedure: An argon-filled flask wasadd the respective aryl halide (1.0 mmol), CuI (20 mg, 0.1 mmol, 10 mol%), L3(37 mg, 0.1 mmol, 10 mol%), KOH (168 mg, 3 mmol), thiol (1.5 mmol) and glycerol(10 mL). The contents were then stirred at 100 C for 24 h. After that, themixture was cool to room temperature, diluted with ethyl acetate (20 mL) and washedwith saturated NaCl solution (3 x 20 mL). The organic layer was separated,dried over MgSO4 and concentrated under vacuum. The crude productwas purified by flash chromatography on silica gel using hexane /ethyl acetateas eluent

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:
Article; Cargnelutti, Roberta; Lang, Ernesto S.; Schumacher, Ricardo F.; Tetrahedron Letters; vol. 56; 37; (2015); p. 5218 – 5222;,
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Electric Literature of 69113-59-3,Some common heterocyclic compound, 69113-59-3, name is 3-Iodobenzonitrile, molecular formula is C7H4IN, 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: In an argon-filled glovebox, an oven-dried Schlenk tube equipped with a Teflon stir bar was charged with CuI (9.5 mg, 0.05 mmol, 5 mol%) followed by anhydrous toluene (2.0 ml), secondary phosphine (1.00 mmol), and L4 (49.54 mg, 0.30 mmol, 30 mol%). The solution was stirred for 5-10 min. Then the (hetero)aromatic bromide (1.00 mmol) and KOtBu (224.42 mg, 2.0 mmol) were added at once followed by anhydrous toluene/THF (0.5 mL/0.5 mL). The Schlenk tube was sealed with a Teflon valve and the reaction mixture was stirred at 100 C for 24 h. The reaction mixture was then cooled to room temperature and filtered with dichloromethane to remove any insoluble residues. The filtrate was concentrated in vacuo; the residue was purified by flash chromatography on silica to obtain the analytically pure product (kept under argon).

The synthetic route of 69113-59-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Chun-Jing; Lue, Jing; Zhang, Zhi-Xun; Zhou, Kun; Li, Yan; Qi, Guang-Hui; Research on Chemical Intermediates; vol. 44; 7; (2018); p. 4547 – 4562;,
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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 74534-15-9 as follows. Application In Synthesis of 1-Chloro-2-iodo-4-nitrobenzene

The 2-chloro-5-nitro-iodobenzene (5g, 17.6 mmol) was dissolved in 5 mL DMA in an oven dried flask and a 0.5M solution of 2-pyridylzincbromide (53 mL, 26.5 mmol, 0.5 M in THF) was added. The solution was degassed with N2 for Vz hr., the PPh3 (0.185g, 0.7 mmol) and Pd(PPh3)4 (0.825g, 0.7 mmol) were added, rinsed in with several mLs THF and the solution was degassed for a further 10 min before heating to 600C under N2. The reaction was complete by TLC in ~8h, cooled to RT, and poured into a 1 :1 mixture of EtO Ac/2.5N NaOH (500 mL). This solution was stirred for 10 min, passed through a course fritted filter containing celite to remove the solid, and then extracted. The organics were washed with brine and concentrated to a brown solid. The combined aqueous layers were backextracted with Et2O (I x 200 mL). This was used to suspend the crude product, which was extracted with IN HCl (I x 200 mL, 3 x 100 mL). The combined aqueous extracts were cooled to 00C, diluted with EtOAc (250 mL), and made basic with ION NaOH (100 mL). This solution was separated, the aqueous layer extracted with EtOAc, and the combined organics were dried over Na2SO4 and charcoal with stirring. This solution was filtered through celite and concentrated to yield pure 4-chloro-3-(pyridin-2-yl)nitrobenzene (2.47g, 10.5 mmol, 60% yield) which was used in the next reaction without further purification.

According to the analysis of related databases, 74534-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; CURIS, INC.; WO2009/126863; (2009); A2;,
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