Tag: M.W=300-400

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., COA of Formula: C6H3BrINO2

To a solution of 4-bromo-1 -iodo-2-nitrobenzene (66 g, 0.2 mol) in MeOH (700 mL) was added stannous chloride (226 g, 1 mol) at 0 C. The resultant mixture was heated to reflux (80 C) for 4 h. The solvent was removed under reduced pressure, and then the residue was diluted with ethyl acetate (1 L), washed with H2O (1 L), dried over sodium sulfate, concentrated to give a residue which was purified by column chromatography (eluent: petroleum ether: ethyl acetate= 20:1 ) to give 5-bromo-2-iodoaniline (39 g, 65%) as a white solid. LCMS (Method B): 2.27 min m/z [MH]+=298.1 ; 300.1

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; CATALYST THERAPEUTICS PTY LTD; BURNS, Chris; GARNIER, Jean-Marc; SHARP, Phillip Patrick; FEUTRILL, John; CUZZUPE, Anthony; (140 pag.)WO2017/20086; (2017); A1;,
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Electric Literature of 61203-48-3, 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. 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of benzonitrile(2.0 mmol) and o-iodobenzoic acid (2.0 mmol) and [bmIm]OH (35mol) was stirred at room temperature for (3-5) h. After completion of reaction as indicated byTLC, 20mL of water was added to the reaction mixture and stirred well. The product was extracted with ether (3¡Á20 mL). The combined organic layers were dried over anhydrous Na2SO4 to afford the crude product, this crude product was taken to column in order to obtain analytically pure compound 4(a-m)(77-91%). After isolation of the product, the remaining aqueous layer containing the ionic liquid was washed with ether (2x10mL) to remove organic impurity and filtered. The filtrate was extracted with dichloromethane(2¡Á10mL), dried over MgSO4 and evaporated under reduced pressure to afford [bmIm]OH, which was reused five times in subsequent runs without further purification.

The synthetic route of 2-Iodo-4,5-dimethoxybenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Waseem, Malik Abdul; Shireen; Srivastava, Anjali; Srivastava, Arjita; Rahila; Siddiqui; Tetrahedron Letters; vol. 55; 44; (2014); p. 6072 – 6076;,
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112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, 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. Recommanded Product: 4-Bromo-1-iodo-2-nitrobenzene

Dissolving 50 g of 2-naphthalene boronic acid, 94 g of 2-nitro-4-bromo-1-iodobenzene, and 10 g of Pd(PPh3)4 In a mixed solvent of 300 mL of THF and 50 mL of H2O, the mixture was reacted at 80 C for 24 hours under a nitrogen atmosphere. The solvent was dried and extracted with dichloromethane.Washing liquid, column chromatography to obtain intermediate M2.

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

Reference:
Patent; Guangzhou Huarui Optoelectric Materials Co., Ltd.; Pan Junyou; Zhang Chen; Jiang Guangtao; You Xueqiang; Huang Hong; (40 pag.)CN109705100; (2019); A;,
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Some common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, molecular formula is C5H10I2, 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. Recommanded Product: 1,5-Diiodopentane

[00118] Dimethoxycurcumin (8) will be prepared via condensation of 3,4- dimethoxybenzaldehyde and 2,4-pentanedione according to the procedure of Venkateswarlu. Treatment of 8 with potassium carbonate in the presence of a suitable alkylating agent is expected to affect the desired disubstitution reactions. Alkylation with the diiodoalkanes should result in formation of the spirocyclic products.[00119] As noted in Example I, the inventors now prepared derivatives FLLL31 (Ib, R = methyl) and FLLL32 (6b, cyclohexyl) in this way. Interestingly, O-alkylation of the enolate generated from 8 is also observed in both cases, although the yield of this product is relatively low (<;10%) and can be readily separated via column chromatography. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-77-3, its application will become more common. Reference:
Patent; THE OHIO STATE UNIVERSITY RESEARCH FOUNDATION; LI, Pui-Kai; LI, Chenglong; LIN, Jiayuh; FUCHS, James, R.; WO2010/121007; (2010); A1;,
Iodide – Wikipedia,
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Electric Literature of 328-73-4, 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 328-73-4 as follows.

To 60 mL of dry THF containing 3,5-dibromo-2-cyclohexyloxythiophene [S1] (1.2 g; 3.4 mmol) was added 1.6 M n-BuLi hexane solution (2.4 mL; 3.8 mmol) at -78 C under argon atmosphere, and the solution was stirred for 1 h at the low temperature. Tri-n-butyl borate (1.1 mL; 4.1 mmol) was slowly added to the reaction mixture at -78 C, and the mixture was stirred for 1 h at that temperature. After warming the solution up to room temperature, 20 wt% Na2CO3(aq) (6.0 mL), 3,5-bis(trifluoromethyl)-1-iodobenzene (1.2 g; 3.4 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.080 g) were added to the reaction mixture. The mixture was refluxed overnight at 80 C. The product was extracted with ether. The organic layer was dried over MgSO4, filtered, and concentrated.The residue was purified by silica gel column chromatography using n-hexane as the eluent and by HPLC to give 1.1 g of 3-bromo-2-cyclohexyloxy-5-(3,5-bis(trifluoromethyl)phenyl)thiophene in 66% yield.

According to the analysis of related databases, 328-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sato, Yuta; Kitagawa, Daichi; Kobatake; Tetrahedron; vol. 75; 35; (2019);,
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Application of 628-21-7,Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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.

n-Butyl lithium (2.5 M in hexanes, 3.8 mL, 9.5 mmol) was added dropwise over 30 minutes to a stirred suspension of 6-bromoindolin-2-one (preparation 1, 1.00 g, 4.7 mmol) and N,N,N’,N’-tetramethylethylenediamine (1.42 mL, 9.4 mmol) in tetrahydrofuran (20 mL) at – 78 C. The mixture was stirred for 1 hour, then 1,4-diiodobutane (3.11 mL, 23.6 mmol) was added dropwise over 5 minutes. The mixture was warmed to -20 C over a 1 hour period, was stirred for a further hour at this temperature and was then warmed to room temperature. After 3 hours stirring at room temperature, saturated aqueous ammonium chloride solution was added to the reaction and the mixture was extracted with ethyl acetate. The organic layer was washed with water, brine, dried (MgSO4) and evaporated. Purification of the residue by flash chromatography (10:1 hexanes/ethyl acetate) gave the title compound (0.57 g, 45%) as a pale pink solid. LRMS (m/z): 266/268 (M+1)+. 1H-NMR delta (CDCl3): 1.81-2.20 (m, 8H), 7.02-7.06 (m, 2H), 7.14-7.18 (m, 1H), 7.83 (br s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Diiodobutane, its application will become more common.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Iodide – Wikipedia,
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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. 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., name: 5-Bromo-2-iodobenzoic acid

Add 5-bromo-2-iodobenzoic acid (1998 g, 6.11 mol) portion wise to a 20 C solution of sulfuric acid (100 mL) in methanol (13 L). Heat the suspension to reflux for 24 hours, then cool to 20 C and remove the solvent under reduced pressure. Pour the residue into a 1 : 1 mixture of methyl-ieri-butyl ether and ice water (20 L) and separate the phases. Extract the aqueous phase with methyl-tert-butyl ether (1.5 L), combine the organic phases and wash with aqueous 0.2 M NaOH (5 L), wash with saturated aqueous sodium chloride, dry over sodium sulfate, filter, and evaporate under reduced pressure. Dissolve the crude product in 40-45 C petroleum ether (10 L), filter through a pad of diatomaceous earth and evaporate under reduced pressure. Dissolve the residue in petroleum ether (5 L) and cool to -50 C, filter the first crop solids, wash the solid with ice cold petroleum ether. Evaporate the mother liquor, redissolve the solid in petroleum ether (1 L), cool to -50 C, and filter a second crop. Combine first and second crops and dry in open air to provide the title compound as a yellow solid (1880 g, 90%).

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; ELI LILLY AND COMPANY; DALLY, Robert Dean; WOODS, Timothy Andrew; WO2014/143601; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, 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 21740-00-1, Computed Properties of C7H4BrIO2

To a stirred mixture of acid 2-iodo-5-bromobenzoic acid (15.0 g, 45.9 mmol) in dry THF (100 mL) under argon was added neat BH3.DMS (16.0 mL, 169 mmol) dropwise over 20 minutes. The resulting mixture was heated at 65 C. for 8 hours, cooled to room temperature and quenched by the dropwise addition of water (40 mL). The reaction mixture was concentrated in vacuo. The crude alcohol was diluted with of EtOAc (300 mL), washed with 1N NaOH (2¡Á30 mL), 1N HCl (1¡Á30 mL), saturated aqueous NaHCO3 solution (1¡Á30 mL) and brine (1¡Á30 mL). The EtOAc layer was dried (MgSO4), filtered and concentrated in vacuo to give 2-iodo-5-bromobenzyl alcohol (13.8 g, 96%). 1H NMR (CDCl3): delta 7.56 (d, 1H, J=8.25 Hz), 7.54 (s, 1H), 7.04 (d, 1H, J=8.25 Hz), 4.47 (s, 2H). HPLC: Rt=3.12 min. m/z=312 M+H+).

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

Reference:
Patent; Fink, Brian E.; Gavai, Ashvinikumar V.; Vite, Gregory D.; Han, Wen-Ching; Misra, Raj N.; Xiao, Hai-Yun; Norris, Derek J.; Tokarski, John S.; US2005/250753; (2005); A1;,
Iodide – Wikipedia,
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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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H6BrIO2

2 L reactor to the 2-bromo methyl benzoate agent 75 g (349 mmol), benzo [a] thiophene-2- boronic acid 80.7 g (453 mmol), tetrakis (triphenylphosphine) palladium, 10.1 g (9 mmol ), 120.5 g of potassium carbonate (872 mmol put), 1,4- dioxane, 370 mL, 370 mL toluene, 160 mL distilled water was stirred at 100 for 12 hours. After cooling to room temperature, and extracted with ethyl acetate and the organic layer. After concentration under reduced pressure the organic layer was separated by column chromatography to give the compound 80 g (yield: 85.9%) represented by the [intermediate 1-c].

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; SFC Co., Ltd; Sin, Bonggi; Park, Gyoung Hwa; Park, Ji-Hae; Park, Bubai; (51 pag.)KR2015/144120; (2015); A;,
Iodide – Wikipedia,
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Related Products of 82777-09-1,Some common heterocyclic compound, 82777-09-1, name is 2′-Iodo-1,1′:3′,1”-terphenyl, molecular formula is C18H13I, 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: The outline of our synthetic routes to the 6 compounds listed in Fig. 1 is shown in Scheme 1. They were synthesized by Suzuki-Miyaura coupling of 2,6-dibromodithieno[3,2-b:2?,3?-d]thiophene each with the corresponding boronic acid. Compounds 5 and 7 in Fig. 1 were also synthesized by Suzuki-Miyaura coupling of 3,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzo[b,d]thiophene and 2,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dithieno[3,2-b:2?,3?-d]thiophene with 2?-iodo-1,1?:3?,1?-terphenyl, respectively. The typical procedure is following. A mixture of 2,6-dibromo-dithieno[3,2-b:2?,3?-d]thiophene (174.0 mg, 0.5 mmol), boronic acid of counterpart (1.5 mmol), tetrakis (triphenylphosphine) palladium (81.5 mg, 0.08 mmol) and Cs2CO3 (2.0 mL, 2.0 M in aqueous) in 8 mL solvent of toluene: THF = 1:1 was stirred at reflux temperature for 8 h. All reactions were carried out under nitrogen atmosphere with anhydrous solvents. The mixture was poured into water (30 mL) and extracted with CH2Cl2 (20 mL ¡Á 3). The combined extract was washed with brine (40 mL), dried (Na2SO4), and concentrated in vacuo. Column chromatography on silica gel eluted with CHCl3:toluene = 1:1. All compounds were characterized by 1H and 13C NMR and mass spectroscopy.

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-1,1′:3′,1”-terphenyl, its application will become more common.

Reference:
Article; Okada, Shinjiro; Yamada, Kenji; Journal of Molecular Structure; vol. 1037; (2013); p. 256 – 263;,
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