Tag: M.W=300-400

Reference of 160976-02-3, 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 160976-02-3 as follows.

To a solution of 5-bromo-1,3-difluoro-2-iodobenzene (10.0 g, 0.048 mol) in N-methyl pyrrolidone (50 mL) was added CuCN (5.2 g, 0.057 mol). The reaction mixture was heated toreflux for 1.5 h. The reaction mixture was added EDTA, water and extracted with EtOAc. The organic layers were dried over Na2504 and concentrated to afford 1.6 g of title compound.

According to the analysis of related databases, 160976-02-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; MUTHUKAMAN, Nagarajan; PISAL, Dnyandeo; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; KADAM, Sheetal R; (303 pag.)WO2016/55947; (2016); A1;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, molecular formula is C7H6BrIO, 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. Formula: C7H6BrIO

To a solution of 4-bromo-1-iodo-2-methoxy-benzene (11.44 mmol, 3.581 g) in dryTHF (17.91 mL) under an atmosphere of nitrogen at -78C was added a solution ofisopropylmagnesium chloride in THF (1.3 mol/L, 11.0 mL, 14.30 mmol) over a period of 10 minutes, maintaining the reaction temperature between -65 and -70C. After stirring for 20 minutes, the reaction mixture was warmed to room temperature over one hour. The reaction mixture was cooled again to -78C and a solution of furan-2-carbaldehyde (13.73 mmol, 1.319 g) in THF (3.581 mL) was added over 5 minutes, whilst maintaining the reaction temperature between -65 and -70C. After 30 minutes, the reaction was allowed to warm to room temperature and stirred for a further 60 minutes. The reaction was quenched by the addition of saturated aqueous ammonium chloride. The aqueous layer was extracted with ethyl acetate, thecombined organic phase was dried over magnesium sulfate and the solvent removed in vacuo. The resulting residue was purified by silica gel flash chromatography (gradient elution: 0-30% ethyl acetate in hexane) to produce (4-bromo-2-methoxy- phenyl)-(2-furyl)methanol as an orange oil (1.55g, 48%). 1H NMR (400MHz, CDCI3) 7.42-7.34 (m, 1H), 7.26 (s, 1H), 7.17-7.09 (m, 1H), 7.06-6.98 (m, 1H), 6.39-6.28(m, 1H), 6.13-6.06 (m, 1H), 6.04-5.89 (m, 1H), 3.82 (s, 3H), 2.91 -2.60 (m, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 791642-68-7, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; HENNESSY, Alan, Joseph; HACHISU, Shuji; WILLETTS, Nigel, James; DALE, Suzanna, Jane; (70 pag.)WO2018/114584; (2018); 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. 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-2-iodobenzoic acid

4-Bromo-2-iodo-benzoic acid (4.0 g; 12.24 mmol) is stirred in thionyl chloride (8.0 ml) under reflux for 1 hour. The reaction mixture is evaporated under reduced pressure and taken up immediately in 20 ml methylene dichloride and cooled down to 0 C. Ethanol (20.0 ml; 342.96 mmol) is added and stirred for 1 hour at ambient temperature. The ethanol is evaporated and the residue taken up in methylene dichloride and extracted with saturated NaHCO3 solution. The organic layer is separated, dried over MgSO4 and evaporated to dryness. Yield: 99% (4.28 g; 12.06 mmol) HPLC-MS: (M+H)+=355/357; tRet=2.12 min; AM11

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 1133123-02-0.

Reference:
Patent; Boehringer Ingelheim International GmbH; ENGELHARDT, Harald; GIANNI, Davide; MANTOULIDIS, Andreas; SMETHURST, Christian; US2014/296229; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

82777-09-1, name is 2′-Iodo-1,1′:3′,1”-terphenyl, 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. Computed Properties of C18H13I

(2) In a 50-mL reaction container, XX-2 (109 mg, 0.243 mmol) and XX-3 (190.4 mg, 0.535 mmol) were mixed in a toluene/ethyl alcohol (3 mL/1.5 mL) mixture solvent, and dissolved oxygen was removed by nitrogen. Note that XX-3 is a compound synthesized in accordance with the procedure described in The Journal of Organic Chemistry, 51, 3162 (1986). Then, Pd(PPh3)4 (14.0 mg, 0.01215 mmol) and an aqueous solution of 2 M cesium carbonate (1.5 mL) were added to the mixture under a nitrogen atmosphere, followed by heating to 85C and reaction at the temperature for 12 hours. The reaction solution was cooled to room temperature,concentrated under reduced pressure, and subjected to silica gel chromatography (mobile phase: hexane/toluene = 3/1) for isolation and purification to obtain A-2 (35 mg, yield: 17%) as a white solid powder.[0083] Mass-spectrometry (MS) and nuclear magneticresonance spectrometry (NMR) of compound A-2 gave theresults that the molecular weight and the ratio ofintegrated values of NMR peaks well agreed with thestructure of compound A-2. Specifically, 846 as M+ of this compound was confirmed by matrix-assisted laser desorption- ionization mass spectrometry (MALDI-MS) . The measurement results of nuclear magnetic resonance spectrometry are shown below :1H-NMR (THF-d8) ? (ppm) : 7.52 (t, 2H) , 7.42 (d, 4H) , 7.38 (d, 2H) , 7.25 (m, 8H) , 7.19-7.11 (m, 12H) , 6.70 (s, 2H) .13C-NMR (THF-ds) ? (ppm): 142.31, 140.43, 139.64, 139.51, 139. 24, 130.03, 129.25, 128.29, 127.93, 127.16, 126.39, 125.24, 124.45, 121.91, 119.25.

The synthetic route of 82777-09-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANON KABUSHIKI KAISHA; YAMADA, Kenji; OKADA, Shinjiro; WO2012/2185; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 328-73-4, The chemical industry reduces the impact on the environment during synthesis 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

To a solution of compound 13a (125 mg, 0.412 mmol), and Et3N (1 mL) in DMF (4 mL), 1-iodo-3,5-bis(trifluoromethyl)benzene (146 muL, 0.824 mmol), CuI (15.7 mg, 0.082 mmol) and Pd(PPh3)4 (47.7 mg, 0.041 mmol) were added. The reaction mixture was stirred at room temperature overnight and filtered through a SiO2 pad. The residue was washed with 50percent EtOAc/hexane (4.x.15 mL) and concentrated in vacuo. The residue was purified by flash chromatography using 10percent EtOAc in hexane to afford 11a (138 mg, 65percent yield) as white solid. Rf (20percent EtOAc in hexane) 0.71; 1H NMR (300 MHz, CDCl3) delta 7.89 (s, 2H), 7.82 (s, 1H), 7.54-7.51 (m, 2H), 7.45-7.40 (m, 2H), 5.57 (s, 1H), 5.39 (br s, 1H), 4.55 (d, J=11.3 Hz, 2H), 4.11 (d, J=11.5 Hz, 2H), 1.50 (s, 9H); 13C NMR (75 MHz, CDCl3) delta 154.3, 137.1, 131.9, 129.4, 128.4, 128.4, 126.0, 124.6, 122.1, 102.0, 88.3, 82.9, 80.5, 72.8, 47.9, 28.4; IR (CH2Cl2): 3702, 3669, 3602, 3426, 2983, 2923, 2869, 1720, 1606, 1491, 1457, 1385, 1372, 1181, 1142; LRMS (EI): m/z 496 ([M+-F], 2), 459 (3), 430 (2), 399 (1); HRMS (EI): m/z calcd for C25H23NO4F5 [M+-F]: 496.1544, found: 496.1547.

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, 1-Iodo-3,5-bis(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ko, Rebecca Y. Y.; Chu, John C. K.; Chiu, Pauline; Tetrahedron; vol. 67; 14; (2011); p. 2542 – 2547;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 481075-58-5,Some common heterocyclic compound, 481075-58-5, name is 2-Bromo-1-iodo-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF3I, 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: 2-aminobenzenethiol (10 g, 80mmol), 3, 4-difluorobenzonitrile (11.12, 80mmol) and ferric citrate (19.59g, 80mmol) were added in DMF (50.00 mL) at 25-30 0C. The reaction mixture was heated to 110C. Reaction mixture was monitored for the synthesis of compound 3 by TLC. (2ml of reaction mixture was withdrawn and separated in ethylacetate and water. Ethyl acetate solution concentrated and crystallised in isopropyl ether to give compound 3 for characterization). After completion of reaction by TLC, powdered potassium carbonate (16.58 g, 120mmol) was added to the solution and stirred for 1 hr. The mixture was heated to 110C till completion by TLC. After completion of reaction, the mass was cooled to 25-30 C. Ethyl acetate (150 mL) and DM water (150 mL) were added. Layers separated. Organic layer washed with water (150 mL), dried over sodium sulfate and concentrated. Isopropyl ether (IPE; 150 mL) was added to the slurry, filtered, washed with IPE. Dried under vacuum at 50 C (16.84g, 94%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1-iodo-4-(trifluoromethyl)benzene, its application will become more common.

Reference:
Article; Das, Tonmoy Chitta; Quadri, Syed Aziz Imam; Farooqui, Mazahar; Letters in Organic Chemistry; vol. 16; 1; (2019); p. 16 – 24;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 1133123-02-0,Some common heterocyclic compound, 1133123-02-0, name is 4-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.

To a stirred solution of 4-bromo2-iodobenzoic acid 319a (3 0 g, 1 equiv.) in THF (405 mL) was added di-tert-butyl dicarbonate (3.0 g, 1.5 equiv.), TEA (3.2 mL, 2.5 equiv.) andDMAP (1. 1 g, 1.0 equiv.). The reaction mixture was stirred at room ternperature for 16 h,diluted with ethyl acetate, and washed with water, brine, dried over sodium sulfate, filteredand concentrated under reduced pressure. The residue was purified by silica gelchromatography eluting with 3-5~o ethyl acetate in hexanes to give the tert-bu1yl4-bromo-2-10 iodobenzoate 319b (1.9 g) as a liquid. 1HNMR (400 MHz, DMSO-d6) 8: 8. J 8 (d, l”l.9 Hz,1H), 7.76-7.60 (m lH), 7.54 (d, J = 8.3 Hz, lH), 156 (bs, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-iodobenzoic acid, its application will become more common.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. Formula: C7H4BrIO2

A I L round-bottom flask was charged with a solution of 5-bromo-2-iodobenzoic acid (15.0 g, 45.9 mmol) in tetrahydrofuran (150 mL) then borane-tetrahydrofuran (459 mL, 0.460 mol, 1.0 M) was added dropwise. The reaction was stirred at ambient temperature for 16 hours then quenched by addition of water (200 mL). The resulting mixture was extracted with dichloromethane (3 x 100 mL) and the combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to afford the title compound. 1H NMR (400 MHz, CD3OD) 57.72 (d, / = 8.4 Hz, 1H), 7.66 (d, / = 2.4 Hz, 1H), 7.20-7.17 (m, 1H), 4.54 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21740-00-1, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew Lloyd; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; FALCONE, Danielle; TORRES, Luis; BRUBAKER, Jason; ZENG, Hongbo; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; BAI, Yunfeng; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146490; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 25252-00-0

Examples 54-56; Step I. To a stirred solution of 2-bromo-5-iodobenzoic acid (1.0 g, 3.06 mmol) in DCM (5 mL) was added DMF (0.2 mL) and oxalyl chloride (0.44 mL, 4.59 mmol) at 0 C. After complete addition, the reaction mixture was stirred at room temperature for 3 h. The volatiles were evaporated under reduced pressure, and the crude product was dissolved in DCM (4 mL) and added to chroman (488 mg, 3.67 mmol) which had been cooled to 0 C. To this mixture was added aluminum chloride (488 mg, 3.67 mmol) in portions. After stirring for 4 h, the reaction was quenched by pouring it into crushed ice. This was extracted with dichloromethane (50 mL×2): The dichloromethane layers were combined and washed with water (20 mL), saturated aqueous sodium bicarbonate solution (20 mL×2), and brine (20 mL), then dried over sodium sulfate, and concentrated. The crude product was purified by column chromatography to furnish (2-bromo-5-iodo-phenyl)-chroman-6-yl-methanone (1.2 g).

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; US2011/171159; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 328-73-4, 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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The ligand L2 prepared in Example 4 was used as a reactant, 3,5-bistrifluoromethyliodobenzene, cuprous iodide, N,N’-dimethyl-1,2-ring in a xylene solvent. The hexamethylenediamine and potassium phosphate were reacted at a molar ratio of 1:2.0:0.2:0.4:2.0 at 90 °C for 6 hours, cooled to room temperature, diluted with ethyl acetate, filtered, concentrated, and obtained by column chromatography. The solid, ie the ligand shown by L4 (77percent yield), the specific synthetic route is as follows:

The synthetic route of 1-Iodo-3,5-bis(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shang Gu Science And Technology (Tianjin) Co., Ltd.; Wang Xiaomin; (35 pag.)CN108774216; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com