Tag: M.W=200-300

Synthetic Route of 101335-11-9, A common heterocyclic compound, 101335-11-9, name is 2-Chloro-4-fluoro-1-iodobenzene, molecular formula is C6H3ClFI, 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.

Intermediate XI A solution of isopropyl magnesium chloride (100 mL, 2.0M in Ethyl Ether) was added to a solution of 2-chloro-4-fluoro-1-iodobenzene (25 g, 97.5 mmol) in 300 mL THF chilled in an ice bath. The solution was then stirred at RT overnight. The solution was chilled in a CO2/acetone bath and trimethyl borate was added (23 mL, 200 mmol). The solution was warmed to RT and stirred for 6 h. The suspension was partitioned between water and ethyl ether (emulsion). The phases were separated and the organic phase concentrated. The residue was treated with 200 mL 2N HCl and stirred overnight. The suspension was then extracted with ethyl ether (2*) and the combined organics washed with brine, dried over MgSO4, filtered and concentrated to give 13.3 g solid. The crude solid was suspended in hexanes, filtered and washed 2* (hexanes) to give 2-chloro-4-fluoro-phenylboronic acid. LC 1: 1.65 min.

The synthetic route of 101335-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Doherty, James B.; Stelmach, John E.; Chen, Meng-Hsin; Liu, Luping; Hunt, Julianne A.; Ruzck, Rowena D.; Goulet, Joung L.; Wisnoski, David D.; Natarajan, Swaminathan Ravi; Rupprecht, Kathleen M.; Bao, Jianming; Miao, Shouwu; Hong, Xingfang; Sinclair, Peter J.; Kallashi, Florida; US2003/92712; (2003); 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. 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Iodo-3-(trifluoromethyl)benzene

General procedure: In an oven-dried Schlenk tube iodoarenes 1 (0.25 mmol), arylboroicacids 2 (0.5 mmol), PdO/GO nano catalyst (5 mol%),K2CO3 (0.5 mmol) and solvent (DMSO) (1.0 mL) wereadded. The resulting reaction mixture was stirred at 120 Cfor 5-30 min. The progress of the reaction was monitoredby TLC. After completion of reaction, the reaction mixturewas allowed to cool to room temperature, then diluted with(approximately 10 mL) ethyl acetate and NH4Cl solution(approximately 10mL)was added followed by extractionwithethyl acetate. The organic layers were dried with Na2SO4 andconcentrated in reduced vacuum. Purification of the residue bysilica gel column chromatography using distilled petroleumether/ethyl acetate as the eluent furnished the biphenyls.

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 401-81-0.

Reference:
Article; Lakshminarayana, Bhairi; Mahendar, Lodi; Chakraborty, Jhonti; Satyanarayana, Gedu; Subrahmanyam, Ch; Journal of Chemical Sciences; vol. 130; 5; (2018);,
Iodide – Wikipedia,
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Synthetic Route of 29289-13-2, A common heterocyclic compound, 29289-13-2, name is 2-Iodo-4-methylaniline, molecular formula is C7H8IN, 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.

General procedure: A mixture of 2-iodoaniline 1 (0.5 mmol) and Pd(OAc)2 (5.6 mg, 0.025 mmol, 5.0 mol%) in CH3CN (3 mL) was added into a Schlenk flask (25 mL) and stirred at room temperature. Followed by the addition of ethyl acrylate 2a (100 mg, 1.0 mmol, 2.0 equiv) and triethylamine (101 mg, 1.0 mmol, 2.0 equiv), the mixture was stirred at 100 C until the reaction was finished. Then the mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 5:1 to 2:1) afforded the corresponding alkenylanilines 3.

The synthetic route of 29289-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Xia; Zhou, Xiao-Yu; Wang, Liang-Guang; Synthetic Communications; vol. 47; 22; (2017); p. 2096 – 2102;,
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Some common heterocyclic compound, 886762-71-6, name is 1-Fluoro-3-iodo-2-nitrobenzene, molecular formula is C6H3FINO2, 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: 1-Fluoro-3-iodo-2-nitrobenzene

K2CO3 [5.20 g, 37.7mmoi] was added to a stirred suspension of compound 3 [7.0 g, 34 mmol] in EtOH (230 mL) under ice cold condition. After addition reaction mixture was left to stir vigorously for half an hour under cold condition. Finally, compound 2 [9.16 g, 34.3 mmol] was added portion wise to the reaction mixture at 0 C, after addition reaction mixture was brought to room temperature and heated at 80 C for 40 h. After completion, EtOH were evaporated, crude was diluted with water [200 mL] and extracted with EI2O [200 L] Organic part was separated; pH of the aqueous part was slowly adjusted to 2-3 using 1 (N) aqueous HC1 under ice cooled condition and immediately extracted with EtOAc [2×200 mL] Organic part was separated, dried [MgSOr] and concentrated under reduced pressure to afford compound 4 [10.6 g, 68 4 %] as dark red floppy solid. Mass [ESI]: ra/z 451.21 j .1 – l 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 886762-71-6, its application will become more common.

Reference:
Patent; CYTOSITE BIOPHARMA INC.; BILCER, Geoffrey, Malcolm; KELLY, Terence, Alfred; (190 pag.)WO2019/160916; (2019); A1;,
Iodide – Wikipedia,
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Synthetic Route of 191348-14-8,Some common heterocyclic compound, 191348-14-8, name is 2-Iodo-4-methoxyaniline, molecular formula is C7H8INO, 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 anhydrous and anaerobic conditions, 0.1 mmol of 2-iodo-4-methoxyaniline was added.0.12 mmol of benzaldehyde, 0.3 mmol of selenium powder, 0.005 mmol of copper, 0.2 mmol of potassium hydroxide and 10 ml of DMSO solution were refluxed at 120 C in a single-neck round bottom flask, and the reaction was monitored by TLC.Separation of pure methoxy-containing benzoselenazole compounds by column chromatographyThe reaction product was obtained by demethylation of boron tribromide (3 eq.).The product was a white solid with a yield of 39%.

The synthetic route of 191348-14-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan University; Zhou Haibing; Zhang Silong; Hu Zhiye; Li Yuanyuan; Ning Wentao; Dong Chune; (13 pag.)CN108863985; (2018); A;,
Iodide – Wikipedia,
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Application of 619-58-9,Some common heterocyclic compound, 619-58-9, name is 4-Iodobenzoic acid, molecular formula is C7H5IO2, 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 a test tube containing a magnetic bar was added aryl iodide(1 mmol), copper powder (6.35 mg, 0.1 mmol), Na2S¡¤9H2O(720.54 mg, 3 mmol), and DMSO (2 mL). After flushing withargon, 1,2-ethanedithiol (8.4 muL, 0.1 mmol) was added. Themixture was stirred in the oil bath at 100 C for 20 h. Aftercooled to ambient temperature, the reaction mixture was distributedin aq HCl (5%) and EtOAc. The organic layer was separated and washed with water and brine, dried, and concentratedunder vacuum. The crude product was further purifiedby column chromatography using ethyl acetate/n-hexane aseluent to provide the desired aryl thiol.

The synthetic route of 619-58-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xue, Hongyu; Jing, Bing; Liu, Shasha; Chae, Junghyun; Liu, Yajun; Synlett; vol. 28; 17; (2017); p. 2272 – 2276;,
Iodide – Wikipedia,
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Reference of 54811-38-0, The chemical industry reduces the impact on the environment during synthesis 54811-38-0, name is 5-Iodo-2-methylbenzoic acid, I believe this compound will play a more active role in future production and life.

Borane-methylsulfide solution (50.0 mL of a 2.0M solution in THF, lOOmmol) was added dropwise to a solution of 5-iodo-2-methyl benzoic acid (13.1g, 50 mmol) and anhydrous THF (100 mL) at 35-45 C at a rate to moderate the gas evolution. The resulting mixture was heated at 60 C for 3 h and was then cooled to 25 C and quenched by the careful, dropwise addition of methanol (50 mL) which was added at such a rate that gas evolution was moderated and the temperature was maintained below 35 C. The resulting mixture was stirred at 25 C for 2 h and was then concentrated under vacuum. The residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution, the organic phase was washed with saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate and concentrated to provide the title compound (11.58 g) as a white solid H NMR (CDCI3) delta 7.71 (d, 1H), 7.52 (d, 1H), 6.91 (d, 1H), 4.64 (s, 2H), 2.27 (s, 3H), 1.62 (br s, 1H).

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-Iodo-2-methylbenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; TAGGI, Andrew, Edmund; DIETRICH, Robert, F.; MARCUS, Kimberly, Katherine; MCCANN, Stephen, Frederick; WO2014/66120; (2014); 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. 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H4ClIO2

General procedure: To a stirred solution of the corresponding benzoic acid (1.0 equiv) in dry MeOH (2.0 mL per 1.0 mmol of benzoic acid) at 0 C. was added SOCl2 (2.0 equiv) dropwise. After addition, the reaction was allowed to stir at room temperature overnight. The crude reaction was concentrated in vacuo, quenched with water, and extracted with EtOAc. The combined organic layer was washed with saturated aqueous NaHCO3, dried over anhydrous Na2SO4, concentrated by rotary evaporation, and purified by column chromatography to give 21a-b.

According to the analysis of related databases, 13421-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jorgensen, William L.; Anderson, Karen S.; US2015/105351; (2015); 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1,2-Dichloro-4-iodobenzene

General procedure: A mixture of an appropriate unnatural amino acid carboxamide 6 (0.15-0.2 mmol, 1 equiv), an appropriate aryl iodide (5 equiv), Pd(OAc)2 (10 mol%) and AgOAc (2.5 equiv) in anhydrous toluene (2-3 mL) was heated at 110 C for 15-24 h under a nitrogen atm or in a sealed tube. After the reaction period, the reaction mixture was concentrated under reduced pressure to afford a crude reaction mixture, which was purified by column chromatography on neutral alumina or silica gel (eluent EtOAc:hexane) to give the corresponding arylated amino acid (see the respective Schemes/Tables for the specific entries). 3.4.27. 3-(3,4-Dichlorophenyl)-6-(1,3-dioxoisoindolin-2-yl)-N-(quinolin-8-yl)hexanamide (10c). The compound 10c was obtained after purification by column chromatography on silica gel (EtOAc:hexane 40:60) as a greencolor solid (60 mg, 75%); Rf (40% EtOAc/hexane) 0.7; mp:110e112 C; IR (DCM): 3346, 2937, 1771, 1394, 723 cm1; 1H NMR(400 MHz, CDCl3) dH 9.64 (1H, br. s), 8.78 (1H, d, J 3.2 Hz), 8.65(1H, t, J 4.5 Hz), 8.15 (1H, d, J 7.7 Hz), 7.81 (2H, dd, J1 5.2,J2 3.1 Hz), 7.70 (2H, dd, J1 5.4, J2 3.1 Hz), 7.49 (2H, d, J 4.6 Hz),7.46 (1H, dd, J1 8.3, J2 4.2 Hz), 7.39 (1H, d, J 1.4 Hz), 7.32 (1H, d,J 8.2 Hz), 7.13 (1H, dd, J1 8.2, J2 1.5 Hz), 3.67 (2H, t, J 7.3 Hz),3.36e3.29 (1H, m), 2.87 (1H, dd, J1 14.8, J2 6.4 Hz), 2.80 (1H, dd,J1 14.8, J2 8.3 Hz), 1.92e1.82 (1H, m), 1.78e1.65 (2H, m),1.60e1.52 (1H, m); 13C NMR (CDCl3, 101 MHz): dC 169.2, 168.3,148.1,143.9, 138.2, 136.3, 134.1, 133.9, 132.7, 132.0, 130.6, 130.6, 129.4,127.9, 127.3, 127.2, 123.2, 121.6, 121.6, 116.5, 45.1, 41.6, 37.7, 33.2,26.5; HRMS (ESI) calcd for C29H24Cl2N3O3 [MH] 532.1195 found532.1177.

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; Tomar, Radha; Bhattacharya, Debabrata; Babu, Srinivasarao Arulananda; Tetrahedron; vol. 75; 17; (2019); p. 2447 – 2465;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 755027-21-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 755027-21-5 name is 4-Chloro-1-iodo-2-methoxybenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A dry round bottomed flask was charged with KOTBU (1.903 g, 17.0 mmol), 5-chloro- 2-iodoanisole (4.054 g, 15.1 mmol), Pd2dba3 (144 mg, 0.16 mmol), DPEPhos (176 mg, 0.33 mmol) and 3-FLUORO-THIOPHENOL (1.903 g, 17.0 mmol). The flask was evacuated and BACKFILLED with Ar three times. Dry toluene (80 mL) was added and the mixture stirred at 95 C for 2 h. The mixture was filtered through a pad of silica gel followed by adsorption onto silica gel. After purification by flash chromatography using silica gel, eluting with heptanes/EtOAc, 97: 3, the title compound was obtained as a yellow oil (3.41 g, 85%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-1-iodo-2-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; H. LUNDBECK A/S; WO2004/96761; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com