Month: September 2021

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 7212-28-4 as follows. Formula: C8H8INO

General procedure: 0.3 g (1.56 mmol) of 7, 1.87 mmol of 3a-j and 0.32 g (2.34 mmol) of K2CO3 were combined and refluxed in 20 ml of acetone for 2 h. The solvent was evaporated under reduced pressure and the crude product was washed with water, filterred and dried. The pure product was obtained by recrystallization from petroleum ether and ethyl acetate.

According to the analysis of related databases, 7212-28-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Wukun; Hua, Jie; Zhou, Jinpei; Zhang, Huibin; Zhu, Haiyang; Cheng, Yanhua; Gust, Ronald; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 5008 – 5012;,
Iodide – Wikipedia,
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Reference of 13194-69-9, 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. 13194-69-9, name is 2-Iodo-5-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a 10mL sealed tube was added CuI (0.05mmol), L4 (0.1mmol), ortho-iodo/bromoaniline (0.5mmol), beta-keto ester/beta-diketone (3.0mmol), Cs2CO3 (1.0mmol), and DMSO (1mL). The reaction mixture was reacted at 80C in a preheated oil bath for 12h (for ortho-iodoanilines) or 36h (for ortho-bromoanilines). The reaction mixture was cooled to room temperature and extracted with ethyl acetate (3×20mL). The combined organic phases were washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatograph on silica gel (ethyl acetate/petroleum ether as the eluent) to afford the target products 3a-3s.

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

Reference:
Article; Liu, Xiao-Guang; Li, Zi-Hao; Xie, Jian-Wei; Liu, Ping; Zhang, Jie; Dai, Bin; Tetrahedron; vol. 72; 5; (2016); p. 653 – 657;,
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. 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 31599-61-8

General procedure: Aryl thiourea (1, 0.5 mmol), aryl iodide (2, 0.6 mmol), CuSO4*5H2O (0.05 mmol), Cs2CO3 (2.0 equiv), 2,2?-bypyridine (0.05 mmol) were added in sealed tube equipped with a septum and magnetic stirring bar, H2O (2.0 mL) was then added. The mixture was stirred at 100 C and checked by TLC until the starting material was finished (about 3h). The reaction was terminated with sat. NH4Cl solution (3 mL) and then extracted with ethyl acetate. The crude solution was dried over anhydrous Na2SO4 and evaporated under vacuum. The residue was purified by flash column chromatography to afford the desired product 3a.

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 31599-61-8.

Reference:
Article; Liu, Xing; Zhu, Hui; Zhang, Shi-Bo; Cheng, Yu; Peng, Han-Ying; Dong, Zhi-Bing; Tetrahedron Letters; vol. 59; 33; (2018); p. 3165 – 3170;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 20555-91-3, name is 1,2-Dichloro-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 20555-91-3, Safety of 1,2-Dichloro-4-iodobenzene

General procedure: Thiazolo[5,4-f]quinazolin-9(8H)-one 6 (0.341 mmol), CuI (0.065 g, 0.341 mmol, 1 equiv), and DBU (101 muL, 0.682 mmol, 2.0 equiv) in anhyd DMF (850 muL) were added to a 2 mL glass microwave vial. The mixture was stirred under microwave irradiation at 120 C for 10 min. Then Pd(OAc)2 (7.6 mg, 0.034 mmol, 10 mol%) and the appropriate aryl halide (0.682 mmol, 2.0 equiv) were added to the mixture. The reaction mixture was then stirred under microwave irradiation at 120 C for 5 h. The resulting solution was diluted with CH2Cl2, filtered through a cotton plug and washed with CH2Cl2 (50 mL). The crude product obtained by concentration of CH2Cl2 was purified by flash chromatography on silica gel with EtOAc/CH2Cl2 as eluent (1:0 to 1:1, v/v, for 7ah-j; 7:3 to 1:4, v/v for 7ba-j) to afford the corresponding product 7. N8-Benzyl-2-(3,4-dichlorophenyl)thiazolo[5,4-f]quinazolin-9(8H)-one (7ah) Prepared from 6a (0.100 g); yield: 0.095 g (64%); yellow solid; mp 242-245 C; Rf = 0.47 (CH2Cl2/EtOAc, 4:1, v/v). IR (neat): 3031, 1662, 1583, 1448, 1344, 1156, 830 cm-1. 1H NMR (CDCl3, 300 MHz): delta = 8.41 (d, J = 8.8 Hz, 1H, H4), 8.31 (d, J = 2.0 Hz, 1H, HAr), 8.25 (s, 1H, H7), 7.97 (dd, J = 8.4, 2.1Hz, 1H, HAr), 7.86 (d, J = 8.8 Hz, 1H, H5), 7.59 (d, J = 8.4 Hz, 1H, HAr), 7.46-7.30 (m, 5 H, HAr), 5.32 (s, 2 H, NCH2). 13C NMR (CDCl3, 75.4 MHz): delta = 168.9 (C), 160.0 (C), 153.4 (C), 147.0 (C), 146.1 (CH), 135.4 (C), 135.3 (C), 133.8 (C), 133.5 (C), 132.0 (C), 131.3 (CH), 129.4 (CH), 129.3 (2*CH), 129.2 (CH), 128.7 (CH), 128.4 (2*CH), 126.7 (CH), 126.6 (CH), 116.8 (C), 50.2 (CH2). HRMS (ESI+): m/z calcd for C22H14Cl2N3OS [M + H]+: 438.0235; found: 438.0234.

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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Couly, Florence; Dubouilh-Benard, Carole; Besson, Thierry; Fruit, Corinne; Synthesis; vol. 49; 20; (2017); p. 4615 – 4622;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 4897-68-1, A common heterocyclic compound, 4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene, molecular formula is C7H6BrIO, 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: In an oven dried Schlenk tube under nitrogen atmosphere, were added allylic alcohol 6 (500.0mg, 1.76-3.38mmol), aryl halide 1 (2.11-4.06mmol), Pd(OAc)2 (11.8-22.7mg, 3mol%), triethylamine (356.2-684.1mg, 3.52-6.76mmol), followed by dry acetonitrile (4mL), at room temperature. The resulted reaction mixture was stirred for 24h at 80C. Progress of the reaction was monitored by TLC. The reaction mixture was quenched with the aqueous NH4Cl solution and extracted with ethyl acetate (3×20mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Purification of the residue on a silica gel column chromatography using petroleum ether/ethyl acetate as eluent furnished the ketone 7 (46-58%).

The synthetic route of 4897-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ramulu, B. Venkat; Mahendar; Krishna; Reddy, A. Gopi Krishna; Suchand; Satyanarayana; Tetrahedron; vol. 69; 38; (2013); p. 8305 – 8315;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 170112-66-0, name is 3,4,5-Trifluoroiodobenzene, A new synthetic method of this compound is introduced below., name: 3,4,5-Trifluoroiodobenzene

b) 6- (3 ,4,5-trifluorophenyl)- 8- ((2- (trimethylsilyl)ethoxy)methoxy)-3- ((2- (trimethylsilyl)ethoxy)methyl)guinazolin-4(3H)-oneA solution of 6-(4,4,5 ,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)- 8- ((2-(trimethylsilyl)ethoxy)methoxy)-3-((2-(trimethylsilyl)ethoxy)methyl)quinazolin-4(3H)-one(0.3g, 0.55 mmol) and 1,2,3-trifluoro-5-iodobenzene (0.18 g, 0.71 mmol) in dioxane (5 ml) was treated with bis(diphenylphosphino)feffocene-palladium(II)dichloride (0.04 g, 0.055 mmol). Aqueous 2M potassium carbonate solution (0.5 ml) was added and the reaction mixture was stuffed at 100 C for 16 hours. After extractive workup (ethyl acetate / water) the organic phasewas dried (Na2SO4), adsorbed on silica and chromatographed (silica gel, heptane / ethyl acetate =90:10 to 50:50) and triturated with hexane to furnish the title compound as a white solid (0.06 g,20%).MS: mle= 553.3 [M+H].

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BISSANTZ, Caterina; BONNAFOUS, Rene; BUETTELMANN, Bernd; JAKOB-ROETNE, Roland; LERNER, Christian; RUDOLPH, Markus; WO2014/102233; (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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H3F6I

General procedure: Diarylzinc reagents were generated in situ as described below. In all reactions, 1 equiv of diarylzinc reagent was used except for reactions with diphenylzinc reagent, where only 0.5 equiv was used.In a glovebox, ZnCl2 (136.3 mg, 1.0 mmol) and aryllithium (2.0 mmol) were weighed into a 4-dram and a 1-dram vial, respectively. Then a solution of aryllithium in THF (2 mL) was added dropwise to the suspension of ZnCl2 in THF (2 mL) at r.t. The mixture was stirred for 1 h, THF was removed, and the in situ generated diarylzinc reagent was dissolved in DMF (5 mL). CuI (9.5 mg, 0.050 mmol), aryl halide (1.0mmol), and LiCl (42.3 mg, 1.0 mmol) were weighed into a 15-mL pressure vessel and the diarylzinc reagent was added. The pressure vessel was then tightly capped, taken out of the glovebox, and placed in an oil bath preheated to 100 °C with vigorous stirring. After 12 h, the mixture was cooled to r.t., diluted with EtOAc (15 mL) and washed with H2O (3 × 5 mL); the aqueous fraction was back-extracted with EtOAc (3 × 5 mL). All of the EtOAc extracts were combined and dried (Na2SO4), and the solvent was removed on a rotary evaporator. The product was purified by column chromatography (silica gel, 0?10 percent EtOAc?hexanes).

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; Thapa, Surendra; Vangala, Adarsh S.; Giri, Ramesh; Synthesis; vol. 48; 4; (2016); p. 504 – 511;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 13421-13-1 as follows. Formula: C7H4ClIO2

Method 12; l-f4-Chloro-2-iodobenzoyl)-4-methylpiperazine; 4-Chloro-2-iodobenzoic acid (0.523 g, 1.85 mmol) was dissolved in thionyl chloride (2.5 ml) and one drop of dry DMF. The reaction mixture was stirred under reflux for 1 hr followed by evaporation of excess thionyl chloride. The residue was dissolved in dry DCM (5 ml) and iV-methylpiperazine (0.194 g, 1.94 mmol) was added in portions, followed by addition of TEA (0.196 g, 1.94 mmol). The mixture was stirred at ambient temperature overnight. The mixture was then diluted (DCM) and washed with saturated NaHCO3 (aq.), dried (Na2SO4), filtered and evaporated in vacuo. The product was purified by silica flash chromatography (CHCl3/MeOH gradient; 0 to 5% MeOH), giving the title compound (0.415 g, 61%) as a solid. NMR: 7.97 (d, J=2.0 Hz, IH), 7.54 (dd, J=8.3, 2.0 Hz, IH), 7.26 (d, J=8.3 Hz, IH), 3.69-3.53 (m, 2H), 3.08 (t, J=5.0 Hz, 2H), 2.38 (t, J=5.1 Hz, 2H), 2.36-2.21 (m, 2H), 2.19 (s, 3H); MS (ESI) m/z 365.

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/15064; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 116632-39-4, 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. 116632-39-4, name is 5-Bromo-2-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Standard procedure: Into a flask of 150 mL of EtiO at -78 C under N2, 4-bromo-1-iodo-2-methylbenzene (22.6 g, 76.1 mmol) in anhydrous EtiO (10 mL) is added.. Then n-BuLi in hexanes (2.5 M, 26 mL, 65 mmol) is added dropwise at -78 C and stirred for an additional hour. Then, freshly prepared crude (2S,3S,4S,5R,6R)-3,4,5-tris(benzyloxy)-6- ((benzyloxy)methyl)tetrahydro-2H-pyran-2-carbaldehyde (12.0 g, 21.7 mmol) dissolved in E20 (90 mL) is added via cannula over a period of 5 minutes. The mixture is stirred at -78 C for 30 min, and then slowly warmed to 0 C over a period of 1.5 h. The reaction mixture is quenched with saturated aq. NLLCl and extracted with EtOAc (250 mL x 3). The combined organic phase is washed with brine (100 mL), dried over NaiSOr and filtered. The filtrate is concentrated under reduced pressure and the residue is purified by silica gel chromatography DCM/EtO Ac/petroleum ether to give (R)-(4-bromo-2-methylphenyl)((2R,3S,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanol (4.0 g, 25% yield for two steps) as a light yellow oil and (S)-(4-bromo-2-methylphenyl)((2R,3S,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)methanol (8.0 g, 51 % yield for two steps) as a light yellow oil. (R) isomer: Formula: C42H43Br06 Exact Mass: 722.22 Molecular Weight: 723.69 Analytical data for 1 R: NMK (300 MHz, CDCl3) d 7.41-7.28 (m, 21H), 7.18-7.13 (m, 2H), 5.08 (d,.7= 5.1Hz, 1H), 4.71 (d, J= 11.7 Hz, 1H), 4.64-4.56 (m, 3H), 4.49 (s, 2H), 4.40 (s, 2H), 4.28 – 4.21 (m, 1H), 4.18 – 4.13 (m, 1H), 4.10 (t, J= 5.1Hz, 1H), 3.99-3.94 (m, 1H), 3.89 (t, J= 5.9 Hz, 1H), 3.83-3.70 (m, 2H), 3.49 (br. s., 1H), 2.29 (s, 3H). ESI-MS [M+Na+] calcd for (CriH-nB ENa) found: 745.5 (100%), 747.5 (97.3%) (S) isomer: Formula: C42H43BrC>6 Exact Mass: 722.22 Molecular Weight: 723.69 Analytical data for IS: 1H NMR (300 MHz, CDCl3) d 7.37 – 7.16 (m, 23H), 5.06 (d, J= 5.5 Hz, 1H), 4.73 – 4.67 (m, 1H), 4.62 – 4.44 (m, 7H), 4.11 – 4.03 (m, 2H), 3.85 – 3.76 (m, 3H), 3.73 – 3.67 (m, 2H), 3.19 (br. s., 1H), 2.18 (s, 3H). ESI-MS [M+Na]+ calcd for C42H43BrOeNa+ 745.21, found 745.5 (100%), 747.5 (97.3%).

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

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; FIMBRION THERAPEUTICS, INC.; BISHOP, Michael Joseph; COLANDREA, Vincent J.; LI, Yuehu; STEWART, Eugene L.; STRAMBEANU, Iulia; WIDDOWSON, Katherine Louisa; JANETKA, James Walter; MCGRANE, Laurel Kathryn; (0 pag.)WO2020/12336; (2020); 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