Category: 626-44-8

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 626-44-8 as follows. Formula: C6H3I3

Synthesis of 1 , 3 , 5-tris [( 1 , 3-diethylcarboxylate-5- ( 4- (ethynyl ) phenyl )) butadiynyl ] -benzene (compound 6). 1,3,5- Triiodobenzene (5, 1.1 g, 2.41 mmol), compound 4 (3.0 g, 11.1 mmol), THF (100 ml), and diisopropylamine (50 ml) are combined in a 500 mL Schlenk flask equipped with a magnetic stir bar and a rubber stopper. The mixture is cooled to -78 °C in an acetone/dry ice bath and subjected to three cycles of brief vacuum-degas/N2 back-fill with no stirring. Then Pd(PPh3)4 (450 mg, 0.39 mmol) and Cul (150 mg, 0.79 mmol) is added to this degassed solution under positive N2 flow and the mixture is degassed for three more cycles. The solution is stirred for 48 h at 25 °C, concentrated, and dried under high vacuum. The remaining brown paste is redissolved in a minimum amount of CHCI3, and column chromatographed over silica gel using CHCI3 (stabilized with 2percent ethanol) to give a brown solid (2.1 g) , which is recrystallized three times from CHCl3:EtOH (75 ml, 2:1, v/v) to give the product 6 as an off-white solid. Yield = 1.7 g (80percent). XH NMR (500 MHz, CDC13) is shown in Fig. 16, where delta 1.42 (t, J = 7.0 Hz, 18H, -C02CH2C) , 4.43 (q, J = 7.0 Hz, 12H, -C02Cfi2CH3) , 7.65 (s, 3H, Ar2-fi) , 8.35 (d, J = 1.5 Hz, 6H, Ari-H) , 8.67 (t, J = 1.5 Hz, 3H, Ari-H) . 13C NMR (126 MHz, CDCI3) is shown in Fig. 17, where delta 14.43, 61.88, 75.13, 75.50, 79.78, 80.63, 122.45, 123.00, 131.29, 131.60, 136.72, 137.36, and 164.92.

According to the analysis of related databases, 626-44-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NORTHWESTERN UNIVERSITY; FARHA, Omar, K.; HUPP, Joseph, T.; WILMER, Christopher, E.; ERYAZICI, Ibrahim; SNURR, Randal, Q.; GOMEZ-GUALDRON, Diego, A.; BORAH, Bhaskarjyoti; WO2013/192146; (2013); A1;,
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 626-44-8 as follows. Recommanded Product: 1,3,5-Triiodobenzene

Synthesis of 1 , 3 , 5-tris [( 1 , 3-diethylcarboxylate-5- ( 4- (ethynyl ) phenyl )) butadiynyl ] -benzene (compound 6). 1,3,5- Triiodobenzene (5, 1.1 g, 2.41 mmol), compound 4 (3.0 g, 11.1 mmol), THF (100 ml), and diisopropylamine (50 ml) are combined in a 500 mL Schlenk flask equipped with a magnetic stir bar and a rubber stopper. The mixture is cooled to -78 °C in an acetone/dry ice bath and subjected to three cycles of brief vacuum-degas/N2 back-fill with no stirring. Then Pd(PPh3)4 (450 mg, 0.39 mmol) and Cul (150 mg, 0.79 mmol) is added to this degassed solution under positive N2 flow and the mixture is degassed for three more cycles. The solution is stirred for 48 h at 25 °C, concentrated, and dried under high vacuum. The remaining brown paste is redissolved in a minimum amount of CHCI3, and column chromatographed over silica gel using CHCI3 (stabilized with 2percent ethanol) to give a brown solid (2.1 g) , which is recrystallized three times from CHCl3:EtOH (75 ml, 2:1, v/v) to give the product 6 as an off-white solid. Yield = 1.7 g (80percent). XH NMR (500 MHz, CDC13) is shown in Fig. 16, where delta 1.42 (t, J = 7.0 Hz, 18H, -C02CH2C) , 4.43 (q, J = 7.0 Hz, 12H, -C02Cfi2CH3) , 7.65 (s, 3H, Ar2-fi) , 8.35 (d, J = 1.5 Hz, 6H, Ari-H) , 8.67 (t, J = 1.5 Hz, 3H, Ari-H) . 13C NMR (126 MHz, CDCI3) is shown in Fig. 17, where delta 14.43, 61.88, 75.13, 75.50, 79.78, 80.63, 122.45, 123.00, 131.29, 131.60, 136.72, 137.36, and 164.92.

According to the analysis of related databases, 626-44-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NORTHWESTERN UNIVERSITY; FARHA, Omar, K.; HUPP, Joseph, T.; WILMER, Christopher, E.; ERYAZICI, Ibrahim; SNURR, Randal, Q.; GOMEZ-GUALDRON, Diego, A.; BORAH, Bhaskarjyoti; WO2013/192146; (2013); A1;,
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. 626-44-8, name is 1,3,5-Triiodobenzene, A new synthetic method of this compound is introduced below., Formula: C6H3I3

A solution of 1,3,5-triiodobenzene (0.226 g, 0.497 mmol),2-ethynyl-4,6-dimethylpyrimidine (0.229 g, 1.739 mmol),Pd(PPh3)2Cl2(0.034 g, 0.049 mmol), CuI (0.018 g, 0.097 mmol) inEt3N (15 mL) was stirred at 90C for 24 h under nitrogen atmosphere, the TLC monitoring indicated the consumption of startingmaterials. The reaction mixture was cooled,filtered through Celiteand evaporated under reduced pressure. The crude product waspurified by column chromatography on silica gel (EtOH was usedfor thefirst purification followed by a second one with ethyl acetateas eluent) to afford the title compound3as brown solid (0.097 g,42percent). Mp: 230C. IR (cm1, neat): 2962, 2923, 2900, 2172, 1949,1738, 1587, 1535, 1441, 1346, 1251, 1176, 1036, 956, 943, 845, 788,761, 704, 634, 619;1H NMR (300 MHz, CDCl3)d(ppm): 2.52 (s, 18H),7.01 (s, 3H), 7.88 (s, 3H);13C NMR (75 MHz, CDCl3)d(ppm): 24.0,84.3, 89.4, 119.5, 122.8, 136.6, 152.2, 167.3; HRMS: calcd forC30H25N6[MH]469.2141; found 469.2144.

The synthetic route of 626-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Martin, Flavia-Adina; Baudequin, Christine; Fiol-Petit, Catherine; Darabantu, Mircea; Ramondenc, Yvan; Ple?, Nelly; Tetrahedron; vol. 70; 15; (2014); p. 2546 – 2555;,
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. 626-44-8, name is 1,3,5-Triiodobenzene, A new synthetic method of this compound is introduced below., Computed Properties of C6H3I3

1,3,5-triiodobenzene (33.0 g, 0.10 mol), Pd(dppf)Cl2.CH2Cl2 (700 mg, 0.86 mmol) under nitrogen atmosphereCuI (330 mg, 1.73 mmol) and isopropylamine (60 ml) were added to tetrahydrofuran (400 ml), and stirred at room temperature for 10 min.Trimethylsilylacetylene (32.3 g, 0.33 mol) was slowly added by syringe, and the mixture was warmed to 80 ° C and stirred for 12 hours.TLC showed the end of the reaction, and a silica gel column (PE/EA = 4/1 to 2/1) gave Compound 11 (33.0 g, yield 90percent).

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; Shanghai Hehui Optoelectric Co., Ltd.; Wu Fan; (24 pag.)CN108530431; (2018); A;,
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. 626-44-8, name is 1,3,5-Triiodobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H3I3

1,3,5-triiodobenzene (22.8 g, 0.05 mol) under nitrogen protection,Pd(dppf)Cl2.CH2Cl2 (2.0g, 0.0025mol) and CuI (10.0g, 0.052mol), isopropylamine (200ml) were added to tetrahydrofuran (500ml), sodium benzotriazole (22.5g, 0.16mol) The mixture was slowly added, and the mixture was heated to 80 ° C and stirred for 12 hours. TLC showed the end of the reaction, and a silica gel column (PE/EA = 2/1 to 1/1) afforded Compound 11 (15.6 g, yield 73percent).

The synthetic route of 626-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Hehui Optoelectric Co., Ltd.; Wu Fan; (29 pag.)CN108623600; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 626-44-8, name is 1,3,5-Triiodobenzene, 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 626-44-8, Product Details of 626-44-8

Ethynyl-dC was synthesized following the procedure of Dodd et ah, Org. Biomol. Chem. (2010) 8:663-6665. Ethynyl-dC (0.2 g, 0.796 mmol) was then dissolved in DMF (10 mL) and maintained under nitrogen atmosphere. To this solution NEt (0.1.12 mL, 7.96 mmol), 1,3,5-triiodobenzene (1.11 g, 2.39 mmol), Pd(Ph P)4 (92 mg, 0.080 mmol) and Cul (31 mg, 0.16 mmol) were added sequentially with stirring under nitrogen. The reaction was continued at rt for 2 h and TLC (10percent MeOH in DCM) and LCMS (ES+) indicated complete disappearance of starting material. After removing the solvent under reduced pressure, the residue was chromatographed on silica gel column using 0 – 20percent MeOH gradient over DCM) to get pure product (0.324 g, 70percent). TLC:(10percent MeOH in DCM): Rf = 0.52. LCMS (ES+): (M+H) calculated mass: 579.14 and observed mass: 579.31. 1H-NMR (DMSO-d6): delta 8.82 (bs, 2H, 4-NH2), 8.38 (s, 1H, 6-H), 8.06 (t, 1H, Ar-H), 8.00 (d, 2H, Ar-H), 6.10 (t, 1H, l’-H), 5.22 (d, 1H, 2′-OH), 5.13 (t, 1H, 5′- OH), 4.22 (m, 1H, 4H), 3.80 (m, 1H, 3′-H), 3.63 – 3.68 (m, 1H, 5′-H), 3.55 – 3.61 (m, 1H, 5″-H), 2.15 – 2.22 (m, 1H, 2′-H), 1.98 – 2.04 (m, 1H, 2″-H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3,5-Triiodobenzene, and friends who are interested can also refer to it.

These common heterocyclic compound, 626-44-8, name is 1,3,5-Triiodobenzene, 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. Recommanded Product: 626-44-8

General procedure: To a mixture of 3-methoxy-6-(trimethylsilyl)ethynylpyridazine(0.185 g, 0.766 mmol), 1,3,5-triiodobenzene (0.100 g, 0.219 mmol), Pd2(dba)3(0.020 g, 0.021 mmol), CuI (0.004 g, 0.021 mmol), PPh3 (0.005 g, 0.021 mmol) under nitrogen atmosphere were added dry Et3N (10 mL) and toluene (10 mL). The reaction mixture was cooled to 0 C and TBAF (1 M in THF, 1.53 mL) was added dropwise and the reaction mixture was stirred for 10 min. The solution was heated to50C for 48 h. The reaction was cooled,filtered through Celiteandevaporated under reduced pressure. The crude product was purified by column chromatography on silica gel (petroleum ether/ethyl acetate2:1) to give the title compound1as a brown solid (0.055 g, 55percent). Mp: >260C. IR (cm1, neat): 1400, 2952, 2219,1582, 1538, 1466, 1423, 1403, 1335, 1296, 1166, 1133, 1098, 1010, 965,873, 841, 759, 673;1H NMR (300 MHz, CDCl3)d(ppm): 4.19 (s, 9H),7.00 (d,J9.3 Hz, 3H), 7.54 (d,J9.3 Hz, 3H) 7.84 (s, 3H);13C NMR(75 MHz, CDCl3)d(ppm): 55.3, 87.3, 89.8, 116.8, 123.3, 132.6, 135.6,143.3, 163.7; MS (TOF MS ESI);m/z(rel int. percent): (MH) 475 (100),516 (MHacetonitrile)

The synthetic route of 1,3,5-Triiodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Martin, Flavia-Adina; Baudequin, Christine; Fiol-Petit, Catherine; Darabantu, Mircea; Ramondenc, Yvan; Ple?, Nelly; Tetrahedron; vol. 70; 15; (2014); p. 2546 – 2555;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 626-44-8,Some common heterocyclic compound, 626-44-8, name is 1,3,5-Triiodobenzene, molecular formula is C6H3I3, 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.

A mixture of 3 (210.4 mg, 0.461 mmol), 4 (0.25 mL, 1.75 mmol), PdCl2(PPh3)2 (48.5 mg, 0.069 mmol), PPh3 (36.3 mg, 0.138 mmol), CuI (13.2 mg, 0.069 mmol), Et3N (2.0 mL), and THF (5.0 mL) was placed in a round-bottom flask equipped with a magnetic stirring bar. After degassing the reaction mixture several times, the reaction was carried out at 40 ¡ãC for 16 h with stirring. After the reaction mixture was cooled to room temperature, CHCl3 was added to the mixture. Precipitates were removed by filtration, and the solvent was evaporated. The residue was purified by SiO2 column chromatography (hexane as an eluent, Rf = 0.15), and crystallization was carried out to afford 5 as a colorless solid (172.5 mg, 0.373 mmol, 81percent).

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

Reference:
Article; Morisaki, Yasuhiro; Gon, Masayuki; Tsuji, Yuichi; Kajiwara, Yuichi; Chujo, Yoshiki; Tetrahedron Letters; vol. 52; 42; (2011); p. 5504 – 5507;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 626-44-8,Some common heterocyclic compound, 626-44-8, name is 1,3,5-Triiodobenzene, molecular formula is C6H3I3, 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.

A mixture of 1,3,5-triiodobenzene (0.46 g, 1.0 mmol), diphenylphosphine oxide (0.73 g, 3.6 mmol), CuI (0.06 g, 0.30 mmol), l-proline (0.04 g, 0.30 mmol), and Cs2CO3 (1.5 g, 4.5 mmol) was added to toluene solution (30 mL). The mixture was refluxed under nitrogen for 48 h. After the reaction finished, the reaction mixture was extracted with dichloromethane and washed with water. The organic layer was dried by anhydrous MgSO4 and filtered. The product was isolated by silica gel column chromatography using methanol/ethyl acetate (1:5) as eluent to afford a white solid (0.64, 52%). 1H NMR (300 MHz, CDCl3, delta): 8.08 (t, J = 11.9 Hz, 3H), 7.52 (dd, J = 12.9, 7.2 Hz, 18H), 7.39 (dd, J = 9.8, 4.8 Hz, 12H). 13C NMR (75 MHz, CDCl3, delta): 141.05, 141.02, 140.91, 134.89, 134.66, 134.39, 133.00, 131.36, 131.19, 31P NMR (121 MHz, CDCl3, delta): 27.59. HRMS [m/z]: calcd for C42H33O3P3, 678.1643; found, 679.1711 [M+H+]. Anal. Calcd. for C42H33O3P3: C, 74.33; H, 4.90. Found: C, 74.36; H, 4.88.

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

Reference:
Article; Ban, Xinxin; Sun, Kaiyong; Sun, Yueming; Huang, Bin; Jiang, Wei; Organic electronics; vol. 33; (2016); p. 9 – 14;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 626-44-8, 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. 626-44-8, name is 1,3,5-Triiodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 3 (98.0 mg, 0.211 mmol), 4 (0.06 mL, 0.42 mmol), PdCl2(PPh3)2 (14.8 mg, 0.021 mmol), PPh3 (11.1 mg, 0.042 mmol), CuI (4.0 mg, 0.021 mmol), Et3N (4.0 mL), and THF (5.0 mL) was placed in a round-bottom flask equipped with a magnetic stirring bar. After degassing the reaction mixture several times, the reaction was carried out at 40 ¡ãC for 3 h with stirring. After the reaction mixture was cooled to room temperature, CHCl3 was added to the mixture. The mixture was filtered by Celite, and the solvent was evaporated. The residue was subjected to SiO2 column chromatography (hexane as an eluent) to obtain 6 (30.6 mg, 0.067 mmol, 32percent), S1 (40.2 mg, 0.088 mmol, 42percent), and 5 (4.0 mg, 0.086 mmol, 4percent) as colorless solids.

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, 1,3,5-Triiodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Morisaki, Yasuhiro; Gon, Masayuki; Tsuji, Yuichi; Kajiwara, Yuichi; Chujo, Yoshiki; Tetrahedron Letters; vol. 52; 42; (2011); p. 5504 – 5507;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com