Month: January 2021

Related Products of 6293-83-0,Some common heterocyclic compound, 6293-83-0, name is 2-Iodo-4-nitroaniline, molecular formula is C6H5IN2O2, 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.

V-Benzyl-5-bromo-2-iodobenzamide (805 mg, 1.93 mmol), 2-iodo-4-nitroaniline (425 mg, 1.61 mmol), copper(I) iodide (123 mg, 0.65 mmol), and potassium carbonate (1.11 g, 8.0 mmol) were taken up in anhydrous DMSO (1 1 mL). The resulting reaction mixture was first stirred at 80C for 2 hr, followed by heating to 135 C for another 16 hr. After cooling to room temperature, the mixture was diluted with an excess of EtzO and washed with water. The organic layer was dried over NaiSO-s, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex = 0 : 100 to 100 : 0) to give 10-benzyl -2-bromo-8- nitro-5,10-dihydro- 1 1/7-dibenzo[¡ê>,e][l ,4]diazepin-l l-one (179 mg, 26 %).

The synthetic route of 6293-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164948; (2019); 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. 204257-72-7, name is Methyl 2-fluoro-4-iodobenzoate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 2-fluoro-4-iodobenzoate

a. Methyl 2-fluoro-4-((3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2- yI)amino)benzoate (106). To a solution of 6 (1.7074 g, 7.86 mmol), 2 (2.2494 g, 8.03 mmol), CsCO3 (6.24 g, 19.2 mmol), rac-BJNAP (0.3 824 g, 0.6 14 mmol) in toluene (9.0 mL) in a 100 mL round-bottomed flask was added Pd2(dba)3 (0.3593 g, 0.39 mmol). The solution was sparged with nitrogen for 5 mm., then a reflux condenser was fitted to the flask, the atmosphere was evacuated and back-filled with nitrogen (three times), and the reaction was heated to reflux with stirring in an oil bath (125-120 C) for 22h. After cooling the reaction to room temperature, excess cesium carbonate and other solid particulates were filtered and washed with ethyl acetate, and the organic filtrate was concentrated in vacuo to give a crude product that was purified by column chromatography (150 mL Si02, 5% ethyl acetate:hexanes) to give 106 (1.9009 g, 65%) as a crystalline solid, m.p. 159.7-165.1C: ?H NMR (400 MHz, CDC13)oe 7.79 (t,J 8.8, 1H), 7.17 (d,J= 3.6, 1H), 6.51 (dd,J= 8.8, 2.0, 1H), 6.38 (dd, J= 13.6, 2.0 1H), 5.74 (br s, 1H), 3.87 (s, 3H), 2.17 (s, 3H), 1.68 (s, 4H), 1.29 (s, 6H),1.24 (s, 6H); ?3C NMR (100.6 MHz, CDC13) oe 165.3, 165.0, 164.9, 162.7, 151.9, 151.8, 143.9, 142.6,135.2, 133.6, 133.5, 129.9, 129.1, 122.5, 109.6, 109.5, 107.5, 107.4, 100.9, 100.6, 51.7, 35.0. 34.9,34.0, 33.9, 31.8; JR (neat) 3346, 2922, 1698, 1606, 1264 cm?; ES-MS (M+Na)+ calcd for C23H28FNO2Na 392.2002, found 392.2003.

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; ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; WAGNER, Carl; MARSHALL, Pamela; JURUTKA, Peter; WO2015/130973; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, 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. Computed Properties of C6H3BrINO2

Intermediate M4-a (5.1 g, 18.4 mmol) and 2-iodo-5-bromonitrobenzene (15.3 g, 46.7 mmol), sodium tert-butoxide(7.1g, 74.4mmol), toluene 100mL, nitrogen protection, 0.3g Pd2(dba)3, tri-tert-butylphosphine (20ml, 10% toluene)Liquid), start stirring, heat to 100 C reflux, reaction 12h, the reaction liquid is washed, the organic phase is concentrated, passed through the silica gel column, the eluent isPetroleum ether: ethyl acetate = 50:1, concentrated eluent to give intermediate M4-b (9.2 g, yield 73.9%).

The synthetic route of 4-Bromo-1-iodo-2-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Zhang Yaguang; Zhang Xianghui; Ren Xueyan; (36 pag.)CN108440543; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 33348-34-4, A common heterocyclic compound, 33348-34-4, name is 4-Amino-3-iodobenzonitrile, molecular formula is C7H5IN2, 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 25 mL reaction tube was charged with 2-haloaniline 1 (0.6 mmol), potassium o-ethyldithiocarbonate 2 (1.8 mmol), FeF3 (0.06 mmol), 2,2?-bis(diphenylphosphino)-1,1?-binaphthyl (0.03 mmol) and DMF (4 mL). The reaction vessel was flushed with argon for three times and sealed. Then the mixture was stirred electromagnetically in an oil bath at 110 for 3 – 21 hours. The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, then 4 mL HCl (3mol/L) was added and stirred for 30 minutes. Then the reaction mixture solution was extracted by ethyl acetate (3*20 mL). Subsequently, the combined organic solution were dried by anhydrous sodium sulfate and the target product was purified by silica gel colum chromatography (eluent: petroleum ether / ethylacetate) to give the corresponding pure product 3.

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; Gao, Min; Lou, Chunqing; Zhu, Ning; Qin, Weijing; Suo, Quanling; Han, Limin; Hong, Hailong; Synthetic Communications; vol. 45; 20; (2015); p. 2378 – 2385;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 33184-48-4, These common heterocyclic compound, 33184-48-4, name is 4-Chloro-2-iodo-1-methylbenzene, 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.

Alternatively, to a mixture of magnesium (1.46 g, 60.0 mmol) and tetrahydrofuran (100 ml) was added a small crystal of iodine followed by 4-chloro-2-iodo-toluene (12.62 g, 50 mmol). The mixture was heated under gentle reflux in an argon atmosphere for 6 hours and then cooled to -78 C. A solution of cyanuric chloride (7.84 g, 42.5 mmol) in tetrahydrofuran (45 ml) was added over 25 minutes. After stirring at -78 C. for 1 hour, the mixture was slowly warmed to room temperature and stirred for 16 hours. The reaction mixture, cooled in an ice bath, was quenched by slow addition of hydrochloric acid (1 M, 15 ml). The mixture was diluted with water (150 ml) and extracted with dichloromethane (3*125 ml). The combined extracts was washed with water (150 ml), dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluding with ethyl acetate-hexane (7:93) to provide 2,4-dichloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazine (10.2 g, 87% yield) as a white powder.

The synthetic route of 33184-48-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cell Therapeutics, Inc.; US2003/153570; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 624-75-9, name is 2-Iodoacetonitrile, 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. category: iodides-buliding-blocks

1-Methylimidazole and 12 iodoacetonitrile in 13 ethanol was refluxed and stirred at 50C for 12h, the mole ratio was 1:1. A faint yellow powder forms in the reaction. After evaporation of the solvent, the crude product was washed with ethyl acetate and diethyl ether three times, respectively, and dried under vacuum at 50C for 24h to provide pure [MCNIm][I]. Anion exchange with LiTFSI afforded the liquid-state [MCNIm][TFSI] in high yield over 80%. The chemical structure was further confirmed by 1H NMR (DMSO-d6, 400MHz): 9.26 (s, 1H), 7.90 (t, 1H), 7.81 (t, 1H), 5.60 (s, 2H), 3.89 (s, 3H). Using a similar procedure, [RCNIm][I] and [RCNIm][TFSI] from 14 1-ethylimidazole and 1-buthylimidazole can also be obtained and purified. 1HNMR (DMSO-d6, 400MHz) for [ECNIm][I]: 9.34 (s, 1H), 7.92 (t, 2H), 5.59 (s, 2H), 4.26 (m, 2H), 1.43 (s, 3H). 1HNMR (DMSO-d6, 400MHz) for [BCNIm][I]: 9.34 (s, 1H), 7.93 (t, 1H), 7.91 (t, 1H), 5.59 (s, 2H), 4.23 (m, 2H), 1.78 (m, 2H), 1.26 (m, 2H), 0.91 (t, 3H).

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

Reference:
Article; Su, Ying; Wang, Hao; Zhao, Jie; Rummeli, Mark H.; Gao, Yongqian; Jiang, Ying-Bing; Zhang, Labao; Zou, Guifu; Electrochimica Acta; vol. 280; (2018); p. 258 – 265;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 612-55-5, name is 2-Iodonaphthalene, molecular formula is C10H7I, 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. SDS of cas: 612-55-5

Substrate Compound 1 (0.1 mmol, 43.4 mg) , Pd(TFA)2 (0.01 mmol, 3.3 mg) , and Ag2C03 (0.15 mmol, 41.4 mg) were weighed out open to air and placed in a microwave tube (5 mL) with a magnetic stir bar. The aryl iodide (0.15 mmol), 2-picoline (0.02 mmol, 2 muIota , TFA (0.02 mmol, 2 mu) , and DCE (0.5 mL) were added. The reaction vessel was sealed and the mixture was first stirred at room temperature for 10 minutes and then heated to 100 C for 20 hours with vigorous stirring. Upon completion, the reaction mixture was cooled to room temperature. The solvents were removed under reduced pressure and the resulting mixture was purified by a silica gel-packed flash chromatography column using toluene/EtOAc or hexane/EtOAc as the eluent. (S) -3- (Naphthalen-2-yl) -2-phthalimido-N- (2,3,5,6- tetra luoro-4- (trifluoromethyl)phenyl) propanamide (2q) Substrate Compound 1 was arylated following the general arylation procedure A. Analysis of crude reaction mixture by 1H NMR showed a 14:1 ratio of mono- and diarylated products. After purification by column chromatography using toluene/EtOAc (30/1) as the eluent, Compound 2q was obtained as a light yellow solid (50.7 mg, 91%). NMR (600 MHz, CDC13) delta 8.52 (br s, 1H) , 7.77-7.71 (m, 4H) , 7.68-7.62 (m, 4H) , 7.41-7.37 (m, 2H) , 7.36-7.34 (m, 1H) , 5.47 (dd, Ji = 6.6 Hz, J2 = 10.2 Hz, 1H) , 3.82-3.74 (m, 2H) ; 13C NMR (150 MHz, CDC13) 6168.1, 166.7, 134.6, 133.3, 132.9, 132.5, 131.0, 128.7, 127.9, 127.6, 127.5, 126.5, 126.2, 125.9, 123.8, 56.3, 35.4; HRMS (ESI- TOF) Calcd for C28Hi6F7N203 [M+H] + : 561.1044; found: 561.1048.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 612-55-5, its application will become more common.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; WO2015/131100; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 624-75-9, 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. 624-75-9, name is 2-Iodoacetonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a ice cooled stirred solution of ((benzyloxy)carbonyl)-phenylalanine (19) (0.5 g, 1.670 mmol) and TEA (0.233 mL, 1.670 mmol) in DMF (5 mL) was added 2-iodoacetonitrile (0.121 mL, 1.670 mmol) drop-wise and the resulting solution was stirred at room temperature for 12 h. The progress of the reaction was monitored by TLC. After completion, the reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (2 x 25 mL). Combined organic layer was washed with water (50 mL), saturated brine solution (50 mL) and dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure to afford brown gummy liquid of the crude product. The crude compound was purified by silica-gel flash column chromatography (eluted with ethyl-acetate/pet-ether = 2/10) to afford Cyanomethyl ((benzyloxy)carbonyl)phenylalaninate (1f) (0.5 g, 88%) as off-white solid. 1H NMR (300 MHz, DMSO-d6): delta 7.19-7.38 (m, 11H), 5.02 (s, 2H), 4.96 (d, 2H), 4.33-4.41 (m, 1H), 2.87-3.10 (m, 2H). 13C NMR (75 MHz, DMSO-d6): delta 171.4, 156.3, 136.4, 137.3, 137.2, 129.6, 128.8, 128.7, 128.2, 128.0, 127.1, 116.1, 65.9, 55.6, 49.9, 36.5 MS (ESI): 356.2 as [M+H2O] in +Ve mode and as 338.2 [M-1] in -Ve mode.

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

Reference:
Article; Karmakar, Ananta; Basha, Mushkin; Venkatesh Babu; Botlagunta, Murali; Malik, Noormohamed Abdul; Rampulla, Richard; Mathur, Arvind; Gupta, Arun Kumar; Tetrahedron Letters; (2018); p. 4267 – 4271;,
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. 52807-27-9, name is 4-Chloro-2-iodoanisole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H6ClIO

Example 5: Synthesis of 1-BICYCLO [2.2. 1] hept-5-en-2-ylmethyl-4- (5-chloro-2-methoxy-phenyl)-2-methyl-piperazine. CH3 Pd2dba3 1 I N (+)-BINAP OMe CNH NaBH (OAc) 3 OMe N I C 3 18-crown-6 SN QCH3 y’J”3 i J N NaOt-Bu/THF H pwave, 80 OC 5 mine [0102] 10 mg (0. 010 eq) PD2DBA3-CHC13, 9. 0 mg (0.015 eq) racemic BINAP, 135 mg (1.4 eq) NAOT-BU, 370 mg (1.4 eq) 18- crown-6 ether and 1.0 mL anhydrous tetrahydrofuran were combined in a microwave vial. 268 mg (1.0 EQ, 1. 0 mmol) 4-Chloro-2- IODOANISOLE was added, followed by 120 mg (1.2 eq) racemic 2- methylpiperazine. The vial was flushed with nitrogen prior to being microwaved at 80C for 5 minutes. The reaction mixture was diluted with 1.0 mL DMSO: methanol (1 : 1) and centrifuged (4, 000 rpm, RT, 8 min). The supernatant was filtered and purified by reverse-phase HPLC (2-99% CH3CN in 0. 085% TFA (AQ), 50 ML/MIN, 2.0 mL injected). Yield = 50 mg (14%) of a light brown oil (isolated as the mono-TFA salt); [0103] 1H-NMR (400 MHZ, DMSO-D6) No. 9.14 (br d, J = 8.6 Hz, 1H), 8. 71 (br d, J = 7.8 HZ, 1H), 7. 10 (dd, J = 8.7 HZ, 2. 4 HZ, 1H), 6. 99 (d, J = 8.8 HZ, 1H), 6. 94 (d, J = 2.5 HZ/1H)/3. 80 (S, 3H), 3. 42 (br M, 4H), 3. 17 (M, 1H), 2. 85 (M, 1H), 2. 72 (M, 1H), 1. 25 (d, J = 6.4 HZ, 3H) ; LC/MS retention time (10-99% CH3CN/0. 05% TFA gradient over 5 min): 1.82 min; Theoretical (M+H) + m/z = 241. 1; Found 241.2.

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 52807-27-9.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2005/30188; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 645-00-1, name is 1-Iodo-3-nitrobenzene, 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 645-00-1, category: iodides-buliding-blocks

General procedure: An aryl halide (1.0mmol) and a terminal alkyne (1.0mmol) was added to a mixture of PS-triazine-Pd(II) (0.001mmol) and base (1mmol) in a glass flask under vigorous stirring. The mixture was stirred at room temperature for 3h under aerobic conditions. Upon completion of the reaction, the reaction mixture was dissolved in chloroform (2mL). The palladium catalyst was separated from the mixture by filtration, washed with acetonitrile (10mL), and reused in the next run. Then to the chloroform solution was added toluene (1.0mmol) as the internal standard for GC analysis. After the analysis, the solvent was removed under vacuum, and the crude product was subjected to silica gel column chromatography using CHCl3-CH3OH (95:5) as eluent to afford the pure product.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Bakherad, Mohammad; Bahramian, Bahram; Jajarmi, Saeideh; Journal of Organometallic Chemistry; vol. 749; (2014); p. 405 – 409;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com