Tag: M.W=300-400

Electric Literature of 702641-04-1, The chemical industry reduces the impact on the environment during synthesis 702641-04-1, name is 2-Iodo-5-(trifluoromethyl)benzoic acid, I believe this compound will play a more active role in future production and life.

Borane-THF (1.0M solution in THF; 94 mL; 94 mmol) was added to a stirred solution of 2-iodo-5- (trifluoromethyl)benzoic acid (Intermediate 7, 2.97g; 9.4 mmol) in THF (300 mL) at O0C under N2- The reaction was heated at reflux for 90 min and then carefully quenched with 6N HCl until no further gas evolution. The reaction was diluted with H2O (250 mL) and extracted with EtOAc (3 x 250 mL). The combined extracts were washed with brine (300 mL), dried over MgSO-J, filtered, and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel (0-25% EtOAc/hexanes gradient) to afford [2-iodo-5-(trifluoromethyl)phenyl]methanol as a white solid. LCMS = 285.0 (M – 17)+. lH NMR (CDCI3, 500 MHz): delta 7.97 (d, J= 8.3 Hz, 1 H), 7.79 (s, 1 H), 7.28 (d, J= 8.4 Hz, 1 H),4.75 (s, 2 H).

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-Iodo-5-(trifluoromethyl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/41494; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 182056-39-9, These common heterocyclic compound, 182056-39-9, name is 2-Bromo-4-iodo-1-methoxybenzene, 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.

To a 100 ml round bottom flask was added copper (I) iodide (30.4 mg, 0.16 mmol), 2-(2-pyridyl)benzimidazole (31.2 mg, 0.16 mmol), cesium carbonate (625 mg, 1.92 mmol) and DMF (5.35 ml). The reaction mixture was heated to 60C for 1 h then (1 H-pyrazol-3-yl)methanol (235 mg, 2.40mmol) and 2-bromo-4-iodo-1-methoxybenzene (500 mg, 1.60 mmol) were added and the mixturewas heated at 1 oooc for 18 hours. The reaction was cooled, diluted with EtOAc and filteredthrough celite. The filtrate was concentrated in vacuo and purified by silica gel chromatography (0-1 00% EtOAc in Hepane) to afford (1-(3-bromo-4-methoxyphenyl)-1 H-pyrazol-3-yl)methanol (35310 mg) MS [M+2H+] = 285.0.

The synthetic route of 182056-39-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CHEUNG, Atwood; CHIN, Donovan Noel; DALES, Natalie; FAZAL, Aleem; HURLEY, Timothy Brian; KERRIGAN, John; O’BRIEN, Gary; SHU, Lei; SUN, Robert; SUNG, Moo; WO2014/28459; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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: 4-Iodobenzenesulfonyl chloride

4-iodobenzenesulfonyl chloride (5.00 g, 16.5 mmol) was added to 250 mL dry three-necked flask and fluorobenzene (7.30 g, 76.0 mmol) was added and stirred.Add anhydrous aluminum chloride (3.31g, 24.8mmol), raise the temperature to 40 ~ 50 C, react 5 ~ 6h, after the reaction is over,Dichloromethane (50 mL) was added to a three-necked flask, dilute hydrochloric acid was slowly added, and stirring was continued until no precipitation was observed.Then, the reaction solution was poured into a separatory funnel, extracted three times with dichloromethane, and then washed with dilute hydrochloric acid for 2 to 3 times until the water layer became colorless.Dry the organic layer over anhydrous sodium sulfate.After filtration, the filtrate was spin-dried in a rotary evaporator to give 4.80 g of a yellow-white solid with a yield of 80%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 98-61-3, its application will become more common.

Reference:
Patent; Shenzhen Huaxing Optoelectric Co., Ltd.; Sun Yat-sen University; Li Xianjie; Wu Yuanjun; Lv Boyan; Yu Tao; Huang Qiuyi; Xie Zongliang; Ou Depei; Wang Leyu; Chi Zhenguo; Zhang Yi; Liu Siwei; Xu Jiarui; (15 pag.)CN108101941; (2018); A;,
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. 62720-29-0, name is 1,3-Dibromo-5-fluoro-2-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 62720-29-0

Example 102a 2,6-Dibromo-4-fluorobenzaldehyde 102a A solution of 1,3-dibromo-5-fluoro-2-iodobenzene (50 g, 132 mmol) in anhydrous toluene (300 mL) cooled to -35 C. was added the solution of isopropylmagnesium chloride (84 mL, 171 mmol, 2.0 M in diethyl ether) over a period of 30 minutes while maintaining the internal temperature below -25 C. A clear brown solution was obtained. Stirring was continued for 1.5 h. Then anhydrous DMF (34 mL, 436 mmol) was added over a period of 30 minutes. The temperature of the reaction mixture increased to -19 C. The reaction mixture was warmed to 10 C. (room temperature) over 1 h and stirred at this temperature for 1.5 h. The reaction was quenched with saturated aqueous NH4Cl (100 mL), filtered and evaporated under reduced pressure. The residue was purified by silica-gel column chromatography (eluting with petroleum ether/ethyl acetate: from 50:1 to 20:1) to give 102a (20 g, yield 54%) as a yellow solid.

According to the analysis of related databases, 62720-29-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B.; US2013/116246; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene, 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. COA of Formula: C7H6BrIO

To a flame-dried two-necked flask (100mL) containing a magnetic stirrer, 65 CuI (0.183g, 0.96mmol), 66 dl-pipecolic acid (0.124g, 0.96mmol) and 67 Cs2CO3 (4.18g, 12.80mmol) in 50 68 mLof DMF/69 1,4-dioxane (1/9) was added 70 4-methoxylbenzyl mercaptan (1.07mL, 7.69mmol) and the reaction mixture was stirred at room temperature for 3min 9 4-Bromo-3-iodoanisole (4)(2.0g, 6.41mmol) was then added into the mixture and the resulting solution was heated to 100C and stirred at this temperature for 24h. After cooling to room temperature, the mixture was filtrated through celite and washed with EtOAc (20mL), the organic layer was added saturated 71 aqueous NaCl solution (100mL) and was extracted with EtOAc (50mL×3). The combined organic extracts were dried over anhydrous MgSO4(S). After filtration and removal of solvent, the residue was purified by column chromatography on silica gel using 10/1 (Hexane/EtOAc) as elution to give 11 compound 5 (1.60g, 75%) as a red oil. Rf=0.30 (20:1 Hex/EtOAc); 1H NMR (500MHz, CDCl3) delta 3.72 (s, 3H), 3.79 (s, 3H), 4.10 (s, 2H), 6.58 (dd, J=9.0, 3.0Hz, 1H), 6.78 (d, J=3.0Hz, 1H), 6.85 (d, J=9.0Hz, 2H), 7.29 (d, J=9.0Hz, 2H), 7.41 (d, J=9.0Hz, 1H); 13C{H} NMR (125MHz, CDCl3) delta 37.3, 55.2, 55.4, 112.3, 113.6, 113.9, 114.4, 127.8, 130.0, 133.2, 138.9, 158.9, 159.0; MS (EI, m/z) 340 (M+, 7), 338 (6), 138 (7), 121 (100), 71 (8), 57 (8); HRMS (EI-magnetic sector) m/z: calcd for C15H15BrO2S 339.9956, found 339.9979.

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

Reference:
Article; Wen, Shi-Ming; Lin, Cheng-Han; Chen, Chin-Chau; Wu, Ming-Jung; Tetrahedron; vol. 74; 20; (2018); p. 2493 – 2499;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, 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. Formula: C6H3BrINO2

(5) Take (100mmol) M4,32.6g (100mmol) of 2-iodo-5-bromonitrobenzene,(1%) Pd (PPh3) 4,40g (300mmol) sodium carbonate,Toluene (800mL),Ethanol (200 mL) and water (200 mL),Heated to reflux, reacted for 8h, the reaction was completed;The reaction solution was extracted with ethyl acetate, and the organic phase was concentrated.A yellow solid M5 was obtained;

The synthetic route of 112671-42-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yantai Xianhua Chemical Technology Co., Ltd.; Xing Qifeng; Feng Peichuan; Chen Yue; Hu Lingfeng; Chen Yili; (28 pag.)CN110698458; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 328-73-4,Some common heterocyclic compound, 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3F6I, 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 2-dram vial equipped with a magnetic stir bar was charged with the amide substrate (36.5 mg, 0.10 mmol), Pd(OAc)2 (2.2 mg, 10 molpercent) , ligand L19 (4.1 mg, 20 molpercent), AgOAc (50 mg, 0.30 mmol) and norbornene (14.1 mg, 0.15 mmol). Aryl iodide (0.30 mmol) and 1.0 mL of t-butyl methyl ether were then added to the mixture. The vial was capped and closed tightly. The mixture was stirred at 95 °C for 12 hours . After cooling to room temperature, the mixture was passed through a pad of Celite® with ethyl acetate as the eluent to remove all the insoluble compounds. The resulting solution was concentrated, and the residual mixture was dissolved with a minimal amount of acetone and loaded onto a preparative TLC plate. The pure product was then isolated by preparative TLC with ethyl acetate and hexanes as the eluent. 2- { 5- [2- (Me hoxycarbonyl) henyl] -2-methylphenyl } – N- [2 , 3 , 5 , 6-tetrafluoro-4- (trifluoromethyl) phenyl] – ace amide Preparative TLC using hexanes/EtOAc (4/1) as the eluent provided the pure product as a white solid (64percent yield). NMR (600 MHz, acetone-d6) delta 9.54 (br, 1H, N-H) , 7.75 (d, J = 7.6 Hz, 1H) , 7.59 (t, J = 7.6 Hz, 1H) , 7.46 (t, J = 7.6 Hz, 1H) , 7.44 (d, J = 7.6 Hz, 1H) , 7.30 (d, J = 1.4 Hz, 1H) , 7.27 (d, J = 7.7 Hz, 1H) , 7.17 (dd, J = 7.7, 1.4 Hz, 1H) , 3.97 (s, 2H) , 3.60 (s, 3H) , 2.41 (s, 3H) ; 13C NMR (150 MHz, acetone-d6) delta 169.70, 169.43, 142.44, 139.82, 137.14, 134.19, 132.37, 132.01, 131.35, 131.26, 130.96, 130.31, 128.03, 127.96, 52.15, 41.17, 19.40. HRMS (ESI-TOF) m/z Calcd for C24Hi7F7N03+ [M+H] + 500.1091, found 500.1090. 6 Equivalents of Arl was used, and AgOAc was replaced by AgOPiv (3 eq. ) in this reaction. Column chromatography using hexanes/EtOAc (4/1) as the eluent provided the pure product as a white solid (76percent yield). XH NMR (400 MHz, acetone-d6) delta 9.62 (br, 1H, N-H) , 8.28 (s, 2H) , 8.02 (s, 1H) , 7.86 (d, J = 2.0 Hz, 1H) , 7.71 (dd, J = 8.0, 2.0 Hz, 1H) , 7.40 (d, J = 8.0 Hz, 1H) , 4.06 (s, 2H) , 2.44 (s, 3H) ; 13C NMR (150 MHz, acetone-d6) delta 169.33, 144.09, 139.45, 136.35, 135.64, 132.65 (q, J = 33.0 Hz), 132.08, 130.11, 127.93, 127.00, 124.54 (q, J = 270.0 Hz), 121.43 (m) , 41.20, 19.40. HRMS (ESI-TOF) m/z Calcd for C24Hi3F13 O+ [M+H]+ 578.0784, found 578.0785.

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

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; (107 pag.)WO2016/123361; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Bromo-2-iodo-4-methoxybenzene

GP-1 carried out, to an oven dried Schlenk tube under nitrogen atmosphere, were added allyl alcohol 6a (100 mg, 0.61 mmol), arylhalide 5b (228 mg, 0.73 mmol), Pd(OAc)2 (4.1 mg, 3 mol%), triethylamine (123 mg, 1.22 mmol) followed by dry acetonitrile (1 mL). The resulted reaction mixture was stirred for 24 h at 80 C. The reaction mixture was quenched with the aqueous NH4Cl solution and extracted with ethyl acetate (3 × 20 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Purification of the residue on a silica gel column chromatography (petroleum ether/ethyl acetate 92:8 to 85:15) eluent furnished the ketone 7ba (153 mg, 72%) as product. [TLC control Rf(6a)=0.50, Rf(7ba)=0.6, Rf(5b)=0.9 (petroleum ether/ethyl acetate 8:2, UV detection)]. IR (MIR-ATR, 4000-600 cm-1): nmax=3001, 2924, 2852, 1683, 1581, 1467, 1429, 1358, 1243, 1164, 1126, 1042, 1018, 872, 800, 772 cm-1. 1H NMR (CDCl3, 400 MHz): delta=7.55 (d, 1H, J=8.0 Hz, ArH), 7.50 (d, 1H, J=2.6 Hz, Ar-H), 7.42 (d, 1H, J=8.7 Hz, Ar-H), 7.35 (dd, 1H, J=8.0 and 8.0 Hz, ArH), 7.09 (dd, 1H, J=8.0 and 2.6 Hz, ArH), 6.85 (d, 1H, J=3.0 Hz, ArH), 6.64 (dd, 1H, J=8.7 and 3.0 Hz, ArH), 3.28 (t, 2H, J=8.0 Hz, ArCOCH2), 3.12 (t, 2H, J=8.0 Hz, ArCOCH2CH2) ppm. 13C NMR (CDCl3, 100 MHz): delta=198.8 (s, ArCO), 159.8 (s, ArC), 159.1 (s, ArC), 141.5 (s, ArC), 138.1 (s, ArC), 133.4 (d, ArCH), 129.6 (d, ArCH), 120.7 (d, ArCH), 119.7 (d, ArCH), 116.3 (d, ArCH), 114.7 (s, ArC), 113.7 (d, ArCH), 112.3 (d, ArCH), 55.5 (s, 2C, 2 × ArOCH3), 38.7 (t, ArCOCH2), 31.4 (t, ArCOCH2) ppm. HR-MS (APCI+) m/z calculated for [C17H18BrO3]+=[M+H]+: 349.0434; found: 349.0418.

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

Reference:
Article; Suchand; Krishna; Venkat Ramulu; Dibyendu; Gopi Krishna Reddy; Mahendar; Satyanarayana; Tetrahedron Letters; vol. 53; 30; (2012); p. 3861 – 3864;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 98-61-3, 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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To the ammonium hydroxide (5.0 mL) was added 4-iodo-benzenesulfonyl chloride (454.0 mg, 1.5 mmol). The resulting mixture was stirred at room temperature for 2 h and extracted with DCM (2 × 20.0 mL). The combined organic phase was dried over anhydrous Na2SO4, and concentrated to give 39 as a white solid (392.0 mg). 1H NMR (400 MHz, DMSO-d6): delta 7.98-7.96 (d, J = 8.6 Hz, 2H), 7.60-7.58 (d, J = 8.6 Hz, 2H), 7.45 (s, 2H).

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, 4-Iodobenzenesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Kai; Rao, Wei; Parikh, Hardik; Li, Qianbin; Guo, Tai L.; Grant, Steven; Kellogg, Glen E.; Zhang, Shijun; European Journal of Medicinal Chemistry; vol. 47; 1; (2012); p. 125 – 137;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 28547-29-7, name is 2-Bromo-4-iodobenzoic acid, 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 28547-29-7, Recommanded Product: 2-Bromo-4-iodobenzoic acid

To a stirred solution of 4-iodo-2-bromobenzoic acid (5 g, 15.29 mmol) in ethyl alcohol (EtOH; 100 mL) was added sulfuric acid (H2SO4; 5 mL), and the reaction mixture was heated at 80 C. for 18 h. The reaction mixture was cooled to 25 C. and concentrated under reduced pressure. The residue was diluted with EtOAc (2×100 mL) and washed with H2O (100 mL). The combined EtOAc extracts were washed with brine, dried over Na2SO4 and concentrated under reduced pressure to afford the compound as a pale yellow solid (5 g, 92%): 1H NMR (400 MHz, DMSO-d6) delta 8.04 (d, J=1.2 Hz, 1H), 7.71 (d, J=7.6 Hz, 1H), 7.51 (d, J=8.4 Hz, 1H), 4.41 (q, J=7.2 Hz, 2H), 1.41 (t, J=7.2 Hz, 3H).

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:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171308; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com