Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 689291-89-2, name is 5-Bromo-2-iodobenzaldehyde, 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 689291-89-2, COA of Formula: C7H4BrIO

Compound 12 (32 mg, 0.10 mmol), 41 (55.6 mg, 0.103 mmol), PdCl2(PPh3)2 (3.6 mg, 0.0051 mmol), and CuI (1.96 mg, 0.0103 mmol) were added to Et3N (6 mL). The solution was bubbled with N2 at rt for 5 min and then stirred at rt under N2 protection for 3 h. After the reaction was completed as checked by TLC analysis, the solvent was removed by rotary evaporation. The resulting residue was diluted with CHCl3. The mixture was filtered through a MgSO4 pad. The solution obtained was sequentially washed with HCl (aq 10%) and brine. The organic layer was dried over MgSO4 and concentrated under vacuum to give crude 51, which was further purified by silica flash column chromatography (hexanes/CH2Cl2, 7:3) to yield compound 51 (60 mg, 0.083 mmol, 81%) as a white solid. Mp 82-83 C; IR (KBr) 2918, 2851, 2207, 1690, 1631, 1603, 1583, 1552, 1533, 1513, 1497, 1469, 1420 cm-1; 1H NMR (CDCl3, 500 MHz) delta 10.66 (s, 1H), 8.07 (d, J=1.5 Hz, 1H), 7.69 (dd, J=8.0, 1.5 Hz, 1H), 7.64 (d, J=8.5 Hz, 2H), 7.60 (d, J=8.5 Hz, 2H), 7.49 (d, J=8.0 Hz, 1H), 7.02 (s, 1H), 7.01 (s, 1H), 4.05-4.01 (m, 4H), 1.89-1.83 (m, 4H), 1.60-1.46 (m, 4H), 1.30-1.26 (m, 24H), 0.89-0.86 (m, 6H); 13C NMR (CDCl3, 125 MHz) delta 190.9, 154.3, 154.0, 137.2, 136.8, 134.3, 132.24, 132.20, 130.3, 128.5, 125.9, 123.4, 118.7, 116.7, 116.4, 114.1, 113.5, 111.8, 94.3, 93.8, 90.5, 90.2, 69.8, 69.6, 32.1, 29.9, 29.82, 29.76, 29.6, 29.5, 29.4, 26.3, 22.9,14.3; HRMS (CI) m/z calcd for C44H52BrNO3 721.3131, found 722.3139 [M+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, 5-Bromo-2-iodobenzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhou, Ningzhang; Wang, Li; Thompson, David W.; Zhao, Yuming; Tetrahedron; vol. 67; 1; (2011); p. 125 – 143;,
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. 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H6BrIO

To a stuffed solution of 1-bromo-4-iodo-2-methoxybenzene (2.4 g, 7.66 mmol) in diethyl ether (25 mL) was added n-BuLi (2M in hexane; 4.40 mL, 8.81 mmol) at -78 C dropwise. The reaction mixture was stuffed at -78 C for 30 mm, and then triisopropyl borate (2.03 mL, 8.81 mmol) was slowly added to the reaction mixture at -78 C. The temperature of the reaction mixture was gradually raised to RT over a period of 1 h, and then the reaction mixture was stirred at RT for 30 mm. After 30 mm, 3 N HC1 (25 mL) was slowly added to the reaction mixture at 0 C and stuffed for 1 h. The progress of reaction was monitored by TLC. After completion of reaction, the reaction mixture was diluted with water (150 mL) and the product was extracted with EtOAc (2×200 mL). The combined organic layers were washed with brine (100 mL), dried over sodium sulfate and concentrated. The residue obtained was triturated with hexane (2×25 mL) to afford 4-bromo-3-methoxyphenylboronic acid as an off-white solid (1.45 g).

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; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; GREEN, Michael, John; PHAM, Son, Minh; PUJALA, Brahmam; AGARWAL, Anil, Kumar; NAYAK, Ajan, Kumar; KHARE, Sweta; GUGULOTH, Rambabu; RANDIVE, Nitin, Atmaram; WO2015/58084; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 791642-68-7, 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. 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-bromo-1-iodo-2-methoxybenzene (4Og, 128mmol), 4-methylimidazole (10.5g, 128mmol), CuI (2.44g, 12.8mmol), 8-hydroxyquinoline (1.84g, 12.8mmol), Cs2CO3 (125g, 384mmol) in DMF (400ml) was heated to 7O0C overnight. The reaction was quenched by the addition of water. The mixture was extracted with EtOAc. The combined organic layers were washed with water, dried over anhydrous Na2SO4, and concentrated. Purification via the CombiFlash system (PE/EtOAc 5:1 ) then afforded the title compound as a colorless oil (16g, 47%): LC-MS m/z 268 (M+H)+, 1.57 min (ret time).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-iodo-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/50227; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 811842-30-5, name is 2-Bromo-1-fluoro-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 811842-30-5, name: 2-Bromo-1-fluoro-4-iodobenzene

To a mixture of 2-bromo-l-fluoro-4-iodobenzene (11.30 g, 37.6 mmol), copper(I) iodide (715 mg, 3.76 mmol), bis(triphenylrhohosphme)palladium(II) dichloride (1.32 g, 1.90 mmol) and piperidine (5.21 mL, 5.26 mmol) in anhydrous tetrahydrofuran (150 mL) ethynyl(trimethyl)silane (7.43 mL, 5.26 mmol) was added under an atmosphere of argon. The reaction mixture was stirred at room temperature for 0.5 h. The mixture was filtered and the solvent was evaporated in vacuo. Purification by column chromatography, using 0- 20% ethyl acetate in heptane as the eluent, gave the trimethylsilyl protected product. To remove the trimethylsilyl group, potassium carbonate (15.6 g, 113 mmol) and methanol (100 mL) were added to the product and the mixture was stirred at room temperature for 45 min. The slurry was filtered and the solvent was evaporated in vacuo. Water was added and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with aqueous saturated sodium chloride, dried over magnesium sulfate, filtered and the solvent was evaporated in vacuo to give 6.70 g (90% yield) of the title compound: 1H- NMR (DMS(W*) delta 7.85 (dd, J = 6.6, 2.1 Hz, 1 H), 7.58-7.52 (m, 1 H), 7.40 (t, J = 8.8 Hz, 1 H), 4.30 (s, 1 H); MS (EI) m/z 198, 200 [M+.].

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; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2008/76046; (2008); 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. 51839-15-7, name is Dimethyl 5-iodoisophthalate, A new synthetic method of this compound is introduced below., Product Details of 51839-15-7

To a 500 mL three-necked flask was added 100 g, 312 mmolOf 5-iodoisophthalic acid dimethyl ester,3.50 g, 16 mmol of NiBr2 and 300 ml of triethyl phosphite. After vacuuming three times,The temperature was gradually raised to 160 C under magnetic stirring, and the temperature was raised to 175 C after 4 hours of reaction. After 10 hours of continuous reaction,The diethyl phosphonate diethyl isophthalate was obtained by distillation under reduced pressure. Thereafter, 20 g of diethyl phosphonate diethyl isophthalate was weighed,With 50ml concentrated hydrochloric acid 120 degrees Celsius reaction 10h, cooled to room temperature filtration,To obtain a phosphonic acid substituted isophthalic acid. Finally, the phosphonic acid-substituted isophthalic acid was reacted with thionyl chloride under reflux conditions for 12 h,Get the target product.

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; Chinese Academy Of Sciences Changchun Applied Chemistry Institute; Zhang Suobo; Zhao Yali; Zhang Zhiguang; Li Shenghai; Dai Lei; (19 pag.)CN107176963; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 25252-00-0,Some common heterocyclic compound, 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, molecular formula is C7H4BrIO2, 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.

Step I: To a stirred solution of 2-bromo-5-iodobenzoic acid (25.0 g, 76.48 mmol) in dichloromethane (200 mL) was added oxalylchloride (10.3 mL, 114.74 mmol) at 0 C. followed by DMF (0.9 mL). After complete addition, the reaction mixture was stirred at room temperature for 3 h. Volatiles were evaporated under reduced pressure to furnish 2-bromo-5-iodo-benzoyl chloride (26.4 g). The crude product was used for the next step immediately.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-iodobenzoic acid, its application will become more common.

Reference:
Patent; NOVARTIS AG; US2012/264700; (2012); 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 1133123-02-0 as follows. Computed Properties of C7H4BrIO2

General procedure: A sealed tube was charged with CuCl (0.02 mmol), BFMO (0.02 mmol), N-protected N-alkenylhydrazine (2.0 mmol), 2-iodobenzoic acid (2.4 mmol), and K2CO3 (4 mmol). The tube was evacuated and backfilled with argon three times before anhydrous DMSO (4.0 mL) was added via syringe (NOTE: for liquid substrates, they were added into the tube via syringe after the tube was backfilled with argon). The mixture was sealed and stirred at 80 C for 24 h. The mixture was diluted with EtOAc, washed with water, dried over anhydrous sodium sulfate, and filtrated. The filtrate was concentrated in vacuo and the residue was treated with 4M HCl/1,4-dioxane (1.2 mL) at 80 C. After the starting material was completely consumed, the solution was cooled and diluted with EtOAc. The resultant mixture was washed with water and dried over anhydrous sodium sulfate. After the solution was concentratedin vacuo, the residue was purified by flash chromatography to afford the corresponding indole.

According to the analysis of related databases, 1133123-02-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wei, Quanpeng; Wang, Yunhan; Zhao, Jinlong; Zhang, Xiaojing; Ma, Dawei; Tetrahedron; vol. 76; 1; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 181765-86-6,Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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 methyl 5-bromo-2-iodobenzoate (300 mg, 0.880 mmol), aniline (115 mg, 1.23 mmol), Pd2(dba)3(8.1 mg, 0.0088 mmol), Xantphos (10.2 mg, 0.0176 mmol), and Cs2C03(401 mg, 1.23 mmol) suspended in anhydrous dioxane (1.5 mL) was heated at 100 C under N2atmosphere for 16 hours. The reaction mixture was diluted with EtOAc (100 mL) and washed with brine (100 mL). The organic phase was dried over anhydrous Na2S04and concentrated under reduced pressure. Purification by flash column chromatography (hexanes to 80:20 hexanes/EtOAc) afforded 11a as a yellow oil (234 mg, 87% yield). Rf= 0.63 (hexanes/EtOAc 90: 10 v/v). MHz, CDCI3) delta 9.42 (br s, 1H), 8.07 (d, .7= 2.3 Hz, 1H), 7.39-7.32 (m, 3H), 7.22 (d, J= 7.8 Hz, 2H), 7.12 (t, J= 8.4 Hz, 2H), 3.91 (s, 3H).13C NMR (101 MHz, CDCI3) delta 168.0, 147.2, 140.3, 136.9, 134.0, 129.6, 124.3, 123.0, 115.9, 113.3, 108.4, 52.2. MS (ESI+) calculated for [Ci4Hi3BrN02]+[M+H]+, 306.0; found 306.1.

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YALE UNIVERSITY; JORGENSEN, William L.; TRIVEDI-PARMAR, Vinay; (142 pag.)WO2019/178480; (2019); A1;,
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.

General procedure: A mixture of bisallene (1 equiv), aryl/heteroaryl iodide (2.4 equiv), nucleophile (2.4 equiv), Pd2(dba)3 (5 molpercent), TFP (tri-(2-furyl)phosphine) (20 mol percent) and K2CO3 (6 equiv) in MeCN (5 mL) was stirred and heated at 80¡ãC (oil bath temperature). The mixture was filtered through a filter paper and the K2CO3 precipitate washed with MeCN (5 mL). The solvent was removed under reduced pressure, the residue dissolved in CHCl3 and washed with H2O (1¡Á20 mL). The organic layer was dried (anhydrous MgSO4), filtered and the filtrate evaporated under reduced pressure. The residue was purified by flash chromatography. 4.2.4. 1,3-Bis[(2Z)-4-(8-fluoro-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl)-3-(1H-indol-5-yl)but-2-en-1-yl]pyrimidine-2,4(1H,3H)-dione (14d). Prepared by general procedure B and heating for 1h. The solvent was cooled to precipitate the cascade product, filtered and the precipitate washed with water to dissolve K2CO3. The product 14d (0.12 g, 58 percent) crystallized from CHCl3 as pale yellow needles, mp 175?177¡ãC; deltaH (300 MHz, DMSO-d6); 11.06 (1H, br s, NH), 10.01 (1H, br s, NH), 10.86 (1H, s, NH), 10.84 (1H, s, NH), 7.80 (1H, d, J 7.9, pyrimidinyl?H), 7.70 (1H, s, Ar?H), 7.64 (1H, s, Ar?H), 7.32?7.18 (8H, m, Ar?H), 7.08 (1H, t, J 2.8, Ar?H), 7.05 (1H, t, J 2.6, Ar?H), 6.79 (2H, br t, J 9.2, Ar?H), 6.36 (2H, br s, Ar?H), 5.96 (1H, t, J 6.4, NCH2CH=), 5.79 (1H, t, J 6.5, NCH2CH=), 5.70 (1H, d, J 7.2, pyrimidinyl?H), 4.75 (2H, d, J 7.2, NCH2CH=), 4.72 (2H, d, J 7.2, NCH2CH=), 3.78 (4H, s, 2¡Á =CCH2N), 3.63 (4H, s, 2¡Á pyridoindolyl?CH2), 2.83 (4H, br s, 2¡Á pyridoindolyl?CH2), 2.69 (4H, br s, 2¡Á pyridoindolyl?CH2); numax/cm?1 (film); 3406, 1697, 1649, 1453, 1391, 1323, 1231; m/z (ESI+) 827.4 (100percent, MH+); (found MH+, 827.3640. C50H45F2N8O2 requires 827.3628).

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Elboray, Elghareeb E.; Aly, Moustafa F.; Abbas-Temirek, Hussien H.; Churchill, Gwydion H.; Grigg, Ronald; Tetrahedron; vol. 70; 1; (2014); p. 110 – 122;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 175278-30-5, 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. 175278-30-5, name is 4-Bromo-2-ethyl-1-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example R: Preparation of 4-bromo-2-ethylbenzaldehydeTo a solution of 4-bromo-2-ethyl-1-iodobenzene (75 g, 0.24 mol) in tetrahydrofuran (375 ml) at – 75 0C is added n-butyl lithium (1.6 M in hexanes, 196 ml, 0.31 mol) dropwise, maintaining the temperature of the reaction mixture below -70 ¡ãC. When the addition is complete the mixture is stirred at -75 0C for an additional 30 minutes and then lambda/,lambda/-dimethylformamide (70.7 g, 0.97 mol) is added dropwise. After the addition is complete the reaction is stirred at -75 ¡ãC for 2 hours, then allowed to warm to room temperature for 2 hours. The mixture is cooled in an ice bath and acidified with 0.5 N aqueous hydrochloric acid. The mixture is extracted with ethyl acetate (3 x 500 ml) and the organic fractions are combined, washed with brine, and dried over anhydrous sodium sulphate. The mixture is filtered and the filtrate is evaporated under reduced pressure. The residue is purified by column chromatography on silica gel to give 4-bromo-2- ethylbenzaldehyde (48 g) as an oil.

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-Bromo-2-ethyl-1-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG; WO2009/74314; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com