Tag: M.W=300-400

Synthetic Route of 264927-52-8, These common heterocyclic compound, 264927-52-8, name is 2-Chloro-4-fluoro-5-iodobenzoic acid, 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.

b Methyl 2-chloro-4-fluoro-5-iodobenzoate 30.8 g of 2-chloro-4-fluoro-5-iodobenzoic acid were dissolved in 300 ml of MeOH and 36 ml of thionyl chloride were added dropwise. The mixture was refluxed for 4 hours and the volatile constituents were removed in vacuo. The residue was taken up using 600 ml of EA and washed with 400 ml of a half-concentrated aqueous Na2 CO3 solution. The organic phase was dried over Na2 SO4 and the solvent was removed in vacuo. The residue was stirred with 200 ml of HEP, and the precipitate was filtered off and washed with 100 ml of HEP. 5.8 g of methyl 2-chloro-4-fluoro-3,5-diiodobenzoate were obtained, mp 155 C. The solvent was removed in vacuo from the filtrate containing the desired product and 23.5 g of white crystals were obtained, mp 52 C.

The synthetic route of 264927-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US6057322; (2000); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1032231-24-5, A common heterocyclic compound, 1032231-24-5, name is 2-Bromo-5-iodobenzaldehyde, molecular formula is C7H4BrIO, 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.

According to the method described in a journal, European Journal of Organic Chemistry, 2008, No. 10, pp. 1797-1801, a compound represented by the formula (I-9-3) was produced. In a nitrogen atmosphere, 2.0 g of the compound represented by the formula (I-9-2), 3.0 g of the compound represented by the formula (I-9-3), 2.0 g of potassium carbonate, 20 mL of tetrahydrofuran, 20 mL of water, and 0.1 g of tetrakis(triphenylphosphine)palladium(0) were put in a reactor and heated with stirring. After ordinary post-treatment, this was purified through column chromatography to give 2.3 g of a compound represented by the formula (I-9-4).

The synthetic route of 1032231-24-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DIC Corporation; Horiguchi, Masahiro; Kadomoto, Yutaka; (139 pag.)US2018/22716; (2018); 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. 13101-40-1, name is 1-Bromo-3-chloro-5-iodobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-3-chloro-5-iodobenzene

In a 250mL three-necked flask, nitrogen is introduced.Add 0.02molRaw material I, 150ml DMF, 0.022mol raw material II,0.0002 mol of palladium acetate, stirred,Then add 3mL of 0.01mol/mL K3PO4 aqueous solution,The reaction was heated under reflux at 150 C for 12 hours.Sampling the plate and the reaction is complete.Cool naturally, add 100mL water,The mixture was filtered and the filter cake was dried in a vacuum oven.The residue obtained was purified by silica gel column to giveRaw material A-1;

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; Jiangsu March Optoelectric Technology Co., Ltd.; Lu Ying; Wang Fang; Xie Dandan; Wu Xiuqin; Zhang Zhaochao; (39 pag.)CN109928911; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 13101-40-1, name is 1-Bromo-3-chloro-5-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 13101-40-1, COA of Formula: C6H3BrClI

The following reagents and solvents were charged into a reaction vessel. Compound J20: 1.44 g (5.00 mmol) Compound J21: 2.11 g (6.33 mmol), Toluene: 10 ml, Ethanol: 10 ml, 10 mass % Sodium carbonate aqueous solution: 20 ml. Next, 288 mg (0.0025 mmol) of tetrakis triphenylphosphine palladium(0) were added to the reaction solution and then the reaction solution was heated to 90 C. and stirred at the temperature (90 C.) for 5 hours. After the completion of the reaction, the reaction solution was cooled and then an organic layer was extracted with toluene. Next, the extracted organic layer was dried and then the solvent was removed by distillation under reduced pressure to provide a coarse product. Next, the coarse product was purified by silica gel column chromatography (developing solvent; heptane_chloroform=2:1) to provide 1.55 g (yield: 72%) of Compound J22.

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-Bromo-3-chloro-5-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Canon Kabushiki Kaisha; Nishide, Yosuke; Yamada, Naoki; Kamatani, Jun; Ishii, Ryuji; Kajimoto, Norifumi; Ito, Takayuki; Mizuno, Nobutaka; Ishige, Koichi; Saitoh, Akihito; (71 pag.)US9755165; (2017); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 261903-03-1, name is 2-Bromo-4-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 261903-03-1, Recommanded Product: 2-Bromo-4-iodobenzaldehyde

Example 91; Lambda/-hydroxy-6-[4-(pyridin-3-ylethynyl)phenyl]isoquinoline-8-carboxamide; A. Lambda/-[(Z)-(2-bromo-4-iodophenyl)methylidene]-2,2-dimethoxyethanamine; To a solution of 2-bromo 4-iodobenzaldehyde (5.0 g, 16.1 mmol) in dry toluene (50 mL) was added aminoacetaldehyde dimethyl acetal (3.5 mL, 32.2 mmol) at room temperature. The reaction mixture was refluxed under Dean-Stark trap for 18 h. The solvent was evaporated under reduced pressure to obtain the title compound (6.2 g, crude) as an off-white solid. LC-MS: [M, M+2]+ 399.7 Mass: calculated for CnHi3BrINO2, 398.04 1H NMR (400 MHz, delta ppm, CDCl3): delta 8.56 (s, IH), 7.94 (d, IH), 7.74 (d, IH), 7.67 (m, IH), 4.68 (t, IH), 3.81 (d, 2H), 3.42 (s, 6H).

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; ASTRAZENECA UK LIMITED; BENENATO, Kerry, Ellen; CHOY, Allison, Laura; HALE, Michael, Robin; HILL, Pamela; MARONE, Valerie; MILLER, Matthew; WO2010/100475; (2010); 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. 1252046-13-1, name is 2-Bromo-5-iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H3BrIN

To 2-bromo-5-iodobenzonitrile (1457 mg, 4.730 mmol) in tetrahydrofuran (10 mL) at -40 C. was added isopropyl magnesium chloride.lithium chloride (1.3 M in THF, 4.4 mL, 5.7 mmol) dropwise. The mixture was stirred at -40 C. for 10 minutes, and was then treated with cyclobutanone (0.4 mL, 5.2 mmol) dropwise at -40 C. The reaction mixture was warmed to room temperature and stirred at that temperature for 16 hours. The reaction mixture was poured into water (10 mL) and extracted with ethyl acetate (3*20 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to give the title compound which was used directly in the next step without further purification.

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 1252046-13-1.

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 1427311-76-9,Some common heterocyclic compound, 1427311-76-9, name is (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, molecular formula is C12H16INO4, 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.

DMAP (502 mg, 4.1 mmol) and MsCl (238 muIota,, 3 Alpha mmol) were added to a solution of compound 18 (680 mg, 1.0 mmol) in anhydrous CH2C12 (6.0 mL) at 0C under a nitrogen atmosphere. The reaction was stirred at 0C for 10 min and then diluted with CH2C12 (20 mL). The solution was applied on a short silica gel plug (2 x 3 cm) and was eluted quickly with a hexane/ethyl acetate/triethylamine solvent system (80 mL, volume ratio: 80/20/0.5). The eluent was concentrated in vacuo, and the residue was mixed with (5)- l-(4-iodo-5- methoxy-2-nitrophenyl)-2,2-dimethyl-l -propanol (500 mg, 2.1 mmol). The mixture was heated at 1 15C for 45 min under a nitrogen atmosphere, cooled to room temperature and dissolved in THF (10 mL). w-Bu4NF (1.07 g, 3.40 mmol) was added and the mixture was stirred at room temperature for 12 hours and then concentrated in vacuo. The residue was dissolved in CH2C12 (50 mL) and washed with brine (50 mL), and the aqueous phase was extracted with CH2C12 (20 mL) two times. The combined organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel chromatography to yield 2-amino-6-chloro-9-(P-D-2′-deoxyribofuranosyl)-7-[(5)-l-(4-iodo-5-methoxy-2- nitrophenyl)-2,2-dimethyl-propyloxy]-methyl-7-deazapurine 56 (125 mg, 18% for three steps). 1H NMR (400 MHz, CDCl3): delta 8.24 (s, 1 H, Ph-H), 7.04 (s, 1 H, Ph-H), 6.91 (s, 1 H, H-8), 6.17 (dd, 1 H, J = 6.0 and 8.4 Hz, Eta-Gamma), 5.18 (s, 1 H, Ph-CH), 5.11 (br s, 2 H, NH2), 4.71 (m, 1 H, H-3′), 4.59 ( dd, 2 H, J = 12.4 and 24.4 Hz, 7-CH2), 4.13 (m, 1 H, H-4′), 3.96 (s, 3 H, OCH3), 3.88 (m, 1 H, H-5’a), 3. 79 (m, 1 H, H-5’b), 2.76 (m, 1 H, H-2’a), 2.32 (m, 1 H, H-2’b), 0.81 (s, 9 H, (CH3)3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, its application will become more common.

Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 74128-84-0, name is 2-Bromo-1-iodo-3-methoxybenzene, 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 74128-84-0, Formula: C7H6BrIO

An oven-dried 10 mL microwave reaction vial which was equipped with a magnetic stir bar was sequentially charged with Pd2(dba)3 (2.9 mg, 0.003 mmol), SPhos (2.9 mg, 0.007 mmol), K3PO4 (203 mg, 0.96 mmol), (2,4,6-trimethyl-[1,1?-biphenyl]-3-yl)boronic acid (115 mg, 0.48 mmol), 2-bromo-1-iodo-3-methoxybenzene (100 mg, 0.32 mmol) and anhydrous toluene (0.64 mL) inside a glove-box. The vial was sealed and the reaction mixture was allowed to stir at 110 C. for 16 h. The reaction mixture was cooled and water (20 mL) was added. The mixture was extracted with EtOAc (3×25 mL) and the combined organic extracts were washed with brine, dried over Na2SO4, filtered and the solvent was removed with the aid of a rotary evaporator. The crude material was purified by gravity column chromatography (silica gel, 2:98 EtOAc:hexanes) to afford an off-white colored solid (0.106 g, 87% yield). H NMR (600 MHz, CDCl3) delta 7.41-7.38 (m, 2H), 7.38-7.28 (m, 2H), 7.18-7.14 (m, 2H), 7.03 (s, 1H), 6.86 (dd, 3JH,H=8.4 Hz, 4JH,H=1.2 Hz, 1H), 6.79 (dd, 3JH,H=7.8 Hz, 4JH,H=1.8 Hz, 1H), 3.93 (s, 3H), 2.03 (s, 3H), 1.97 (s, 3H), 1.63 (s, 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; Agency for Science, Technology and Research; Johannes, Charles W.; Robins, Edward G.; Jong, Howard; Lim, Yee Hwee; Chia, Saei Weng; Yang, Yong; Podichetty, Anil; (84 pag.)US2016/207034; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 345226-19-9, 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. 345226-19-9, name is 2-Chloro-1-iodo-4-(trifluoromethoxy)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2Methods of PreparationA. Synthesis of (6S)-6-[{2′-chloro-4′-(trifluoromethoxy)[1,1′-biphenyl]-4-yl]methoxy}-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (1) by the method of Scheme 1 A stirred mixture of 4-(hydroxymethyl)phenylboronic acid (34) (308 mg, 2.03 mmol) and Pd(dppf)Cl2 (191 mg, 0.261 mmol) in toluene (22 mL) and EtOH (11 mL) was degassed for 8 min (vacuum pump) and then N2 was added. An aqueous solution of 2M Na2CO3 (4.4 mL, 8.8 mmol) was added by syringe and the stirred mixture was again degassed for 8 min, and then N2 was added. 2-Chloro-1-iodo-4-(trifluoromethoxy)benzene (35) (585 mg, 1.81 mmol) was added by syringe and the resulting mixture was stirred at 88 C. for 60 min. The cooled mixture was then diluted with aqueous NaHCO3 (100 mL) and extracted with CH2Cl2 (5×100 mL). The extracts were evaporated to dryness and the residue was chromatographed on silica gel. Elution with 0-50% CH2Cl2/petroleum ether firstly gave foreruns, and then further elution with 50% CH2Cl2/petroleum ether gave 2′-chloro-4′-(trifluoromethoxy)[1,1′-biphenyl]-4-yl]methanol (37) (537 mg, 98%) as a white solid: mp (pentane) 38-39 C.; 1H NMR (CDCl3) delta 7.46 (br d, J=8.2 Hz, 2H), 7.42 (dt, J=8.3, 2.0 Hz, 2H), 7.37 (br s, 1H), 7.36 (d, J=8.5 Hz, 1H), 7.19 (m, 1H), 4.77 (d, J=5.9 Hz, 2H), 1.70 (t, J=5.9 Hz, 1H); HREIMS calcd for C14H10ClF3O2 m/z (M+) 304.0292, 302.0321, found 304.0294, 302.0317.

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-Chloro-1-iodo-4-(trifluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Global Alliance for TB Drug Development; US2012/28973; (2012); 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. 1427311-76-9, name is (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, A new synthetic method of this compound is introduced below., Recommanded Product: (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol

Compound 38 (350 mg, 0.54 mmol) and (5)-l-(4-iodo-5-methoxy-2-nitrophenyl)-2,2- dimethyl- 1 -propanol (720 mg, 1.97 mmol) were heated at 110C for 45 min under a nitrogen atmosphere. The mixture was cooled down to room temperature, dissolved in MeOH (10 mL), and followed by addition of NH4F (400 mg, 11.1 mmol). The mixture was stirred at 50 C for 12 hours, concentrated in vacuo, dissolved in CH2CI2 (50 mL), and washed with brine (50 mL). The organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel chromatography to yield 5-[(5)-l-(4-iodo-5-methoxy-2- nitrophenyl)-2,2-dimethyl-propyloxy]methyl-2′-deoxyuridine 61 (90 mg, 28%). 1HNMR (400 MHz, CDCl3): delta 8.34 (s, 1 H, Ph-H), 7.65 (s, 1 H, H-6), 7.12 (s, 1 H, Ph-H), 6.17 (t, 1 H, J = 6.8 Hz, Eta-Gamma), 5.18 (s, 1 H, Ph-CH), 4.59 (m, 1 H, H-3 ‘), 4.27 (d, 1 H, J = 12.0 Hz, 5-CH2a), 4.15 (d, 1 H, J = 12.0 Hz, 5-CH2b), 4.00 (m, 1 H, H-4’), 3.97 (s, 3 H, OCH3), 3.95 (m, 1 H, H-5’a), 3.82 (m, 1 H, H-5’b), 2.34 (m, 2 H, H-2), 0.84 (s, 9 H, C(CH3)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:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com