Tag: M.W=200-300

Electric Literature of 61272-76-2, 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. 61272-76-2, name is 4-Fluoro-2-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 21 4-(((5-Fluoro-3-methyl-1H-indol-2-yl)methoxy)methyl)-N,N-dimethyl-1-phenylcyclohexanamine (one of two possible diastereomers) A mixture of Ain-12 (570 mg, 2 mmol), 4-fluoro-2-iodoaniline (Ian-04) (592 mg, 2.5 mmol), palladium(II) acetate (90 mg, 0.38 mmol), tetra-n-butylammonium chloride (564 mg, 2 mmol), triphenyl phosphine (203 mg, 0.80 mmol) and sodium carbonate (1.05 g, 10 mmol) was evacuated for 30 min in an oil pump. Anhydrous N,N-dimethyl formamide (15 ml), which had previously been flushed with argon for 1 h, was then added via a Schlenk attachment. The mixture was then stirred for 18 h at 100° C. The reaction mixture was then concentrated to small volume under vacuum. Toluene was repeatedly added to the residue, which was concentrated to small volume under vacuum each time and then divided between water and ethyl acetate (20 ml each). The phases were separated and the aqueous phase was extracted with ethyl acetate (3*30 ml). The combined organic phases were washed with 1 M sodium thiosultate solution (30 ml) and saturated sodium chloride solution (50 ml). The combined organic phases were dried with sodium sulfate and concentrated to small volume under vacuum. The crude product (1.06 g) was purified by MPLC [230 g, 46*3.6 cm, LiChroprep Si60 (15-25 mum)] with ethyl acetate/methanol (9:1). Yield: 319 mg (40percent), brown oil 1H-NMR (DMSO-d6): 1.25-1.70 (m, 7H); 1.90 (s, 6H); 2.21 (s, 3H); 2.56 (br d, 2H, J=11.9 Hz); 3.30 (d, 2H, J=6.3 Hz); 4.55 (s, 2H); 6.88 (ddd, 1H, J=9.5, 8.9, 2.6 Hz); 7.16-7.36 (m, 3H); 7.51-7.68 (m, 4H); 10.93 (s, 1H). 13C-NMR (DMSO-d6): 8.2; 24.4; 32.0; 36.9; 37.4; 58.5; 63.3; 74.8; 102.8 (d, J=23 Hz); 108.1; 109.0 (d, J=26 Hz); 111.8 (d, J=10 Hz); 126.1; 126.5; 127.2; 128.6 (d, J=12 Hz); 131.4; 131.9; 132.1; 132.2; 133.2; 133.9; 139.3; 156.5 (d, J=231 Hz).

The synthetic route of 4-Fluoro-2-iodoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUNENTHAL GMBH; US2009/215725; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-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 19094-56-5, HPLC of Formula: C7H4ClIO2

Oxalylchloride (176 kg; 1386 mol; 1.14 eq) is added to a mixture of 2-chloro-5-iodo benzoic acid (343 kg; 1214 mol) (compound IX.1), fluorobenzene (858 kg) and N,N-dimethylformamide (2 kg) within 3 hours at a temperature in the range from about 25 to 30 C. (gas formation). After completion of the addition, the reaction mixture is stirred for additional 2 hours at a temperature of about 25 to 30 C. The solvent (291 kg) is distilled off at a temperature between 40 and 45 C. (p=200 mbar). Then the reaction solution (911 kg) is added to aluminiumchloride AlCl3 (181 kg) and fluorobenzene (192 kg) at a temperature between about 25 and 30 C. within 2 hours. The reaction solution is stirred at the same temperature for about an additional hour. Then the reaction mixture is added to an amount of 570 kg of water within about 2 hours at a temperature between about 20 and 30 C. and stirred for an additional hour. After phase separation the organic phase (1200 kg) is separated into two halves (600 kg each). From the first half of the organic phase solvent (172 kg) is distilled off at a temperature of about 40 to 50 C. (p=200 mbar). Then 2-propanole (640 kg) is added. The solution is heated to about 50 C. and then filtered through a charcoal cartouche (clear filtration). The cartouche may be exchanged during filtration and washed with a fluorobenzene/2-propanole mixture (1:4; 40 kg) after filtration. Solvent (721 kg) is distilled off at a temperature of about 40 to 50 C. and p=200 mbar. Then 2-propanole (240 kg) is added at a temperature in the range between about 40 to 50 C. If the content of fluorobenzene is greater than 1% as determined via GC, another 140 kg of solvent are distilled off and 2-propanole (140 kg) is added. Then the solution is cooled from about 50 C. to 40 C. within one hour and seeding crystals (50 g) are added. The solution is further cooled from about 40 C. to 20 C. within 2 hours. Water (450 kg) is added at about 20 C. within 1 hour and the suspension is stirred at about 20 C. for an additional hour before the suspension is filtered. The filter cake is washed with 2-propanole/water (1:1; 800 kg). The product is dried until a water level of <0.06% w/w is obtained. The second half of the organic phase is processed identically. A total of 410 kg (94% yield) of product which has a white to off-white crystalline appearance, is obtained. The identity of the product is determined via infrared spectrometry. 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-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/237526; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, 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 5876-51-7, Recommanded Product: 5876-51-7

[00444] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (22 mg; 0.027 mmol) and triethylamine (0.36 ml; 2.58 mmol) in distilled dimethoxyethane (4 ml) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, HB(pin) (0.19 ml; 1.31 mmol) and 1-iodo-3,4-methylenedioxybenzene (216 mg; 0.870 mmol) were added and the reaction mixture was stirred at 40 C. [00445] GC analysis after 1.25 h showed a peak at 9.61 mins (57.8%) which was identified by GC/MS as the desired compound.

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

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, 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 59528-27-7, name: (4-Iodophenyl)methanamine hydrochloride

4-Iodobenzylamine hydrochloride (29.1 mg, 0.1 mmol) and Me4NF·4H2O (75.9 mg, 0.46 mmol) were dissolved in DMF-MeOH (9:1, v/v, 3 mL) and the solution was degassed. Then, (PPh3)2PdCl2 (12.9 mg, 18.4 mumol) and dry peptide-bound resin (200 mg, 0.46 mmol/g loading) were added and the yellow suspension was stirred for 20 h. Identical workup as for 2 gave the target compound as a white solid; yield: 5.3 mg (26%).

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; Strack, Martin; Metzler-Nolte, Nils; Albada, H. Bauke; Synthesis; vol. 46; 17; (2014); p. 2293 – 2296;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 2142-70-3, 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. 2142-70-3, name is 1-(2-Iodophenyl)ethanone, This compound has unique chemical properties. The synthetic route is as follows.

101671 A solution of(R)-CBS (20.32 mL, 20.32 mmol) and commercial 7-1 (5 g, 20.32 mmol) in THF (102 mL) was treated with BH3.THF (20.32 mL, 20.32 mmol, 1M in THF), diluted with an additional 50 mL of THF, delivered via syringe pump at 75 mL / hr. Quenched with 2N HC1 (50 mL), extracted into EtOAc (150 mL), and dried over Sodium sulfate before concentrating in vacuo. Material was taken up in dichloromethane and filtered. Filtrate was purified by normal phase chromatography (0-30% EtOAc in hexane). Isolated material chirally separated (ChiralPak AD-H) to yield 7-2 as a white solid.

The chemical industry reduces the impact on the environment during synthesis 1-(2-Iodophenyl)ethanone. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PERO, Joseph, E.; LEHMAN, Hannah, D. G. F.; KELLY, Michael, J., III; ZHAO, Lianyun; ROSSI, Michael, A.; LI, Dansu; GILBERT, Kevin, F.; WOLKENBERG, Scott; MULHEARN, James; LAYTON, Mark, E.; DE LEON, Pablo; WO2014/66490; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 461-17-6, 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. 461-17-6, name is 1,1,1-Trifluoro-4-iodobutane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The alcohol of Example A2 (0.50 g, 1.38 mmol), tetrabutylammonium bromide (89 mg, 0.0.276 mmol), and KOH (232 mg, 4.14 mmol) were slurried in xylene (5.5 mL). Afterward, 1,1,1-trifluoro-4-iodobutane (0.98 g, 4.14 mmol) was added, and the resulting mixture was stirred in a sealed vial at 80 C. over the weekend. Subsequently, the mixture was filtered through celite and concentrated under N2. Chromatography (on silica, ethyl acetate/hexanes) afforded the ether in the form of a colorless oil (430.5 mg, 65.8% yield). NMR (CDCl3) delta 1.22-1.36 (m, 2H), 1.51 (s, 9H), 1.66-1.74 (m, 5H), 2.06-2.22 (m, 4H), 2.32 (d, 2H), 2.94 (t, 2H), 3.24 (d, 2H), 3.40 (t, 2H), 3.43 (t, 2H), 3.79 (d, 2H), 3.96 (dd, 2H). ESMS m/z=491.42 (M+NH4)+.

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, 1,1,1-Trifluoro-4-iodobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Brown, David L.; Carroll, Jeffery N.; Chen, Yiyuan; Fobian, Yvette M.; Freskos, John N.; Gasiecki, Alan F.; Grapperhaus, Margaret L.; Heintz, Robert M.; Hockerman, Susan L.; Kassab, Darren J.; Khanna, Ish K.; Kolodziej, Stephen A.; Massa, Mark A.; McDonald, Joseph J.; Mischke, Brent V.; Mischke, Deborah A.; Mullins, Patrick B.; Nagy, Mark A.; Norton, Monica B.; Rico, Joseph G.; Schmidt, Michelle A.; Stehle, Nathan W.; Talley, John J.; Vernier, William F.; Villamil, Clara I.; Wang, Lijuan J.; Wynn, Thomas A.; US2005/9838; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 90434-01-8, 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 90434-01-8 as follows.

Example 8 N-[(R)-1-Hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-2-isopropoxy-5-(3-ethylcarbamoylphenylethynyl)-benzamide 3-lodo-N-methyl-benzamide (58 mg), 5-Ethynyl-N-[(R)-1-hydroxymethyl-2-(1H-indol-3-yl)-ethyl]-2-isopropoxy-benzamide (100 mg), palladium dichlorobis(triphenylphosphine) (4.7 mg) and TBAF x 3 H2O (170 mg in THF (5 ml) were stirred at 80C for 5 hours. The reaction mixture was concentrated and extracted with ethylacetate / water. The combined organic layers were dried over sodium sulphate and the solvent was evaporated. The title compound was obtained in 79 % yield (89 mg) after flash chromatography. 1H-NMR (CDCl3): 8.48 (J = 7.3 Hz, 1H); 8.39 d (J = 2.0 Hz, 1H); 8.20 s (1H); 7.87 s (1H); 7.77 d (J = 6.6 Hz, 1H); 7.72 d (J = 7.6 Hz, 1H); 7.61 d (J = 6.6 Hz, 1H); 7.52 dd (J = 2.3 Hz / 8.6 Hz, 1H); 7.4 m (2 H); 7.19 m (1H); 7.09 m (2H); 6.90 d (J = 8.6 Hz, 1H); 4.66 m (1H); 4.57 m (1H); 3.81 m (2H); 3.14 m (2H); 3.03 d (J = 4.3 Hz, 3H); 1.27 m (3H); 1.21 m (3H).

According to the analysis of related databases, 90434-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP1932831; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 452-79-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 452-79-9 name is 2-Fluoro-1-iodo-4-methylbenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

N-Bromosuccinimide (2.63g, 14.78mmol) and benzoylperoxide (0.20g, 0.62mmol) were added to a solution of 3-fluoro-4-iodotoluene (2.90g, 12.29mmol) in 7mL of tetrachloromethane. The resulting solution was refluxed for 20h. Thereafter, the reaction was allowed to cool to room temperature and was then diluted with 30mL of CH2Cl2. The solid phase was filtered off and the filtrate was washed with 30mL of a saturated solution of sodium thiosulphate. The organic layer was dried over Na2SO4 and evaporated. The crude product was purified by flash chromatography (AcOEt/PE 2:98), giving 3.45g (86%) of 8 as a white solid. Rf=0.76 (AcOEt/PE 5:95); mp=46-48C. 1H NMR (600MHz, CDCl3) delta 7.71 (m, 1H), 7.11 (m, 1H), 6.94 (m, 1H), 4.41 (s, 2H); 13C NMR (150MHz, CDCl3) delta 161.0 (J=246.5Hz), 140.6 (J=7.6Hz), 139.9 (J=1.3Hz), 126.4 (J=3.2Hz), 116.4 (J=24.5Hz), 81.3 (J=25.6Hz), 31.5; 19F (564MHz, CDCl3) delta -92.9 (t, J=7.3Hz). Anal. calcd for C7H5BrFI: C, 26.70; H, 1.60; found: C, 26.70; H, 1.58.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Fluoro-1-iodo-4-methylbenzene, and friends who are interested can also refer to it.

Reference:
Article; Castillo Melean, Johnny; Humpert, Sven; Ermert, Johannes; Coenen, Heinz H.; Journal of Fluorine Chemistry; vol. 178; (2015); p. 202 – 207;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 612-55-5,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.

General procedure: A mixture of CuI (Sigma-Aldrich, 0.025 mmol, 5 mol%), anhydrousK3PO4 (0.65 mmol), 2-mercaptobenzimidazole (0.5mmol), DMSO (0.2 mL), and aryl halide (0.75 mmol) were addedto a reaction vial and a screw cap was fitted to it. The reactionmixture was stirred under air in a closed system at 100 C for24 h. The heterogeneous mixture was subsequently cooled toroom temperature and diluted with dichloromethane. The combinedorganic extracts were dried with anhydrous Na2SO4, andthe solvent was removed under reduced pressure. The crudeproduct was loaded into the column using minimal amounts ofdichloromethane and was purified by silica gel column chromatographyto afford the S-arylated product. The identity andpurity of products was confirmed by 1H NMR and 13C NMRspectroscopic analysis

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

Reference:
Article; Tan, Bryan Yong-Hao; Teo, Yong-Chua; Synlett; vol. 29; 15; (2018); p. 2056 – 2060;,
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. 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 181765-85-5

General procedure: A seal-tube (15 mL) initially fitted with a septum containing anilide 1 (0.5 mmol), Pd(OAc)2 (11.3 mg, 0.050 mmol, 10 mol%), and AgOAc (83.5 mg, 0.50 mmol) was evacuated and purged with N2 three times. TFA (4.0 mL) and 2-iodobenzoate 5 (0.75 mmol) were added to the system and the reaction mixture was stirred at 120 C for 24 h. The reaction mixture was cooled to r.t. and filtered through a short Celite pad and washed with CH2Cl2 several times. The filtrate was concentrated by vacuum and purified on a silica gel column using hexane/EtOAc as eluent to give the corresponding pure phenanthridone product 6.

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 181765-85-5.

Reference:
Article; Gandeepan, Parthasarathy; Rajamalli, Pachaiyappan; Cheng, Chien-Hong; Synthesis; vol. 48; 12; (2016); p. 1872 – 1879;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com