Tag: M.W=200-300

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. 41252-98-6, name is 1-Iodo-2-methyl-3-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H6INO2

4.1.11. 2,20-Dimethyl-3,30-dinitro-1,10-biphenyl (27)4.1.11.1. Activation of copper powder:.34 Copper powder (2.00 g)was stirred with 2% iodine (w/w wrt copper) in acetone (100 mL)for 10 min. The powder was filtered and stirred to form a slurrywith 1:1 solution of concentrated hydrochloric acid in acetone(200 mL). The copper iodide dissolved, and the copper powderremaining was removed by filtration and washed with acetone(200 mL). The activated copper was dried in a vacuum desiccatorand used immediately.2-Methyl-3-nitro-iodobenzene (26) (1.00 g, 3.80 mmol) andactivated copper (1.21 g, 19.0 mmol) were added to dry N,Ndimethylformamide(8 mL), and the mixture was heated to 190 Cfor 24 h. The mixture was diluted with dichloromethane (100 mL),washed with 4% aqueous ammonia (5100 mL), water (450 mL),and brine (350 mL), dried (Na2SO4), and the solvents removedunder reduced pressure to yield a dark crude oil. Column chromatographyof the residue using ethyl acetate/petroleum ether(1:10) gave the product as a yellow solid (0.27 g, 53%); mp120e121 C; nmax (film)/cm1 3086, 1604, 1524, 1458, 1350, 1279,1219, 1106, 995, 859, 807, 736, 718, 674; 1H NMR (400 MHz, CDCl3):d 2.13 (6H, s, 2 CH3), 7.29 (2H, dd, J7.6, 1.4 Hz, 2 CH arom., biphenyl-5,50), 7.36 (2H, ddd, J8.0, 7.6, 0.5 Hz, 2 CH arom., biphenyl-6,60), 7.83 (2H, dd, J8.0, 1.4 Hz, 2 CH arom., biphenyl-4,40); 13CNMR (100 MHz, CDCl3): d 15.4 (2 CH3, 2 ArCH3), 123.1 (2 CHarom., biphenyl-4,40),125.7 (2 CH arom., biphenyl-5,50),129.8 (2 Cquat., arom., biphenyl-2,20), 132.6 (2 CH arom., biphenyl-6,60), 141.3(2 C quat., arom., biphenyl-1,10), 149.9 (2 C quat., arom., biphenyl-3,30); m/z (EI) 272.0793; C14H12N2O4 (M) requires 272.0797.

According to the analysis of related databases, 41252-98-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Farah, Mohamed M.; Page, Philip C. Bulman; Buckley, Benjamin R.; Blacker, A. John; Elsegood, Mark R.J.; Tetrahedron; vol. 69; 2; (2013); p. 758 – 769;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 61272-76-2, A common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-iodoaniline, molecular formula is C6H5FIN, 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.

Example 64 4-(((2-tert-Butyl-5-fluoro-1H-indol-3-yl)methoxy)methyl)-N,N-dimethyl-1-phenylcyclohexanamine (one of two possible diastereomers) A mixture of Ain-13 (522 mg, 1.60 mmol), 4-fluoro-2-iodoaniline (Ian-04) (453 mg, 1.90 mmol), [1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene]-3-chloropyridyl palladium(II) chloride (PEPPSI, 109 mg, 0.16 mmol) and sodium carbonate (848 mg, 8.0 mmol) was evacuated for 30 min (oil pump). The mixture was then flushed with argon and absolute N,N-dimethyl formamide (5 ml, previously flushed for 1 h with argon) was added with a syringe via a Schlenk attachment. The reaction mixture was stirred for 18 h at 10° C., during the course of which the solution turned a dark brown colour. The reaction solution was then concentrated to small volume under vacuum, the residue was taken up repeatedly in toluene (3*30 ml) and concentrated to small volume again each time, then divided between water and ethyl acetate (50 ml each) and the phases were separated. The aqueous phase was extracted with ethyl acetate (2*50 ml), the combined organic phases were washed with 1 M sodium thiosulfate solution and saturated sodium chloride solution (50 ml each), dried with sodium sulfate and concentrated to small volume under vacuum. The crude product (948 mg) was purified by flash chromatography (38 g, 20*2.5 cm) with chloroform/methanol (1:5). Yield: 421 mg (60percent) Melting point: 51-53° C. 1H-NMR (DMSO-d6): 1.19-1.68 (m, 7H); 1.44 (s, 9H); 1.89 (s, 6H); 2.54-2.64 (m, 2H); 3.29-3.31 (m, 2H); 4.64 (s, 2H); 6.84 (dt, 1H, J=2.5, 9.6 Hz); 7.23 (dd, 2H, J=2.5, 10.2 Hz); 7.27 (d, 1H, J=4.7 Hz); 7.29-7.37 (m, 4H); 10.79 (s, 1H). 13C-NMR (DMSO-d6): 24.5; 30.3; 32.1; 33.2; 37.0; 37.4; 58.5; 63.2; 74.5; 102.2 (d, 1C, J=23 Hz); 106.6; 108.1 (d, 1C, J=26 Hz); 111.6 (d, 1C, J=0 Hz); 126.1; 126.5; 127.2; 129.8 (d, 1C, J=10 Hz); 130.7; 139.4; 147.5; 156.9 (d, 1C, J=231 Hz). Other C signals were unable to be identified.

The synthetic route of 61272-76-2 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

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. 52570-33-9, name is Methyl 3-iodo-2-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 3-iodo-2-methylbenzoate

0.2 mmol of potassium carbonate and 0.01 mmol of palladium acetate.0.02 mmol of triphenylphosphine, 0.2 mmol of methyl 2,3-dicarboxylate-7-oxanorbornadiene,2-fluoro-3-carboxylic acid methyl ester iodobenzene 0.1 mmol, hexamethyldisiloxane 0.15 mmol,1 mL of N,N-dimethylformamide was added to a 15 mL reaction tube.Nitrogen was repeatedly filled 3 times, placed in an oil bath at 100 C, and reacted for 12 h;After cooling to room temperature, the reaction solution was diluted with ethyl acetate and washed with water three times.The organic phase was dried over anhydrous Na2SO4, filtered and concentrated.Purified by column chromatography19.2mg of target product,The yield was 60%.

According to the analysis of related databases, 52570-33-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (13 pag.)CN109021003; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 461-17-6, 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 461-17-6 as follows.

Example 2; 1-(2,4-Dichlorophenyl)-4-methyl-5-[4-(4,4,4-trifluorobutoxy)-phenyl]-1H-pyrazole-3- carboxylic acid piperidin-1-ylamide; 1- (2, 4-Dichlorophenyl)-5- (4-hydroxyphenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-l-yl amide from Ex 1, Step F (250 mg, 0.56 mmol) was dissolved in acetone (10 ml) and potassium carbonate (77 mg, 0.56 mmol) was added followed by 1-iodo-4, 4,4- trifluorobutane (140 mg, 0.56 mmol). The reaction mixture was boiled under reflux overnight, concentrated and purified by flash chromatography (hexane : EtOAc 70: 30- 60: 40) afforded 130 mg (42%) of a white solid that was triturated with hexane: EtOAc 95 : 5 and filtered. ‘H NMR (CDC13) : 5 7.63 (1H, broad s), 7.43 (1H, m), 7.30 (2H, m), 7.10-7. 00 (2H, m), 6.85-6. 78 (2H, m), 4.05 (2H, t), 2.90 (4H, m), 2.40-2. 19 (SH, s and m), 2.15-1. 97 (2H, m), 1. 78 (4H, m), 1.45 (2 H, m) MS m/z 577 (M+Na). HPLC: 98.4%

According to the analysis of related databases, 461-17-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/80343; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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 627-31-6, Computed Properties of C3H6I2

To a solution of ethyl 2-(4-nitrophenyl)acetate (9.0 g, 43 mmol) in DMF (100 mL) was added NaH (3.6 g, 90 mmol, 60% in oil) at 0 C. Then the reaction mixture was allowed to warm to RT and stirred for 15 min. The mixture was cooled to 0 C again and 1,3- diiodopropane (10 mL, 89 mmol) was added. The resulting mixture was stirred at 0 C for 30 min, then warmed to RT and stirred at RT for 1 h. The reaction was diluted with NH4C1 (sat., 200 mL), extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2S04i filtered and concentrated in vacuo to afford a residue, which was purified by column chromatography on silica gel (EtOAc in petroleum ether: 0 – 5% gradient) to give the title compound (I-D). lH NMR (400 MHz, CDC13) delta 8.23 – 8.12 (m, 2 H), 7.52 – 7.38 (m, 2 H), 4.18 – 4.04 (m, 2 H), 2.94 – 2.82 (m, 2 H), 2.57 – 2.45 (m, 2 H), 2.18- 2.04(m, 1 H), 2.00- 1.75 (m, 1H), 1.22 – 1.12 (m, 3 H).

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; MERCK SHARP & DOHME CORP.; ZHOU, Hua; ACHAB, Abdelghani; FRADERA, Xavier; HAN, Yongxin; LI, Derun; MCGOWAN, Meredeth, A.; SCIAMMETTA, Nunzio; SLOMAN, David, L.; YU, Wensheng; (98 pag.)WO2019/27855; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 6828-35-9, These common heterocyclic compound, 6828-35-9, name is 5-Chloro-2-iodoaniline, 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: To a solution of 2-iodoaniline (0.5 mmol) and benzaldehyde (0.6mmol) in dry DMSO (1.5 mL), selenium powder (1.5 mmol), catalyst(0.05 mmol), and KOH (1.0 mmol) were added, the reactionmixture was stirred in a sealed tube under argon atmosphere at 120 C for 36 h. After the reaction was finished,the mixture was cooled to r.t., diluted with sat. aq NH4Cl (15mL), and extracted with EtOAc (3 × 10 mL). The organic layerwas dried over Na2SO4, and the solvent was removed underreduced pressure. The residue was purified by silica gel columnchromatography to afford the corresponding product 3aa.

Statistics shows that 5-Chloro-2-iodoaniline is playing an increasingly important role. we look forward to future research findings about 6828-35-9.

Reference:
Article; Su, Tao; Xie, Shishun; Li, Bifu; Yan, Jun; Huang, Ling; Li, Xingshu; Synlett; vol. 26; 2; (2015); p. 215 – 220;,
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. 4387-36-4, name is 2-Iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H4IN

2-iodobenzonitrile (1.5mmol) was dissolved in a 3:2 mixture of Net3/THF (10 mL) and degassed for 30 min at room temperature. After adding of PdCl2(PPh3)2 (0.2 mol %) and CuI (0.2mol %), alkyne (1.8mmol) was added dropwise to the reaction suspension. Subsequently the reaction mixture was stirred at room temperature until completion was indicated by TLC. After the completion of the reaction, the reaction mixture was filtered, and concentrated by rotary evaporation. The crude product was purified by column chromatography (petroleum ether : ethyl acetate = 30:1) to provide 1a (yield: 78%), 1k-1s (in 77-85% yield).

According to the analysis of related databases, 4387-36-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Xiaodong; Deng, Guobo; Liang, Yun; Tetrahedron Letters; vol. 59; 29; (2018); p. 2844 – 2847;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 610-97-9, 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. 610-97-9, name is Methyl 2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred slurry of methyl 2-iodo-benzoate (5.0 g, 0.019 mol) and N-bromosuccinimide (3.74 g, 0.021 mol) in acetic acid (10 ML) was added concentrated H2SO4 (10 ML) dropwise, keeping the temperature at 20-40 C. The mixture was stirred at room temperature for 88 hours and then heated at 50 C. for 4 hours.The mixture was cooled to 10 C., treated with 40 g of ice water, and extracted with 50 ML of CH2Cl2.The organic phase was washed in succession with 2*50 ML 5% NaHCO3, 50 ML 10% Na2S2O3, 50 ML water, and concentrated to colorless oil.The residue was purified by column chromatography (silica gel, 10:90 EtOAc:hexane) to provide the title compound. 1H NMR (CDCl3, 400 MHz) delta 7.92 (d, J=4 Hz, 1H), 7.83 (d, J=8 Hz, 1H), 7.27 (dd, J=8, 4 Hz, 1H), 3.92 (s, 3H); MS (DCl/NH3) [M+NH4]+ at 358, [M+NH3 NH4]+ at 375.

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

Reference:
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Sharma, Padam N.; Bennani, Youssef L.; US2004/92521; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 2974-94-9,Some common heterocyclic compound, 2974-94-9, name is 1-Iodo-4-phenoxybenzene, molecular formula is C12H9IO, 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.

Example 3A (R)-3-(4-phenoxyphenoxy)quinuclidine 3-(R)-Hydroxy-quinuclidine (the product of Reference Example 1, 152 mg, 1.2 mmol), was coupled with 1-iodo-4-phenoxy-benzene (178 mg, 0.6 mmol) according to the procedure of Example 3A. The title product was purified by chromatography (SiO2, CH2Cl2:MeOH:NH3.H2O, 90:10:1, Rf. 0.20) as oil (25 mg, yield, 14%). 1H NMR (MeOH-d4, 300 MHz) delta 1.45-1.58 (m, 1H), 1.64-1.85 (m, 2H), 2.00-2.15 (m, 1H), 2.20-2.30 (m, 1H), 2.70-3.10 (m, 5H), 3.34-3.40 (m, 1H), 4.52 (m, 1H), 6.83-6.98 (m, 6H), 7.03 (tt, J=7.5, 1.0 Hz, 1H), 7.30 (t, J=7.5 Hz, 2H) ppm. MS (DCl/NH3) m/z 296 (M+H)+.

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-4-phenoxybenzene, its application will become more common.

Reference:
Patent; Abbott Laboratories; US2005/137226; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 181765-85-5, 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. 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of (2-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3- yl)methyl)pyrimidin-5-yl)boronic acid (Intermediate 188c, 45 mg, 0.145 mmol) and methyl 4-chloro-2-iodobenzoate (40 mg, 0.135 mmol ) in THF (1.5 mL) was treated with 1.5 M Na2C03 (0.270 mL, 0.405 mmol) followed by PdCl2(dppf) (5.51 mg, 6.75 muiotaetaomicron). The resulting mixture was degassed with N2 for 2 min before the reaction vessel was sealed and irradiated in a microwave reactor at 100 C for 30 min. The cooled reaction mixture was diluted with DCM and extracted. The combined organic layer was washed with brine, dried over MgS04, and concentrated to dryness and the residue purified by ISCO (Hexanes/AcOEt, 0-100%) to afford the title compound (Intermediate 198a, 36 mg, 0.083 mmol, 61.2 % yield) as a yellow oil. LC-MS (Method A5): 2.20 min, [M + H]+ = 436.1 ; FontWeight=”Bold” FontSize=”10″ H NMR (500 MHz, CDC13) delta 8.59 (s, 1H), 8.67 – 8.44 (m, 1H), 8.03 (d, 7=8.5 Hz, 1H), 7.52 (dd, 7=8.5, 2.2 Hz, 1H), 6.90 (s, 1H), 5.78 (s, 2H), 3.72 (s, 3H), 2.87 (q, 7=7.7 Hz, 2H), 2.67 (s, 3H), 2.59 (s, 3H), 1.39 (t, 7=7.6 Hz, 3H)

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, Methyl 4-chloro-2-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com