Tag: M.W=200-300

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. 123158-75-8, name is 4-Chloro-2-iodo-6-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 123158-75-8

Preparation 41: 5-Chloro-3-phenyl-7-nitro-1H-indoleStep A: 5-Chloro-7-nitro-3-phenyl-2-trimethylsilyl-1H-indole; 2-Amino-5-chloro-3-nitro-phenyliodide (1.5 g, 4.90 mmol) prepared in Preparation 19 and 1-phenyl-2-trimethylsilylacetylene (4.3 g, 24.50 mmol) were dissolved in DMF (50 mL). Palladium acetate (0.11 g, 0.5 mmol), lithium chloride (0.21 g, 4.90 mmol) and triethylamine (2.48 g, 24.50 mmol) were added thereto, and the mixture was stirred under heating for 3 h to 100 C. After completion of the reaction, water was added to the reaction mixture, which was then extracted with ethyl acetate, washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure, and the residue was purified by column chromatography to give the title compound (1.05 g, Yield 87%).1H-NMR (400 MHz, CDCl3); delta 9.78(br s, 1H), 8.15(s, 1H), 7.78(s, 1H), 7.387.48(m, 5H), 0.26(s, 9H)

The synthetic route of 123158-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG Life Sciences Ltd; US2010/197673; (2010); A1;,
Iodide – Wikipedia,
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444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, 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. Safety of 1-Iodo-2-(trifluoromethyl)benzene

C. To a degassed sample of 4-methylenepiperidine-1-carboxylic acid tert- butyl ester (0.527 g, 2.67 mmol) was added 9-borabicyclic[3,3,1]nonane (5.6 mL of a 0.5 M solution in THF, 2.8 mmol). The resulting solution was refluxed for 1 hour. After cooling to ambient temperature, the solution was added to a mixture of 1-iodo-2- trifluoromethylbenzene (0.707 mg, 2.600 mmol), Pd-catalyst (3 molpercent), DMF (25 mL), water (1 mL), and K2CO3 (0.6 g). The resulting mixture was heated at 600C for 3 hours. The mixture was cooled to ambient temperature and then poured into water. The pH of the solution was adjusted to 11 with 10percent NaOH solution and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine and dried over Na2SO4, filtered, and evaporated to give a crude oil, which was further purified by column chromatography to afford 4-(2- trifluoromethylbenzyl)piperidine-1-carboxylic acid te/t-butyl ester as a waxy solid (0.638 g) in 70 percent yield.

The synthetic route of 444-29-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; WO2006/34338; (2006); A1;,
Iodide – Wikipedia,
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Reference of 56096-89-0,Some common heterocyclic compound, 56096-89-0, name is 4-Fluoro-2-iodobenzoic acid, molecular formula is C7H4FIO2, 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 5a (5.0 g, 18.8 mmol, 1.0 eq), 5b (4.60 g, 28.2 mmol, 1.5 eq), potassium carbonate (6.5 g, 47.0 mmol, 2.5 eq), copper powder (360.0 mg, 5.64 mmol, 0.3 eq), and Copper(I) oxide (810.0 mg, 5.64 mmol, 0.3 eq) in DMF (100.0 mL) was stirred at 140 C overnight under argon atmosphere, then cooled to room temperature. Water (50.0 mL) was added. The mixture was filtered through ceiite. The filtrate was acidified to pH===2 with 2 N HC1, then water (50.0 mL) was added. The resulting mixture was extracted with EtOAc (50 0 ml, x 3). The combined organic layers were washed with brine (20.0 mL x 5), dried over anhydrous NaiSOr and filtered. The filtrate was concentrated in vacuo to afford crude 5c (3.0 g, 54.0 %). LC/MS: 300.0 [M+H]+.

The synthetic route of 56096-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); A1;,
Iodide – Wikipedia,
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Application of 19094-56-5, These common heterocyclic compound, 19094-56-5, name is 2-Chloro-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.

To a dried flask, 5-iodo-2-chlorobenzoic acid (20.0 g, 70.8 mmol) and dichloromethane (60 mL) were added. The reaction mixture was stirred, then oxalyl chloride (9.8 g, 77.9 mmol) and DMF (0.2 mL) were slowly added dropwise, and some bubbles were observed. The reaction mixture was stirred at room temperature for 7 hours. The solvent and excess oxalyl chloride were removed by rotary evaporation to give a gray solid, which was used directly in the next step without further purification.

The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Co., Ltd.; ZHONG, Huijuan; LIAO, Jianchun; YU, Hongping; XU, Yaochang; LI, Qing; CHEN, Jianghua; GAO, Peng; TAN, Songliang; WANG, Shaobao; (45 pag.)US2016/222047; (2016); 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. 6940-76-7, name is 1-Chloro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 6940-76-7

General procedure: In a round flask 300 mg (1.18 mmol) of compound 1 are weighed and placed in an inert atmosphere with a magnetic stirrer. Then, 3 ml of dry THF are added and the system is cooled to 0 C. Then 1.2 equivalents of LDA are added and left in an ice bath for 10 minutes. The ice bath is removed and left under constant stirring for 2 hours. The round flask is cooled again to 0 C and 1,3-chloroiodopropane is added using a syringe previously purged with nitrogen. The ice bath is removed and the reaction is followed by TLC until the consumption of the starting material (1). Once the reaction (approximately 2.5 h) is finished, 0.5 ml of a saturated NH4OH solution is added and an extraction with 5 ml of dichloromethane is carried out in triplicate, the organic phase is collected and dried with anhydrous sodium sulfate, once dried the organic phase is distilled under vacuum. The purification is carried out by a chromatographic column using silica gel as a stationary phase and a mixture of Hexane and ethyl acetate in a proportion of 95:5. A pale yellow oil is obtained in all cases.

According to the analysis of related databases, 6940-76-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xavier Dominguez-Villa, Francisco; Avila-Zarraga, Gustavo; Armenta-Salinas, Concepcion; Tetrahedron Letters; vol. 61; 15; (2020);,
Iodide – Wikipedia,
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Electric Literature of 10297-05-9, These common heterocyclic compound, 10297-05-9, name is 1-Chloro-4-iodobutane, 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 1503-(2-isopropylphenyl)-5-(4-morpholin-4-ylbutoxy)-l -(3-( 1 -naphthyloxy)propyl)- 1 H-indole-2-carboxylic acidA mixture of EXAMPLE 149A (36 mg), l-chloro-4-iodobutane (0.043 ml) and cesium carbonate (116 mg) in N,N-dimethylformamide (2 ml) was stirred at room temperature overnight. The inorganic salt was filtered off. To the N,N-dimethylformamide solution was added morpholine (0.2 ml) and the resulting mixture was heated at 600C for 5 hours. The reaction mixture was concentrated and the residue was purified by RPHPLC (mobile phase: 10percent-100percent acetonitrile in 0.1percent TFA aqueous solution during 60 min) on a C18 column to give ethyl 3-(2-isopropylphenyl)-5-(4-morpholinobutoxy)-l-(3-(naphthalen- l-yloxy)propyl)-lH-indole-2-carboxylate. This ester was hydrolyzed with aqueous NaOH in a mixture of tetrahydrofuran and methanol to provide the title compound. 1H NMR (400 MHz, dimethyl sulfoxide-d6) ? 9.52 (s, IH), 8.20 (d, J=8.29Hz, IH), 7.87 (d, J=7.98Hz, IH), 7.59 (d, J=8.90Hz, IH), 7.43-7.57 (m, 3H), 7.30-7.43 (m, 3H), 7.14-7.23 (m, IH), 7.06 (d, J=7.36Hz, IH), 6.89 (dd, J=9.05, 2.30Hz, IH), 6.85 (d, J=7.67Hz, IH), 6.43 (d, J=2.45Hz, IH), 4.88 (t, J=7.21Hz, 2H), 4.15 (t, J=5.83Hz, 2H), 3.89-4.03 (m, J=I 1.97Hz, 2H), 3.75-3.89 (m, 2H), 3.55-3.70 (m, 2H), 3.07-3.17 (m, 2H), 3.02 (s, br, 2H), 2.61-2.78 (m, 2H), 2.23-2.45 (m, 2H), 1.60-1.85 (m, 4H).

The synthetic route of 10297-05-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; WO2008/130970; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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. Application In Synthesis of 1,1,1-Trifluoro-3-iodopropane

A vial was charged with activated zinc (Rieke Zinc) (4.38 ml, 3.35 mmol) and cooled to 0C. 1,1,1-trifluoro-3-iodopropane (0.268 ml, 2.233 mmol) was added slowly dropwise and the reaction was warmed to room temperature and stirred for one hour. Palladium(II) acetate (2.73 mg, 0.012 mmol), 2?-(dicyclohexylphosphino)-N2,N2,N6,N6- tetramethyl-[ 1,1 ?-biphenylj -2,6-diamine (CPhos) (10.60 mg, 0.024 mmol), and 1 -(4-bromo-5- fluoro-2-methoxyphenyl)-N-(isoxazol-3 -yl)-2-oxo- 1 ,2-dihydroquinoline-6-sulfonamide (See above Intermediate B 1, 0.100 g, 0.202 mmol) were added and the reaction was stirred for two hours at 50 C. The reaction was diluted with ethyl acetate and washed twice with iN HC1 solution. The organic layer was washed with brine, dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (RediSep Gold 40g, gradient elution 0-100% EtOAc :Heptane) to afford (P)- 1 -(5 -fluoro-2-methoxy-4-(3 ,3,3 – trifluoropropyl)phenyl)-N-(isoxazol-3 -yl)-2-oxo- 1 ,2-dihydroquinoline-6-sulfonamide (0.067 g, 0.131 mmol, 64.8 % yield) as a white solid. 1H NMR (400 MHz, DM50-cl6) oe = 2.64 – 2.78 (m, 2 H) 2.87-3.03 (m, 2 H) 3.66 (s, 3 H) 6.44 (d, J1.81 Hz, 1 H) 6.77 (dd, J15.32,9.30 Hz, 2 H) 7.30 – 7.41 (m, 2 H) 7.84 (dd, J=8.97, 2.23 Hz, 1 H) 8.21 (d, J=9.69 Hz, 1 H)8.36 (d, J=2.18 Hz, 1 H) 8.73 (d, J=1.76 Hz, 1 H) 11.65 (s, 1 H). m/z (ESI) 512.2 (M+H)t

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 460-37-7, its application will become more common.

Reference:
Patent; AMGEN INC.; WEISS, Matthew; MILGRAM, Benjamin C; MARX, Isaac E.; DINEEN, Thomas; (63 pag.)WO2017/106871; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 75581-11-2, A common heterocyclic compound, 75581-11-2, name is 4-Iodo-1-methoxy-2-methylbenzene, molecular formula is C8H9IO, 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: A DMF solution (8mL) of the o-substituted aryl iodide (0.36mmol), the o-bromobenzyl alcohol (0.36mmol) and norbornene (34mg, 0.36mmol) was added under nitrogen to a Schlenck-type flask, containing Pd(OAc)2 (4mg, 0.018mmol), the phosphine (0.036mmol), when required, and K2CO3 (124mg, 0.90mmol) or CsOPiv (211mg, 0.90). The reaction mixture was stirred at 105C for 24h. After cooling to room temperature the organic layer was diluted with EtOAc (20mL), washed twice with water (20mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the resulting residue was purified by flash chromatography on silica gel using mixtures of hexane-EtOAc as eluent.

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:
Article; Della Ca, Nicola; Fontana, Marco; Xu, Di; Cremaschi, Mirko; Lucentini, Riccardo; Zhou, Zhi-Ming; Catellani, Marta; Motti, Elena; Tetrahedron; vol. 71; 37; (2015); p. 6389 – 6401;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 19099-54-8, These common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, 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.

0.3 mmol of sodium carbonate and 0.1 mmol of 1,2-bis(thiophen-2-yl)acetylene,Tetrakis(triphenylphosphine palladium) 0.005 mmol, bis(2-diphenylphosphinophenyl)ether 0.005 mmol,0.2 mmol of 4-methylbenzeneboronic acid, 0.3 mmol of 2-isopropyliodobenzene, and 1 mL of N,N-dimethylformamide were added to a 15 mL reaction tube.Nitrogen was repeatedly filled 10 times, placed in an oil bath at 120 C, and reacted for 24 hours;Cooled to room temperature, the reaction was diluted with ethyl acetate, washed with water three times, the organic phase dried over anhydrous Na2SO4, filtered, and concentratedPurification by thin layer chromatography to give 31.2mg of the desired product, yield 78%.

The synthetic route of 19099-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (20 pag.)CN109879713; (2019); A;,
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. 696-41-3, name is 3-Iodobenzaldehyde, A new synthetic method of this compound is introduced below., Quality Control of 3-Iodobenzaldehyde

General procedure: In the glove box, zinc powder (206.0 mg, 3.15 mmol) was added into a Schlenk tube. Anhydrous DMF (10.5 mL) was added and the mixture was stirred at room temperature. Chlorotrimethylsilane (66.5 muL, 0.52 mmol) was then added into the mixture to activate zinc powder. Five minutes later, PhSO2CF2Br (2) (2.1 mmol) was added into the suspension. The reaction proceeded smoothly in 15 min to give (phenylsulfonyl)difluoromethylzinc reagent (?XZnCF2SO2Ph?, 3). The mixture was kept at room temperature to precipitate the remaining zinc powder, and the solution was directly used for next step. In the glove box, 2-naphthaldehyde (156.2 mg, 1.0 mmol) was added into another Schlenk tube. Anhydrous DMF (5 mL) was added and the mixture was stirred at room temperature. The DMF solution of ?XZnCF2SO2Ph? (3) (10 mL, corresponding to the reaction of ca. 2.0 mmol of PhSO2CF2Br and ca. 3.0 mmol of zinc powder) was added to the solution of 2-naphthaldehyde dropwise. The mixture was stirred at room temperature for 5 h, and aqueous HCl (2 M, 10 mL) was added to quench the reaction. After extraction with ethyl acetate for three times, the organic phase was washed with brine, and then dried over anhydrous Na2SO4. After the solution was filtered and evaporated under vacuum, the residue was subjected to silica gel column chromatography (eluting with petroleum ether/ethyl acetate) to give the corresponding difluoromethylated carbinol 4a as a white solid (307.5 mg, 88%).

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:
Article; Jiang, Fanzhou; Ni, Chuanfa; Hu, Jinbo; Journal of Fluorine Chemistry; vol. 198; (2017); p. 67 – 75;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com