Tag: M.W=300-400

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, category: iodides-buliding-blocks

A solution of 4-ethynylaniline (820 mg, 7 mmol), 2-bromo-1-fluoro-4-iodobenzene (2.1 g, 7 mmol), copper(I) iodide (8 mg, 0.04 mmol) and bis(triphenylphosphine)palladium(II) dichloride (30 mg, 0.04 mmol) in a 2:1 mixture of tetrahydrofuran and triethylamine (18 mL) was stirred at room temperature under an atmosphere of argon overnight. The reaction mixture was concentrated in vacuo and the residue partitioned between dichloromethane (100 mL) and water (75 mL). The organic phase was separated and the aqueous phase extracted with dichloromethane. The combined organics were concentrated and purified by column chromatography, using 0-30% ethyl acetate in heptane as the eluent.Recrystallization from diethyl ether/heptane gave 1.42 g (70% yield) of the title compound: 1H NMR (DMSO-d6) 7.80 (dd, J=6.8, 2.0 Hz, 1H), 7.52-7.48 (m, 1H), 7.38 (t, J=8.8 Hz, 1H), 7.22-7.18 (m, 2H), 6.58-6.54 (m, 2H), 5.60 (br s, 2H); MS (ES) m/z 290, 292 [M+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; Astex Therapeutics Limited; AstraZeneca AB; US2008/287460; (2008); 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. 630384-36-0, name is Methyl 1-(4-iodophenyl)cyclopropanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C11H11IO2

To a mixture of compound LII-4 (0.604 g, 2 mmol) and compound LII-6 (0.4 g, 4 mmol) in DMF (10 mL) and TEA (2 mL) was added Cul (0.04 g, 0.2 mmol) and Pd(PPh3)2Cl2 (0.14 g, 0.2 mmol). The mixture was purged with nitrogen for 5 minutes and stirred under N2 at room temperature overnight. The mixture was diluted with water (20 mL) and extracted with EtOAc (30 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (PE: EA = 20: 1) to afford compound LII-7 (0.48 g, yield: 88%).

According to the analysis of related databases, 630384-36-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D.; WO2013/25733; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 21740-00-1, name is 5-Bromo-2-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 21740-00-1, Recommanded Product: 21740-00-1

C. N, N-DIMETHYL-5-BROMO-2-IODOPHENYLACETAMIDE 5-Bromo-2-iodobenzoic acid (100 g, 0.306 mol) is dissolved in THF (350 mL) and cooled in an ice bath. Borane-THF complex (460 mL of 1 M in THF, 0.460 mol) is added dropwise. After addition is complete, the reaction is warmed to room temp and stirred for 14 hours. The mixture is transferred a large ERLENMEYER FLASK (4 L), cooled in an ice bath and carefully quenched with water (250 mL). Evaporation of the THF by rotary evaporator gives a white suspension which is treated with additional water (1 L) and then filtered and dried in a vacuum dessicator over P205 to give 5-bromo-2-iodobenzyl alcohol. The above benzyl alcohol is dissolved in 48% HBr (500 mIL and heated at reflux temperature for 4 hours. The resulting benzyl bromide is isolated as a yellow solid by pouring the cooled mixture into a large volume (1.5 L) of water followed by filtration. The benzyl bromide is dissolved in EtOH (400 mL) and stirred at room temperature. Sodium cyanide (56 g, 1.14 mol) is dissolved in a minimum amount (-100 mL) of water and then added to the ethanolic solution of the benzyl bromide. The reaction is heated to reflux temperature for 3 hours and then cooled to room temperature. Ethanol is removed by rotary evaporator and the residue washed with a large volume (1 L) of water. The resulting 5-bromo-2-iodophenylcetonitrile is isolated by filtration. The above phenylacetonitrile is dissolved in ETOH (350 mL) and treated with NAOH (32 g, 0.8 mol) which had been dissolved in water (200 mL). The reaction is heated at reflux temperature for 14 hours. After cooling to room temperature, ethanol is removed by rotary evaporator and 6 N HCI added until the pH = 1. The solid 5-bromo-2-iodophenylacetic acid that formed is filtered and washed with water (2 x 500 mL). After drying over P205 in a vacuum dessicator, 5-BROMO-2-IODOPHENYLACETIC acid (m. p. 165-169C) (102 g, 0.3 mol) is dissolved in CH2CI2 (450 mL) that contains several drops of DMF. Thionyl chloride (32 mL, 0.450 mol) is added and the reaction heated to reflux temperature overnight. After cooling to room temperature, the reaction mixture is diluted with additional CH2CI2 (500 mL) and washed with water (2 x 250 mL), saturated NAHCO3 (250 mL) and brine (250 mL). The solution is dried (MGS04) and concentrated by rotary evaporator to give 5-bromo-2- iodophenylactetyl chloride as a yellowish oil. Dimethylamine (200 mL of 2 M in THF) is added dropwise to a solution of the above 5-bromo-2-iodophenylacetyl chloride in ET20 (500 mL), cooled in an ice bath. After the addition is complete, EtOAc (350 mL) is added and the solution washed with water (350 mL), brine (250 mL) and dried (MGS04). Evaporation by rotary evaporator and trituration with 1: 1 ET2O/HEXANES GIVES N, N-DIMETHYL-5-BROMO-2-IODOPHENYLACETAMIDE (m. p. 127-129C).

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-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/48314; (2004); 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. 260355-20-2, name is 1-Chloro-4-iodo-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Chloro-4-iodo-2-(trifluoromethyl)benzene

1-Chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.2 was dissolved in 20 ml of toluene.Bis(pyridin-2-ylmethyl)amine (12 mmol) was added sequentially to the system.Palladium acetate (0.5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine, stirred for 10 minutes,Add 10 ml of an aqueous solution of cesium carbonate (10 mmol) and heat to 50 C for 4 hours.After the reaction was completed, 20 ml of water was added to the system, and the mixture was stirred for 20 minutes, and the organic phase was dried over anhydrous sodium sulfate, concentrated, and purified by flash column chromatography.3.3 g of yellow 4-chloro-N,N-bis(pyridinyl-2-methyl)-3-trifluoromethylaniline powder was obtained in a yield of 87.5%.

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; Jingfan; Jing Fan; Ge Baoyin; Zhang Ruwei; (7 pag.)CN108633884; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1133123-02-0, 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. 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under argon, 0.79 g of lithium hydroxide was added to a 250 mL two-neck reactor,50 mL of N-methylpyrrolidone and water were added,4.89 g of 2-iodo-4-bromobenzoic acid and 2 g of phenylboronic acid were added,Add triacetylacetone dipalladium chloride adduct with stirring.Followed by stirring at 65 C for 18 hours. After completion of the reaction, hydrochloric acid was added,Extracted with methyl tert-butyl ether, separated,The organic phase was dried over anhydrous sodium sulfate and the organic liquid was removed by distillation. The product was purified by column chromatography using petroleum ether.And dried to give 4-bromo-2-phenylbenzoic acid as a white powder (yield: 2.9 g, yield: 70.5%).

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

Reference:
Patent; Soochow University (Suzhou); Zhang Xiaohong; Chen Jiaxiong; Zheng Caijun; (11 pag.)CN106699747; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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. Computed Properties of C4H8I2

Sodium hydride (60% in mineral oil, 0.10 g, 2.6 mmol) was suspended in dry THF (5 mL). After cooled down to -20 C, a solution of CAH(322 mg, 1.0 mmol) in THF (5 mL) was added slowly to the suspension.The mixture was stirred at room temperature for 1 h, then 1,4-diiodobutane(150 mg, 0.5 mmol) was added at -20 C, and further stirred atroom temperature for 6 h. The reaction was quenched by saturatedaqueous NH4Cl solution, and extracted with diethyl ether (3×30 mL).The organic layer was washed with water (3×30 mL) and dried overanhydrous MgSO4, and evaporated under reduced pressure. The residuewas purified by column chromatography on silica gel using ethylacetate/hexane (1/8, v/v) as eluent to give a pale yellow powder ofBCAC4 (164 mg, 46%). M.p.: 138.5-140.2 C. 1H NMR (400 MHz,CDCl3): delta (ppm) 8.51 (2 H, s, Ar-H), 8.43 (2 H, s, Ar-H), 8.36 (2 H, d,J=1.2 Hz, Ar-H), 8.02 (6 H, m, Ar-H), 7.67 (1 H, d, J=4 Hz, Ar-H),7.64 (1 H, d, J=2 Hz, Ar-H), 7.53 (4 H, m, Ar-H), 3.35-1.60 (20 H, br,B-H), 1.68 (4 H, d, J=2 Hz), 1.24 (4 H, q, J=8 Hz). 13C NMR(100 MHz, CDCl3): delta (ppm) 132.94, 132.46, 132.33, 130.94, 130.14,129.09, 128.25, 128.18, 127.85, 126.97, 126.66, 126.31, 126.10,126.08, 83.82, 81.92, 34.43, 28.58. HRMS: m/z calcd for[C36H46B20-H]-: m/z=693.5522. Found: m/z=693.5549.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-21-7, its application will become more common.

Reference:
Article; Wu, Xueyan; Guo, Jixi; Jia, Wei; Zhao, Jianzhang; Jia, Dianzeng; Shan, Huici; Dyes and Pigments; vol. 162; (2019); p. 855 – 862;,
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. 4044-58-0, name is 1-Bromo-8-iodonaphthalene, A new synthetic method of this compound is introduced below., SDS of cas: 4044-58-0

Ethylmagnesium bromide (11.6 mL, 11.0 mmol; 0.95 M solution in THF) was added slowly over8 min to a solution of phenylacetylene (1.21 mL, 11.0 mmol) in THF (10 mL) at room temperature andthe mixture was stirred for 40 min at room temperature. The resulting solution was then added slowlyover 6 min with additional THF (3 mL) to ZnCl2 (1.64 g, 12.0 mmol) at 0 C, and the mixture wasstirred for 30 min at 0 C. Pd(PPh3)4 (300 mg, 0.260 mmol) and 1-bromo-8-iodonaphthalene (3.33 g,10.0 mmol) were successively added to it with THF (2 mL) and the mixture was stirred for 17 h atroom temperature. The reaction was quenched with 1 M HClaq and diluted with H2O. After extractionwith Et2O, the organic layer was washed with saturated NaClaq, dried over MgSO4, filtered, andconcentrated under vacuum. The residue was chromatographed on silica gel with hexane to afford 1-bromo-8-(phenylethynyl)naphthalene (CAS 4404-55-7) as a yellow oil (2.20 g, 7.16 mmol; 72% yield).

The synthetic route of 4044-58-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maesato, Takumi; Shintani, Ryo; Chemistry Letters; vol. 49; 4; (2020); p. 344 – 346;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 180624-08-2, 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. 180624-08-2, name is 4-Bromo-2-iodo-6-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Intermediate 1A (4.5 g, 13.12 mmol) in EtOH (80 mL) was added concentrated HCl (5.47 mL, 65.6 mmol), followed by tin(II)chloride dihydrate (11.84 g, 52.5 mmol). The reaction mixture was stirred at 60C overnight. After cooled to room temperature, it was treated with an ice-cold 4.0 N NaOH (18 mL) and EtOAc/water. After stirring for 1 min, the white solid was removed by filtration. The filtrate was separated, the organic layer was collected, washed with brine and dried over sodium sulfate. After evaporation of solvent, the crude product was dissolved in a small amount of chloroform and charged to an 80 g silica gel cartridge which was eluted with 5% for 3 min, then a 12 min gradient from 5% to 50%; The desired fractions were combined and concentrated to give Intermediate 1B (3.3 g, 10.55 mmol, 80% yield) as a pale brown solid; 1H NMR (500 MHz, chloroform-d) delta 7.33(d, J=2.2 Hz, 1H), 6.83(d, J=1.9 Hz, 1H), 3.81(br s, 2H), 3.54(br s, 2H); LC-MS: method A, RT=1.82 min; MS (ESI) m/z: 312.8 and 313.8 (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, 4-Bromo-2-iodo-6-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; ZHENG, Xiaofan; CHUPAK, Louis S.; (102 pag.)WO2017/19828; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 83027-73-0, These common heterocyclic compound, 83027-73-0, name is 5-Bromo-1-chloro-3-fluoro-2-iodobenzene, 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.

Dry methanol (160ml_) was cooled to 10 C and potassium hydroxide (14.9g) was added portionwise over 25 minutes. Once dissolved, this solution was added over 15 minutes to a refluxing solution of 5-bromo-1-chloro-3-fluoro-2-iodo-benzene (CAS Reg. No. 83027-73-0, 40.0 g) in dry methanol (320ml_). After 46 hours refluxing the reaction mixture was concentrated and partitioned between water (500ml_) and ethyl acetate (500ml_). The aqueous phase was extracted with further ethyl acetate (2 x 200ml_). The combined organic layers were washed with brine (400ml_), dried over magnesium sulfate, concentrated and purified by chromatography on silica eluting with ethyl acetate in iso-hexane to give 5-bromo- 1 -chloro-2-iodo-3-methoxy-benzene (37.767g) as a pale pink solid. 1H NMR (500 MHz, CDCI3) delta (delta) 7.28 (d, 1 H), 6.82 (d, 1 H), 3.90 (s, 3H)

The synthetic route of 83027-73-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; HACHISU, Shuji; SCUTT, James Nicholas; WILLETTS, Nigel James; WO2015/32702; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 345226-19-9,Some common heterocyclic compound, 345226-19-9, name is 2-Chloro-1-iodo-4-(trifluoromethoxy)benzene, molecular formula is C7H3ClF3IO, 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 mixture of 8-{[tert-butyl(dimethyl)silyl]oxy}-2-azaspiro[4.5]decan-1 -one (500 mg, 1 .76mmol) (isomer 1) and 3-chloro-4-iodophenyl trifluoromethyl ether (696 mg, 98% purity, 2.12mmol) in o-xylol (38 ml) was added under an argon atmosphere copper(l) iodide (67.2 mg, 353 pmol), N,N?-dimethylethylenediamine (77 pI, 710 pmol) and potassium phosphate (749 mg, 3.53 mmol) and the reaction was heated to 1400 for 48 h in a microwave reactor. Upon cooling, the reaction mixture was filtrated through a pad of celite the residue was washedwith ethyl acetate and the filtrate was concentrated under reduced pressure. Another batch was prepared accordingly, the batches were combined and the crude product was purified by flash chromatography (hexanes/ethyl acetate-gradient, 50% -> 100% ethyl acetate) to give the title compound as single isomer (1.0 g). [C-MS (Method 2): R = 1.78 mm; MS (ESipos): m/z = 478 [M+H]1H-NMR (400 MHz, DMSO-d6): 6 [ppm] = 7.71 (d, 1H), 7.62-7.36 (m, 2H), 3.94 (br 5, 1H),3.62 (t, 2H), 2.07 (t, 2H), 2.01-1.83 (m, 2H), 1.71-1.54 (m, 4H), 1.33 (brd, 2H), 0.88 (s, 9H),0.05 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-1-iodo-4-(trifluoromethoxy)benzene, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com