Tag: M.W=200-300

Electric Literature of 6828-35-9, 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. 6828-35-9 name is 5-Chloro-2-iodoaniline, 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.

5-Chloro-2-((trimethylsilyl)ethynyl)aniline To a solution of 5-chloro-2-iodoaniline (1.50 g, 5.92 mmol) and ethynyltrimethylsilane (1.25 ml, 8.88 mmol) in Et3N (20 ml) was added CuI (5.6 mg, 0.030 mmol) and Pd(PPh3)2Cl2 (21 mg, 0.030 mmol) and the mixture was stirred at room temperature for 5 hours. Celite was added and the suspension was filtered, rinsed with EtOAc. The filtrate was concentrated in vacuo to yield Intermediate 1 as a yellow oil (1.32 g, 100%). 1H NMR (CHLOROFORM-d) delta: 7.20 (d, J=8.2 Hz, 1H), 6.69 (d, J=1.8 Hz, 1H), 6.63 (dd, J=8.2, 2.1 Hz, 1H), 4.30 (br. s., 2H), 0.27 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-2-iodoaniline, and friends who are interested can also refer to it.

Reference:
Patent; ALLERGAN, INC.; YUAN, HAIQING; BEARD, RICHARD L.; LIU, XIAOXIA; DONELLO, JOHN E.; VISWANATH, VEENA; GARST, MICHAEL E.; US2013/231338; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, 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 90347-66-3, Product Details of 90347-66-3

A mixture of methyl 3-iodo-4-methylbenzoate (2 g, 7.2 mmol, 1.0 eq) and CuCN (774 mg, 8.6 mmol, 1.2 eq) in NMP (20 mL) was stirred at 200 C wiht microwave for 1 h. Then the mixture was poured into water (50 mL), extracted with EtOAc (50 mL x3). The combined organic layers were washed with brine (20 mL), dried over anhydrous Na2S04 and concentrated. The residue was purified on silica gel column (PE/EtOAc = 5/1) to afford methyl 3-cyano-4-methylbenzoate as a white solid (1.2 g, 95%>).

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 3-iodo-4-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (2015); 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. 610-97-9, name is Methyl 2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 2-iodobenzoate

General procedure: Propargylic precursors 2a-2j were prepared by Sonogashira reaction of aryl halides with appropriate terminal propargyl alcohols by following a literature procedure [9]. Among these propargyl alcohols 2d-2f are new. The general procedure for the synthesis of these compounds is given below. Compound 2a: To a stirred solution of aryl iodide (2.62 g, 10 mmol), PdCl2 (0.018 g, 0.1 mmol), PPh3 (0.053 g, 0.2 mmol) and CuI (0.039 g, 0.2 mmol) in triethylamine (15 mL) was added propargyl alcohol (1.07 g, 20 mmol) at rt (25oC). The contents were stirred at reflux for 10 h. After all the starting material was consumed (TLC), the reaction mixture was filtered and the solvent removed by vacuum. The product 2a was purified by column chromatography using silica gel with ethyl acetate/hexane mixture (1:4) as the eluent. yield: 1.67 g (88%). The spectral data are in accordance with the literature report [10]. Propargyl alcohols 2b-2fwere prepared using same molar quantities. Among these compounds 2a-2c are known and 2d-2f are new.

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 610-97-9.

Reference:
Article; Gangadhararao; Kotikalapudi, Ramesh; Reddy, M. Nagarjuna; Swamy Kumara; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 996 – 1005;,
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. 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Iodobenzo[d][1,3]dioxole

General procedure: 4.2. Experimental procedure for the synthesis of 3: A solution of the indole 1 (1 mmol), aryl halide 2 (1.5 mmol), CuI (0.1 mmol, 10 mol %), metformin hydrochloride (0.2 mmol, 20 mol %), Cs2CO3 (2 mmol, 2 equiv), and DMF (2 mL) was heated to 130 C under N2. The reaction mixture was stirred for the appropriate time (Table 4), and the progress of the reaction was followed by TLC. After completion of the reaction, the mixture was cooled to room temperature, and diluted with EtOAc (10 mL). The solid was removed by filter, and the filtrate was washed with water and brine.The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography to afford the product 3.

The synthetic route of 5876-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Hu; Lei, Min; Hu, Lihong; Tetrahedron; vol. 70; 35; (2014); p. 5626 – 5631;,
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. 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H4ClIO2

Example 494r-Chloro-3f-[[(2-tricyclo[3.3.1.13’7]dec-l-ylethyl)ammo]carbonyl]-[l,l’-biphenyl]-2-carboxylic acid0 Cla) 2-Chloro-5-iodo-benzoic acid, 1,1-dimethylethyl esterN,N-Dimethylformamide (1 drop) and oxalyl chloride (4.8 mL) were added to a stirredsolution of 2-chloro-5-iodobenzoic acid (5 g) in dichloromethane (20 mL) at 0 C. Thereaction was allowed to warm to room temperature, stirred under nitrogen for 2 hours, andthen evaporated to dryness. The residue was dissolved in tetrahydrofuran (20 mL) andcooled to 0 C. Potassium tert-butoxide (22 mL, 1 M solution in tetrahydrofuran) wasadded over 10 minutes. The reaction was allowed to warm to room temperature and stirredunder nitrogen for 2 hours then poured into saturated aqueous sodium bicarbonate (50 mL).The layers were separated and the aqueous was extracted with diethyl ether (50 mL). Thecombined organics were dried, filtered and evaporated to afford the sub-title compound asan oil (5.7 g).JH NMR (400 MHz, d6-DMSO) 5 7.99 (1H, d), 7.87 (1H, dd), 7.34 (1H, d), 1.54 (9H, s).

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 19094-56-5.

Reference:
Patent; ASTRAZENECA AB; WO2006/25783; (2006); 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. 455-13-0, name is 4-Iodobenzotrifluoride, A new synthetic method of this compound is introduced below., Quality Control of 4-Iodobenzotrifluoride

General procedure: A sealed 10 mL glass tube containing aryl halide (1 mmol), CS2(0.5 mmol) and [DBUH]+[OAc]- (1 mL) was placed in the cavity of a microwave reactor and irradiated for 5-60 min at 100-120 C and power 150 W. After cooling to room temperature, the reaction mixture was extracted with Et2O (3 × 5 mL) and the [DBUH]+[OAc]-was separated from the product. The organic layers were combined and the solvent removed under reduced pressure to provide the crude product, which was further purified by column chromatography on silica gel using petroleum ether/EtOAc as the eluent. The recovered [DBUH]+[OAc]- was washed with diethyl ether and could be reused in the next reaction. All of the products are known compounds and their characterisation data were compared and are consistent with literature reports.

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; Zhou, Yongsheng; Journal of Chemical Research; vol. 40; 5; (2016); p. 305 – 307;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 354574-31-5, 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. 354574-31-5, name is 2-Iodo-6-methoxyaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2-iodo-6-methoxybenzenamine 10 (2.49 g, 10 mmol), methyl5-formylpentanoate 11 (1.59 g, 11 mmol) and DABCO (6.60 g, 30 mmol) in dry DMF (45 mL) was degassed for 20 min. Pd(OAc)2 (230 mg, 1 mmol) was added to the reaction,and the resulting mixture was heated at 85C under argon atmosphere overnight. The reaction mixture was cooled to room temperature and diluted with water followed by extraction with EtOAc.The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentratedin vacuo. The residue was purified by FCC (PE-Acetone, 8:1) to give 12 (1.43 g, 58%) as white foam.

The synthetic route of 2-Iodo-6-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Bin; Qin, Hua; Zhang, Fengying; Jia, Yanxing; Tetrahedron Letters; vol. 55; 9; (2014); p. 1561 – 1563;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 18698-96-9, 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. 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows.

500mg of 2-iodophenylacetic acid (1.9 mmol), 261 mg of p-thiocresol (2.10 mmol, 1.1 eq),18 mg of copper powder (0.29 mmol, 0.15 eq) and 535 mg of potassium hydroxide (9.54mmol, 5 eq) were mixed in 12 ml of water and heated in a microwave oven at 170C for20 mn. The reaction mixture was acidified to pH = 2 with concentrated HCI and extractedthree times with 20 ml of dichloromethane. The organic phases were separated with anhydrophobic membrane, further washed with lOmI of iN HCI and concentrated todryness, yielding 473 mg of clear oil solidifying on standing and used as a crude in the next step.LCMS: mlz = 276 [M+NH4+], 534 [2M+NH4+]

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

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE NICE SOPHIA ANTIPOLIS; GENOCHEM; MUS-VETEAU, Isabelle; POINSARD, Cedric; PIGEON, Pierre; (101 pag.)WO2019/92044; (2019); 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. 626-01-7, name is 3-Iodoaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 626-01-7

General procedure: The aromatic azides are prepared (Scheme 2) by addition of 6 NHCl solution to stirring dichloromethane solution of the appropriate amine at 0 C followed by drop wise saturated aqueous solution of NaNO2 and the contents stirred for 30 min. To the reaction mixture, added NaN3 stirred the contents for further 30 min.The contents were allowed to attain room temperature, the two phases were separated, and the aqueous phase extracted with DCM. The combined organic layers were washed with aqueous solution of NaHCO3, followed by then brine solution, dried over sodium sulfate, filtered and concentrated under reduced pressure to give the aryl azides which were used in the next step without further purification.

According to the analysis of related databases, 626-01-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Majeed, Rabiya; Sangwan, Payare L.; Chinthakindi, Praveen K.; Khan, Imran; Dangroo, Nisar A.; Thota, Niranjan; Hamid, Abid; Sharma, Parduman R.; Saxena, Ajit K.; Koul, Surrinder; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 782 – 792;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 19230-28-5, These common heterocyclic compound, 19230-28-5, name is 1,3-Dichloro-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.

To toluene 3.0mL solution of tert-butyl 2-amino-4-phenethylbenzoate 0.10g were added 1,3-dichloro-2-iodobenzene 0.23g, cesium carbonate 0.22g, tris(dibenzylideneacetone)dipalladium(0) 3.0mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 8.0mg at room temperature, and it was stirred at 110C for 24 hours. After the reaction mixture was cooled to room temperature, palladium acetate 1.5mg, tris(dibenzylideneacetone)dipalladium(0) 3.0mg and 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 8.0mg were added, and it was stirred at 110C for 20 hours. After the reaction mixture was cooled to room temperature, insoluble matter was filtrated, ethyl acetate and 10% citric acid aqueous solution were added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=4:1] to give tert-butyl 2-(2,6-dichloroanilino)-4-phenethylbenzoate. Trifluoroacetic acid 10mL was added to the obtained tert-butyl 2-(2,6-dichloroanilino)-4-phenethylbenzoate, and it was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, and the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 75-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-(2,6-dichloroanilino)-4-phenethylbenzoic acid 9.4mg of white solid. 1H-NMR(DMSO-d6) delta value: 2.76(4H,m),6.04(1H,d,J=1.2Hz),6.66(1H,dd,J=8.1,1.2Hz),7 .08-7.24(5H,m),7.36(1H,t,J=8.2Hz),7.61(2H,d,J=8.3Hz),7.80(1 H,d,J=8.0Hz),9.52(1H,s),13.00(1H,s).

The synthetic route of 19230-28-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOYAMA CHEMICAL CO., LTD.; EP1860098; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com