Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, 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 32024-15-0, COA of Formula: C9H9IO3

To a mixture of N-(tert-butyl)hydroxylamine hydrochloride (S3) (930 mg, 7.44 mmol), 3-iodo-4,5-dimethoxybenzaldehyde (S4) (3.27 g, 11.2 mmol, 1.50 equiv), triethylamine (2.06 mL, 14.9 mmol, 2.00 equiv), and MgSO4 (4.46 g, 37.2 mmol, 5.00 equiv) were added toluene (100 mL) at room temperature and the mixture was refluxed with stirring for 3 days. After cooling to room temperature, to the mixture was added water (50 mL) and the mixture was extracted with EtOAc (50 mL × 3). The combined organic extract was washed with aqueous saturated solution of sodium bicarbonate (20 mL), brine (20 mL), dried (Na2SO4),and after filtration, the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica-gel 70.0 g, n-hexane/EtOAc = 10/1) to give N-tert-butyl(3-iodo-4,5-dimethoxybenzylidene)amine N-oxide (9) (1.69 g, 4.66 mmol, 62.6%) as a colorless solid.

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, 3-Iodo-4,5-dimethoxybenzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yoshida, Suguru; Uchida, Keisuke; Hosoya, Takamitsu; Chemistry Letters; vol. 44; 5; (2015); p. 691 – 693;,
Iodide – Wikipedia,
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Related Products of 26059-40-5, The chemical industry reduces the impact on the environment during synthesis 26059-40-5, name is 2-(2-Iodophenyl)ethan-1-ol, I believe this compound will play a more active role in future production and life.

Aryl iodide 9 (1.15 g, 4.63 mmol) and stannane 183 (2.08 g, 6.98 mmol) were dissolved in toluene (15 mL) under argon. The solution was degassed for 10 minutes. Pd2(dba)3 (430 mg, 0.47 mmol) was added at room temperature, followed by P(t-Bu)3 (112 mg, 0.55 mmol, 10% in hexane). The reaction was heated at 80 C and stirred for 12 hours at that temperature. After cooling at room temperature, the solution was filtered through a silica plug and concentrated under reduced pressure. Silica gel flash chromatography provided alcohol 19 as oil (963 mg, 68%).

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-(2-Iodophenyl)ethan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fischer, Derek; Nguyen, Thong X.; Trzoss, Lynnie; Dakanali, Marianna; Theodorakis, Emmanuel A.; Tetrahedron Letters; vol. 52; 38; (2011); p. 4920 – 4923;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 2265-91-0,Some common heterocyclic compound, 2265-91-0, name is 1,3-Difluoro-5-iodobenzene, molecular formula is C6H3F2I, 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: (S)-3-((R)-Hydroxyphenylmethyl)pyrrolidine-1-carboxylic acid t-butyl ester 11a (250 mg, 0.9 mmol), copper(I) iodide (51 mg, 270 mumol), 1,10-phenanthroline (97 mg, 540 mumol) and 2,4-difluoro-1-iodobenzene (216 muL, 1.8 mmol) were combined in a vial under air. Toluene (1.4 mL, 14 mmol) was added, followed by the addition of cesium carbonate (587 mg, 1.8 mmol). Air was bubbled through the mixture, the vial was sealed, and the mixture was heated at 105C for 48 hours. The mixture was filtered through Celite. The Celite was then rinsed with DCM (2 x 15 ml), and the resultant filtrate was concentrated. The resultant oil was treated with 1.25 M of HCl in EtOH (5.8 mL, 7.2 mmol) and stirred overnight. The mixture was concentrated and purified by reverse phase preparative HPLC (10 to 70% CH3CN in water with 0.5% TFA) to yield 76 mg (97% purity, 26% yield) of the title compound as the mono-TFA salt.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Difluoro-5-iodobenzene, its application will become more common.

Reference:
Article; Van Orden, Lori Jean; Van Dyke, Priscilla M.; Saito, D. Roland; Church, Timothy J.; Chang, Ray; Smith, Jacqueline A.M.; Martin, William J.; Jaw-Tsai, Sarah; Stangeland, Eric L.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1456 – 1461;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 58755-70-7, The chemical industry reduces the impact on the environment during synthesis 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, I believe this compound will play a more active role in future production and life.

Method A applied to 1-lodo-4-methoxy-2-nitrobenzene (140 mg, 0.5 mmol) and pyrrolidin-2-one (51 mg, 0.6 mmol) afforded the title compound as a viscous oil (84 mg, 89%). 1H NMR (DMSO) delta 2.74 (t, J = 6.9 Hz, 2 H), 3.24-3.32 (m, 2 H), 3.86 (s, 3 H),0 4.32 (t, J = 7.1 Hz, 2 H), 7.09 (d, J = 9.1 Hz, 1 H), 7.44 (d, J = 9.1 Hz, 1 H), 7.58 (s, 1 H); 13C NMR delta 23.6, 25.3, 45.4, 55.9, 96.0, 114.6, 115.6, 128.7, 129.6, 157.4, 158.2.

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-Iodo-4-methoxy-2-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI AVENTIS; WO2009/412; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 144550-76-5, These common heterocyclic compound, 144550-76-5, name is Methyl 2-amino-4-iodobenzoate, 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.

c. Methyl 2-amino-6-ethylbenzoate To a stirred mixture of zinc chloride (8.6 g, 63 mM, previously dried at 200 C. for 2 hr under high vacuum) in tetrahydrofuran (105 mL) under a nitrogen atmosphere was added dropwise a solution of ethyl magnesium chloride (63 mM) in diethyl ether (31.5 mL). After the addition was completed, dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) (0.107 g, 0.126 mM) was added to the resulting stirred thick white mixture followed by the dropwise addition of methyl 2-amino-4-iodobenzoate (3.5 g, 12.6 mM) in tetrahydrofuran (15 mL). The resulting reaction mixture was stirred at room temperature for 2.5 hr and then poured slowly into water (300 mL). The water mixture was extracted with ethyl acetate and the combined extracts were dried (MgSO4), filtered and concentrated. The residue was chromatographed over silical gel (eluant: Hexanes/diethyl ether; 8.5/1.5) to provide the title ester (1.0 g, 43.5%) as a pale yellow oil; MS(CI): 180 (M+H). 250-MHz 1 H NMR (DMSO-d6); 7.04 (t, J=7.8, 1H), 6.53 (d, J=8.2, 1H), 6.42 (d, J=7.1, 1H), 5.55 (s, 2H, exchangeable), 3.80 (s, 3H), 2.59 (q, J=7.5, 1H), 1.08 (t, J=7.5, 3H).

Statistics shows that Methyl 2-amino-4-iodobenzoate is playing an increasingly important role. we look forward to future research findings about 144550-76-5.

Reference:
Patent; Imperial Chemical Industries, PLC; US5599814; (1997); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 3058-39-7, 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. 3058-39-7 name is 4-Iodobenzonitrile, 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.

General procedure: Polymer supported Cu(II) catalyst (0.05 g, 0.0098 mmol) in DMSO (5 mL) was taken in a 100 ml R.B flask and stirred at room temperature for 10 min. Then aryl halide (1 mmol), phenol(1 mmol), tetrabutylammonium bromide (tBu4NBr) (0.1 mmol),Cs2CO3 (1 mmol) and DMSO (5 mL) were added to it. The final reaction mixture was refluxed at 120 C under an open air condition.The reaction mixtures were collected at different time intervals and identified by GCMS and quantified by GC. After the completion of the reaction, the catalyst was filtered off and washed with water followed by acetone and dried in oven. The filtrate was extracted with ethyl acetate (3 x 20 ml) and the combined organic layers were dried with anhydrous Na2SO4 by vacuum. The filtrate was concentrated by vacuum and the resulting residue was purified by column chromatography on silica gel to provide the desired product.

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

Reference:
Article; Islam, Sk.Manirul; Mondal, Sanchita; Mondal, Paramita; Roy, Anupam Singha; Tuhina; Salam, Noor; Mobarak, Manir; Journal of Organometallic Chemistry; vol. 696; 26; (2012); p. 4264 – 4274;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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. Recommanded Product: 13421-13-1

3.35 g (153.18 mmol) of 4,5-dimethyl-pyrrole-3-carboxylate prepared according to the literature (Synthetic uses of tosylmethyl isocyanide (TosMIC) Organic Reactions (Hoboken, NJ, United States) ( 2001), 57, No. 418) and 4,63g (16.4 mmol) of 4-chloro-2- iodo-benzoic acid are dissolved in 50 ml of acetonitrile.copper powder was added thereto (45 mu) (280 mg, 4.37 mmol) and cesium carbonate (14.25 g, 43.74 mmol).The reaction medium is refluxed for 12 h.The progress of the reaction is monitored by liquid chromatography (LC).The suspension was allowed to return to ambient temperature, then it is filtered, washed with acetonitrile and evaporated to dryness.The residue is taken up in ethyl acetate.The solution was then washed with 1M hydrochloric acid, then with a saturated solution of sodium chloride, dried over magnesium sulfate, filtered and then evaporated to dryness.The compound thus obtained is purified on silica gel column using dichloromethane and ethanol as solvents.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13421-13-1, its application will become more common.

Reference:
Patent; France Servier Pharmaceuticals; p, Casara; T, Le Diguaher; J-M, Henlin; J-B, Starck; A, Le Tiran; G, De Nanteuil; O, Geneste; J·E·P, Davidson; J·B, Murray; I-J, Chen; C, Walmsley; C·J, Graham; S, Ray; D, Maddox; S, Bedford; (116 pag.)CN105408321; (2016); 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. 153898-63-6, name is 2-Iodo-5-methoxyaniline, A new synthetic method of this compound is introduced below., COA of Formula: C7H8INO

General procedure: to ortho iodoaniline,1(a-q) (0.10 mmol), in dioxane (5 mL) was added PdCl2 (5 mol %), A-taphos(10 mol %). The solution was purged with nitrogen and stirred at roomtemperature for 10 min and aldehyde (2a-q) (0.16 mmol), CH3COOCs(0.20 mmol), were added. The reaction mixture was again purged withnitrogen and heated in the microwave at 120 C for 30-40 min. Reaction wasmonitored by TLC. After the completion, reaction mixture was cooled to roomtemperature and water was added to the reaction mixture. It was thenextracted with ethyl acetate (25 mL 2) and the separated organic layer wasdried over anhydrous Na2SO4. The organic layer was filtered and concentratedunder vacuum, and the residue was purified by flash column chromatographyon silica gel.

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; Karuvalam, Ranjith P.; Haridas, Karickal R.; Sajith, Ayyiliath M.; Muralidharan, Arayambath; Tetrahedron Letters; vol. 54; 37; (2013); p. 5126 – 5129;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

34883-46-0, name is 1-Iodo-2-phenoxybenzene, 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. Formula: C12H9IO

Synthesis of 1-(2,6-diisopropylphenyl)-3-(2-methoxyphenyl)imidazolidin-2-one To a 200 mL Schlenk flask equipped with a magnetic stirbar was added copper (I) iodide (0.928 g, 4.87 mmol, 0.3 equiv.), K3PO4 (6.89 g, 32.5 mmol, 2 equiv.), 1-iodo-2-phenoxybenzene (2.11 mL, 16.2 mmol, 1 equiv.), and 1-(2,6-diisopropylphenyl)imidazolidin-2-one (4.0 g, 16.2 mmol, 1 equiv.). The vessel was sealed with a septum and purged with nitrogen. Subsequently, N,N’-dimethylethylenediamine (1.05 mL, 9.74 mmol, 0.6 equiv.) and N,N-dimethylacetamide (65 mL) were added via syringe. The reaction was placed into an aluminum heating block preheated to 130 C. and stirred for 24 h. After cooling to room temperature, the material was poured onto diethyl ether (250 mL) and washed with water (2*250 mL). The combined aqueous layers were back extracted with diethyl ether (1*250 mL), dried over MgSO4, and filtered. The solution was concentrated via rotary evaporation. Adsorption onto silica gel, purification via flash column chromatography (ISCO, 220 g silica, 20-30% EtOAc in hexanes gradient), and concentration via rotary evaporation yielded the product as a white solid (5.03 g, 92% yield). 1H NMR (400 MHz, Chloroform-d) delta 7.44-7.38 (m, 1H), 7.31 (dd, J=8.3, 7.1 Hz, 1H), 7.23-7.16 (m, 3H), 7.00-6.93 (m, 2H), 4.01-3.91 (m, 2H), 3.87 (s, 3H), 3.79-3.65 (m, 2H), 3.16 (hept, J=6.9 Hz, 2H), 1.28 (d, J=6.1 Hz, 6H), 1.26 (d, J=6.1 Hz, 6H). 13C NMR (101 MHz, Chloroform-d) delta 158.72, 155.22, 148.25, 133.74, 129.23, 128.62, 128.54, 127.53, 123.97, 120.93, 112.33, 55.72, 46.73, 45.58, 28.62, 24.61, 24.27. HRMS (ESI) Calculated for C22H28N2O2: [M+H]+: 353.2224. found 353.2229.

The synthetic route of 34883-46-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; Klosin, Jerzy; Fontaine, Philip P.; Figueroa, Ruth; Pearson, David M.; Senecal, Todd D.; (74 pag.)US2016/311837; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 29289-13-2 as follows. Recommanded Product: 2-Iodo-4-methylaniline

General procedure: To a cooled solution of KOt-Bu (3,7 g, 30 mmol) in DMF (50 mL) was added dropwise at -60 C a solution of the appropriate 2-iodoaniline (9.6 mmol) in DMF (3 mL) and the nitroarene (9.6mmol) in DMF (8 mL). The mixture was stirred at -60 C for 0.5h then the temperature was raised slowly to -30 C, and the reaction was continued for an additional 1 h, poured into sat.NH4Cl solution (200 mL) and extracted with EtOAc. The extract was washed with H2O, brine, and dried with Na2SO4. After evaporation,the crude product mixture was subjected to column chromatography (SiO2, hexane-toluene). For analytical data, seethe Supporting Information.

According to the analysis of related databases, 29289-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Trawczy?ski, Adam; Telega, Magdalena; Wrobel, Zbigniew; Synlett; vol. 26; 10; (2015); p. 1352 – 1356;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com