Iodides-buliding-blocks

19094-56-5, A common compound: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

General procedure: To a stirred suspension of 2-chloro-5-iodobenzoic acid(5.65 g, 0.02 mol) in CH2Cl2(20 mL) was added oxalylchloride(1.80 mL, 0.021 mol) and DMF(0.02 mL). Theresulting mixture was stirred for 4 h at room temperature.The mixture was concentrated, and the residual colorlesssolid was dissolved in CH2Cl2(40 mL). To this solutionwere added corresponding substituted benzene(0.02 mol)and then AlCl3(2.75 g, 0.021 mol) portionwise so that thetemperature did not exceed 0 ¡ãC. After being stirred at 10?20 ¡ãC for 3 h, the mixture was poured into ice water andextracted with CH2Cl2 three times. The combined organiclayers were washed with 1M HCl, water, and brine, thendried over MgSO4 and concentrated. The residual solid wascrystallized from ethanol to give as white solid.According to this procedure the following compoundswere prepared. (2-chloro-5-iodophenyl)(4-fluorophenyl)methanone (1a)White solid, yield 92percent, m.p. 69?70 ¡ãC. 1H NMR (400MHz,DMSO-d6): delta 7.38?7.40(m, 2H), 7.41(d, J=8.0 Hz, 1H), 7.82(dd, J=2.4 Hz, 8.0 Hz, 2H), 7.90(d, J=2.4 Hz, 1H), 7.92?7.95(m, 1H). 13C NMR (100MHz, DMSO-d6): delta 116.19,129.47, 131.65, 132.1, 132.65, 136.78, 139.69, 140.20,164.54, 166.56, 191.36. HRMS (ESI) m/z (pos):382.91890C13H7ClFIONa [M+Na]+(calcd. 382.91118).

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-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hu, Shengquan; Sun, Wuji; Wang, Yeming; Yan, Hong; Medicinal Chemistry Research; vol. 28; 4; (2019); p. 465 – 472;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 2401-21-0, name is 1,2-Dichloro-3-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 2401-21-0, 2401-21-0

J. 17alpha-Chloro-17beta-Benzylsulfinyl-1,4-Androstadiene-3-One In a manner similar to that described in Example 2A, react 0.47 gm. of 17alpha-benzylthio-1,4-androstadiene-3-one, 19.2 ml. of pyridine, 4.8 ml. of water and 0.988 gm. of iodobenzene dichloride. Maintain the reaction at -40¡ã C. for 72 hours. Purify the residue by utilizing thin layer silica gel chromatography, developing with chloroform/ethyl acetate (2:1) and eluding with ethyl acetate to obtain the title compound; nmr (CDCl3) delta 1.23 (C10 and C13 –CH3, s), 4.03 (CH2 phi, dd), 6.08 (C4 –H, d), 6.23 (C2 –H, dd), 7.05 (C1 –H, d), 7.35 (phi, s).

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, 1,2-Dichloro-3-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schering Corporation; US4183924; (1980); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 624-75-9, name is 2-Iodoacetonitrile, 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. 624-75-9

The compound obtained in Example 21 (4.6 g, 15.35 mmol) and potassium carbonate (10.6 g, 76.73 mmol) were added to acetone (100 mL) and refluxed for 2 hours by heating. To this reaction mixture was dropwise added iodoacetonitrile (1.34 mL, 18.42 mmol), and refluxed over 2 hours. The acetone was removed by vacuum distillation, and to the residue were added water (200 mL) and ethyl acetate (200 mL). The organic layer was dried over anhydrous magnesium sulfate and distillated in a vacuum. The concentrate was subjected to column chromatography (silica gel, ethyl acetate-hexane 2:3 v/v) to afford a mixture of 2:1 of [4-(2-chloropyridin-4-yl)-3-(3-methoxy-5-methylphenyl)-1H-pyrazol-1-yl]acetonitrile and [4-(2-chloropyridin-4-yl)-5-(3-methoxy-5-methylphenyl)-1H-pyrazol-1-yl]acetonitrile as yellow oil. These two regioisomers (4.78 g, 92%) were used in the next reaction step without separation.[4-(2-Chloropyridin-4-yl)-3-(3-methoxy-5-methylphenyl)-1H-pyrazol-1-yl]acetonitrile: 1H NMR (CDCl3) delta 2.29 (s, 3H), 3.71 (s, 3H), 5.19 (s, 2H), 6.73 (s, 1H), 6.75 (s, 1H), 6.85 (s, 1H), 7.06 (d, J=4.4 Hz, 1H), 7.26 (s, 1H), 7.79 (s, 1H), 8.24 (d, J=4.8 Hz, 1H); 13C NMR (CDCl3) delta 21.53, 39.97, 55.29, 110.91, 111.12, 113.65, 115.67, 118.75, 121.59, 121.65, 122.78, 130.58, 132.37, 140.16, 143.28, 149.68, 151.45, 151.79, 159.71, 162.33.[4-(2-Chloropyridin-4-yl)-5-(3-methoxy-5-methylphenyl)-1H-pyrazol-1-yl]acetonitrile: 1H NMR (CDCl3) delta 2.39 (s, 3H), 3.83 (s, 3H), 4.94 (s, 2H), 6.63 (s, 1H), 6.74 (s, 1H), 6.92-6.96 (m, 2H), 7.19 (s, 1H), 7.93 (s, 1H), 8.17 (d, J=5.2 Hz, 1H); 13C NMR (CDCl3) delta 21.56, 37.78, 55.48, 112.15, 113.91, 117.08, 118.16, 119.88, 121.36, 122.48, 128.46, 139.57, 141.60, 142.19, 142.85, 149.78, 151.95, 160.48.To a solvent mixture of THF and water (4:1, 10 mL) were added the mixture prepared in Example 22 (300 mg, 0.89 mmol), 3-pyridineboronic acid (0.13 g, 1.06 mmol), dichlorobis(triphenylphosphine)palladium (II) (31 mg, 0.04 mmol) and potassium carbonate (130 mg, 0.89 mmol), and stirred at 70 C. for 12 hours under nitrogen atmosphere. The reaction mixture was cooled at room temperature, washed with ice water (100 mL) and extracted with ethyl acetate (100 mL¡Á3). The organic extract was dried over anhydrous magnesium sulfate and distilled under vacuum. The residue was subjected to prep-TLC using a solvent mixture of ethyl acetate/hexane to purify the desired products.Purification yield by prep-TLC (silica gel, ethyl acetate-hexane, 2:1, v/v): (62 mg, 55%); m.p. 81-82 C.; 1H NMR (CDCl3) delta 2.39 (s, 3H), 3.80 (s, 3H), 4.95 (s, 2H), 6.73 (s, 1H), 6.80 (s, 1H), 6.94 (s, 1H), 7.11 (d, J=5.0 Hz, 1H), 7.34 (dd, J=3.0, 4.8 Hz, 1H), 7.54 (s, 1H), 8.00 (s, 1H), 8.15 (d, J=7.8 Hz, 1H), 8.54 (d, J=5.1 Hz, 1H), 8.60 (d, J=4.4 Hz, 1H), 8.89 (s, 1H); 13C NMR (CDCl3) delta 21.62, 37.79, 55.50, 112.38, 114.08, 116.81, 118.15, 119.21, 120.35, 122.59, 123.59, 128.90, 134.30, 134.78, 139.57, 140.71, 141.57, 141.97, 148.02, 149.92, 150.34, 154.99, 160.48.

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 624-75-9.

Reference:
Patent; LEE, So Ha; Yoo, Kyung Ho; Oh, Chang Hyun; Han, Dong Keun; El-Deeb, Ibrahim Mustafa; Park, Byung Sun; Jung, Su Jin; US2011/15395; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 3268-21-1, name is 1,4-Diiodo-2,3,5,6-tetramethylbenzene, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3268-21-1

Figure 15 illustrates synthesis of tetracarboxylate ligand 4 in accordance with one embodiment. The synthesis of (3) shown in Figure 15 includes, in one embodiment, combining 1,4-diiodo-2,3,5,6-tetramethylbenzene (shown as (1) in Figure 15 and can be purchased from VWR) (0.60 g, 1.55 mmol) and 3,5-Bis(methoxycarbonyl) phenylboronic acid pinacol ester (shown as (2) in Figure 15 and prepared following Chen et al., A new multidentate hexacarboxylic acid for the construction of porous metal-organic frameworks of diverse structures and porosities, Cryst. Growth Des. 10, 2775-2779 (2010) (1.09 g, 3.41 mmol), K3PO4(1.97 g, 9.30 mmol) and dioxane (15 ml) in 10-20 ml capacity microwave vials and degassed for 10 min with nitrogen. Pd(PPh3)4(0.040 g, 0.03 mmol) was added and the vial was microwave heated with stirring at 150C for 6 hours. After cooling, CH2CI2(30 mL) was added and the organic layer was washed with water (20 raLchi3). The organic layer was dried over MgS04and evaporated under vacuum. The resulting solid was washed with MeOH and then dried under vacuum to give a white solid (0.S6 g, 70%). NMR (S00 MHz, CDCI3): 5 8.73 (t,J= 1.5Hz 2H), 8.10 (d, J = I.6Hz, 4H), 3.99 (s, 12H), 1.94 (s, 12H); 13C NMR (125MHz, CDCI3) delta 166.4, 143.4, 139.8, 134.8, 132.0, 130.9, 129.1, 52.5, 18.2.

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, 3268-21-1, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NORTHWESTERN UNIVERSITY; WILMER, Christopher, E.; LEAF, Michael; SNURR, Randall, Q.; FARHA, Omar, K.; HUPP, Joseph, T.; WO2013/58844; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

696-41-3, Adding a certain compound to certain chemical reactions, such as: 696-41-3, name is 3-Iodobenzaldehyde, 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 696-41-3.

1.14. a 3-[2-(6-Benzyloxy-pyridazin-3-yl)-ethynyl]-benzaldehydeA solution of 3.12 g (13.45 mmol) 3-iodo-benzaldehyde in 100 ml dry THF is degassed as described in example 1111. a. 625 mg (0.89 mmol) bis-(triphenylphosphin)-palladium-ll-chloride and 170 mg (0.89 mmol) copper iodide are added and the reaction mixture is degassed again. Then 3.39 g (16.13 mmol) 3-benzyloxy-6-ethynyl-pyridazine and 5.27 ml (37.84 mmol) triethylamine are added and the mixture is stirred for 2 hours at room temperature. The mixture is poured onto water and extracted with dichloromethane. The organic layer is dried over sodium sulphate and concentrated. The residue is purified by silica gel column chromatography with petrolether/ethyl acetate (1 :1 ) as eluent. The solid is washed with diisopropylether and dried. Yield: 2.26 g (54 % of theory), Ci0Hi4N2O2 EII Mass spectrum: m/z = 315 [M+H]+

According to the analysis of related databases, 696-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/71646; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

135050-44-1, 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. 135050-44-1, name is 3-Chloro-4-iodoaniline, A new synthetic method of this compound is introduced below.

A few boiling chips were added to a mixture of 3-chloro-4-iodo-phenylamine (260.0 g, 1.027 mol) and 2-ethoxymethylene-malonic acid diethyl ester (244.2 g, 1.130 mol) in an open 2-L round-bottomed flask. The mixture was heated at 120D for Ih, the evolved ethanol being EPO allowed to escape. The warmed product is used directly in next step (41O g, yield 94.5%). (The anilinoacrylate can be recrystallized from petroleum ether as slender white needles.). 1H NMR DMSO (5(400 MHz , ppm): 10.55 (d, J=14.0Hz, IH), 8.29 (d, J=13.6Hz, IH, Ar-H), 7.83 (d, J=8.8Hz, IH, Ar-H), 7.67 (d, J=2.4Hz, IH, Ar-H), 7.10 (dd, J=8.4, 2.4Hz, IH), 4.17 (q, J=7.2Hz, 2H), 4.09 (q, J=7.2Hz, 2H), 1.23 (d, J=7.2Hz, 3H), 1.19 (d, J=7.2Hz, 3H). LC/MS (ESI) m/e (M++H): 424.0, 426.0.

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; MERCK & CO., INC.; WO2008/51272; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

83863-33-6, 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. 83863-33-6, name is 5-Iodo-2-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Referential Example 9 2.1 mL of benzoyl chloride was added to 70 mL of a methylene chloride solution containing 3.5 g of 5-iodo-2-methylaniline and 2.5 mL of triethylamine at room temperature and stirred at the same temperature for 30 minutes. 1.0 mol/L hydrochloric acid was added to the reaction mixture. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium hydrogen carbonate aqueous solution, and the solvent was evaporated under reduced pressure. Diisopropyl ether and hexane were added to the obtained residue and a solid substance was separated by filtration to obtain 4.2 g of N-(5-iodo-2-methylphenyl)benzamide as pale yellow solid. 1H-NMR (CDCl3) delta: 2.29 (3H, s), 6.96 (1H, d, J = 8.0 Hz), 7.44 (1H, dd, J = 1.6, 8.0 Hz), 7.49-7.63 (4H, m), 7.86-7.88 (2H, m), 8.39 (1H, d, J = 1.6 Hz).

The synthetic route of 83863-33-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOYAMA CHEMICAL CO., LTD.; EP1820795; (2007); 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 20691-72-9 as follows. 20691-72-9

Method c: To a solution of the 4-iodo-2-nitroaniline (550 mmol) and DMAP (1.22 g, 10 mmol) in THF (1000 mL) at 23 C. was dropwise added within 70 min a solution of Boc2O (246 g, 1128 mmol) in THF (500 mL) and stirring was continued at 23 C. for 75 min. The entire mixture was evaporated to dryness and dried at HV to leave a dark brown solid (253.59 g). This material was dissolved in DCM (1100 mL), cooled to 0 C. and TFA (84 mL, 1100 mmol) was added dropwise. The mixture was stirred at 0 C. for 2 h, poured into icecold sat. NaHCO3-sol., extracted with DCM, washed with brine and dried over MgSO4. Removal of the solvent in vacuum left a dark brown solid (199.71 g) which was coated on silica gel and purified by silica gel column chromatography with hexane/EtOAc to give the (4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester as a yellow solid.

According to the analysis of related databases, 20691-72-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-la Roche Inc.; US6407094; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

77317-55-6, The chemical industry reduces the impact on the environment during synthesis 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, I believe this compound will play a more active role in future production and life.

5-Iodoanthranilic acid methyl ester (1 g, 3.61 mmol) and formamide (2 ml) were used as a reactant and solvent, then the reaction was carried out in a microwave reactor for 1 hour at 200 C in a microwave reactor vial. After the completion of the reaction, the resulting solid compound was washed with water and then the water was removed from the oven at 100 C for about 1 hour to obtain Compound 1 (784 mg, 2.88 mmol, 80%).

The chemical industry reduces the impact on the environment during synthesis Methyl 2-amino-5-iodobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chung Ang University industry Academic Cooperation Foundation; Min, Kyung-Hoon; Lee, Seul; (24 pag.)KR2017/15848; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

3032-81-3, A common heterocyclic compound, 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, molecular formula is C6H3Cl2I, 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.

3,5-dichloro-iodo-benzene (5g, 18 mmol) was stirred at room temperature as a solution in DMF (50 ml.) containing tert butyl acrylate (6.5 mL, 2.5 eq), tetrabutyl ammonium chloride hydrate (5.1 g, 1 eq), potassium acetate (5.4 g, 3 eq) and palladium (II) acetate (~200mg, 30 molpercent) for 5 hours. Reaction mixture was reduced in vacuo, partitioned between water and ethyl acetate. Ethyl acetate fractions were dried over magnesium sulfate, filtered over a small plug of silica gel. Silica gel plug washed with 10 percent Ethyl aceated / n-heptanes to afford 3-(3,5-Dichloro-phenyl)-acrylic acid tert butyl ester after evaporation as a white solid. 1H NMR (400 MHz, DMSO-D6) delta ppm 1.46 (s, 9 H) 6.69 (d, J=16.04 Hz, 1 H) 7.49 (d, J=16.04 Hz, 1 H) 7.59 (t, J=1.89 Hz, 1 H) 7.81 (d, J=1.77 Hz, 2 H).

The synthetic route of 3032-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2009/40410; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com