Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 35674-27-2, name is 4-Iodo-3-nitrobenzoic 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 35674-27-2, name: 4-Iodo-3-nitrobenzoic acid

b) 4-Iodo-3-nitro-benzoic acid methyl ester A methanolic solution of 4-iodo-3-nitro-benzoic acid (10.0 g, 34.13 mmol, 1 eq. ) was treated with concentrated sulfuric acid (7 mL) and the reaction heated to reflux. After 6 hours, the acid was neutralized with solid sodium bicarbonate and the methanol removed in vacuo. The residual oil was diluted with water and extracted with diethyl ether. Combined the organics, washed with brine, dried, filtered, and removed the solvent in vacuo leaving an orange oil which was purified via normal phase chromatography to leave 4-iodo-3-nitro-benzoic acid methyl ester (8.08 g, 77% yield) as a yellow solid.

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; ELI LILLY AND COMPANY; WO2005/40157; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, 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 5876-51-7, Formula: C7H5IO2

General procedure: Aryl halide (1 mmol) and n-butyl acrylate (1.5 mmol) were added to a flask containing the aminoclay picolinic acid nano-Pd(0) complex catalyst (0.5 mg of the catalyst, containing 1.2 x 10-3 mmol of palladium) and n-Pr3N (1.5 mmol, 0.29 mL) in the absence of solvent. The mixture was stirred at 120 C in the air. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with diethyl ether (5 mL) and the catalyst was separated by centrifuging. The diluted reaction mixture was extracted with water (3 9 15 mL). The ethereal layer was dried over anhydrous MgSO4 and condensed under the reduced pressure to provide the crude product. The crude product was purified by column chromatography using ethyl acetate and hexane mixtures as eluent to obtain the pure Heck product.

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:
Article; Fahimi, Nafiseh; Sardarian, Ali Reza; Research on Chemical Intermediates; vol. 43; 8; (2017); p. 4923 – 4941;,
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. 97456-81-0, name is 1-Bromo-3-iodo-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-3-iodo-2-methylbenzene

To a solution of 1-bromo-3-iodo-2-methylbenzene (800 mg, 2.70 mmol) (Oakwood, cat037475), phenylboronic acid (344 mg, 2.83 mmol) (Aldrich, cat78181) and sodium carbonate (712 mg, 6.72 mmol) in tert-butyl alcohol (12 mL) and water (4 mL) was added dichloro[1,1?-bis(dicyclohexylphosphino)ferrocene]palladium( II) (204 mg, 267 mumol). The reaction mixture was purged with N2, and then heated at 90 C. for 2 h. The reaction mixture was diluted with methylene chloride, washed with saturated NaHCO3, water and brine. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on a silica gel column eluting with 10 to 20% ethyl acetate in hexanes to give the desired product (520 mg, 61%).

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 97456-81-0.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Qian, Ding-Quan; Lu, Liang; Lajkiewicz, Neil; Konkol, Leah C.; Li, Zhenwu; Zhang, Fenglei; Li, Jingwei; Wang, Haisheng; Xu, Meizhong; Xiao, Kaijiong; Yao, Wenqing; (101 pag.)US2018/177784; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 64248-58-4,Some common heterocyclic compound, 64248-58-4, name is 1,2-Difluoro-4-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: PPh3 (1.3 mmol, 1.3 equiv), I2(1.3 mmol, 1.3 equiv) and4 cm3 toluene were added to a 20 cm3 test tube equipped witha stir bar, which was stirred for 10 min at room temperature.Then, aryl iodide 1, 4, or 5 (1 mmol), alkyne 2 (1.5 mmol,1.5 equiv), Pd(OAc)2 (3 mol%), and Et3N(5 mmol, 5 equiv)were added into the solution. At last, HCOOH (2 mmol, 2equiv) was added, and the tube was immediately sealed andstirred at 40 C for 4 h. After completion of the reaction,mixture was cooled to room temperature, filtered, and concentratedunder reduced pressure. The obtained residue waspurified by flash column chromatography on silica gel toprovide the corresponding products 3, 6, or 7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2-Difluoro-4-iodobenzene, its application will become more common.

Reference:
Article; Lyu, Xue; Sun, Guanglong; Zhou, Yang; Wang, Yingying; Lei, Min; Wu, Wanying; Guo, Dean; Monatshefte fur Chemie; vol. 150; 2; (2019); p. 309 – 315;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 144550-76-5, The chemical industry reduces the impact on the environment during synthesis 144550-76-5, name is Methyl 2-amino-4-iodobenzoate, I believe this compound will play a more active role in future production and life.

General procedure: (E)-3-(Naphthalen-2-yl)but-2-enoic acid (1.00 g, 4.71 mmol) was suspended in dry dichloromethane (15 mL) in a flame dried flask under an argon atmosphere and cooled to 0 C. Oxalyl chloride (0.848 g, 0.447 mL, 9.42 mmol) and a catalytic amount of DMF (2 drops) was added to the suspension and allowed to warm to room temperature. The solution was stirred at room temperature for 5 h after which all volatiles were removed under reduced pressure. The crude product was redissolved in dry dichloromethane (15 mL) and solvent removed under reduced pressure three times before drying under high vac. The crude product was redissolved in dry THF (20 mL) in a flame-dried flask under an argon atmosphere. To this was added 5-iodo-2-aminobenzoate (1.86 g, 7.07 mmol), pyridine (1.12 g, 1.14 mL, 14.1 mmol) and a catalytic amount of DMAP (0.01 g, 0.082 mmol). After stirring at 60 C for 16 h, the reaction was allowed to cool to room temperature, poured onto 1 N HCl and extracted into diethyl ether. The combined organic layers were dried over anhydrous magnesium sulphate and concentrated under vacuum to give the crude product.Purification by flash chromatography (8% methanolin dichloromethane) afforded the analytically pure product. (Yield:1.60 g, 3.39 mmol, 72%).

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 2-amino-4-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Waghorn, Philip A.; Jackson, Mark R.; Gouverneur, Veronique; Vallis, Katherine A.; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 117 – 129;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 340825-13-0, A common heterocyclic compound, 340825-13-0, name is 6-Iodo-3,4-dihydronaphthalen-1(2H)-one, molecular formula is C10H9IO, 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.

In a tubular reactor, 6-iodolinone (81.6 mg, 0.3 mmol, 1.0 equiv.) And dimethyl sulfoxide (117.0 mg, 1.5 mmol, 5.0 equiv.) Were added in this order.And iodine (114.3 mg, 0.45 mmol, 1.5 equiv.),After being vacuumed and protected by nitrogen, it was placed at 80 C and stirred for 12 hours. After the reaction was completed,After cooling to room temperature, 5 mL of saturated aqueous sodium thiosulfate solution was added to the reaction mixture, and extracted 3 times with ethyl acetate (5 * 3 mL). Combine the organic phase,Dry with anhydrous sodium sulfate and spin-dry to obtain the pure product. The product separation yield was 85%.

The synthetic route of 340825-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xinyang Normal University; Ma Xiantao; Yu Jing; Fan Yu; Zhang Qian; Tang Lin; (10 pag.)CN111116436; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)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. category: iodides-buliding-blocks

Example 8 Preparation of 3-(4-bromophenyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole (C5) (0174) (0175) 3-(4-Bromophenyl)-1H-1,2,4-triazole (C4) (10.9 g, 48.5 mmol), copper(I) iodide (2.38 g, 12.5 mmol), and cesium carbonate (30.3 g, 93.0 mmol) in a round-bottomed flask was flushed with nitrogen. Dimethylsulfoxide (85 mL) was added, followed by 1-iodo-4-(trifluoromethoxy)benzene (13.2 g, 45.8 mmol). The reaction was degassed for 5 minutes, then heated at 100¡ã C. for 3 days. The reaction was cooled to room temperature, diluted with ethyl acetate, and filtered through a plug of Celite? rinsing with ethyl acetate. To the filtrate was added saturated ammonium chloride and stirred for 1.5 hours. The layers were separated and the aqueous layer was extracted with ethyl acetate (3¡Á). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated onto Celite?. Purification by flash column chromatography using 0-40percent EtOAc/hexanes as eluent provided the title compound as an off-white solid (9.65 g, 52percent): mp 109-112¡ã C.; 1H NMR (400 MHz, CDCl3) delta 8.56 (s, 1H), 8.10-8.03 (m, 2H), 7.83-7.75 (m, 2H), 7.64-7.57 (m, 2H), 7.42-7.35 (m, 2H); ESIMS m/z 386 ([M+21-1 ]+).

The synthetic route of 103962-05-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; Fischer, Lindsey G.; Crouse, Gary D.; Sparks, Thomas C.; Goldsmith, Miriam E.; Knueppel, Daniel I.; (66 pag.)US2016/24027; (2016); 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. 1094759-93-9, name is 4-Chloro-5-fluoro-2-iodoaniline, A new synthetic method of this compound is introduced below., Product Details of 1094759-93-9

To Intermediate 5 A (47g, 17.3 mmol) in AcOH (470 mL) was added NaN3 (33.76g, 51.9 mmol) and trimethyl orthoformate (56.8 mL, 51.9 mmol). After 30 h, the reaction was poured into ice water, then solid was filtered-off and washed with petroleum ether to afford 49 g of Intermediate 5B. MS (ESI) m/z: 324.8 (M+H)+.

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; BRISTOL-MYERS SQUIBB COMPANY; ORWAT, Michael J.; PINTO, Donald J.P.; SMITH II, Leon M.; SRIVASTAVA, Shefali; WO2013/56034; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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: C8H9I

Example 21 – Synthesis of 6,13-Bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro- decyldiisopropylsilylethvnyl)-2-pentafluoroethylpentacene Synthesis of 1,2-Dimethyl-4-pentafluoroethylbenzeneInto a nitrogen purged, flame dried round bottom flask was added 4-iodo-o-xylene (15.0 g, 64.7 mmol), sodium pentafluoropropionic acid (16.8 g, 90.5 mmol), copper (I) iodide (12.3 g, 64.6 mmol) and 100 mL of anhydrous N-methylpyrrolidinone. The reaction mixture was heated at 170C for 16 hours, then cooled to room temperature, and run through a thick silica gel plug with hexane. The collected yellow liquids were then evaporated to dryness on a rotary evaporator, and the oil distilled at 60C (10 ‘ Torr) to collect the desired product (9.14 g, 63%) as a colorless liquid. Analysis of the product provided the following data: 1H NuMR (200 MHz, CDCl3) delta = 2.347 (s, 6H), 7.247 (d, J= 7.8 Hz, IH), 7.357 (s, IH), 7.401 (s, IH). 13C NuMR (50 MHz, CDCl3) delta = 19.810, 19.840, 124.013 (t, J= 6.1 Hz), 127.472 (t, J = 6.1 Hz), 130.158, 137.563, 141.205. GC-MS: m/z: 224 (Ci0H9F5).

The synthetic route of 31599-61-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; OUTRIDER TECHNOLOGIES; CLOUGH, Robert, Steven; ANTHONY, John, E.; FLYNN, Richard, M.; MOORE, George, G.I.; PAYNE, Marcia, M.; WO2010/138807; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 51411-81-5,Some common heterocyclic compound, 51411-81-5, name is 3-Amino-4-iodobenzoic acid, molecular formula is C7H6INO2, 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-Amino-4-iodobenzoic acid (13.35 g, 50.8 MMOL) was added to MEOH (150ML) and SOCI2 (4.8 mL, 65.8 MMOL, 1.3 equivalent) was added. The mixture was REFLUXED for 3 h and then volatiles were removed under reduced pressure. The residue was co- evaporated 3 x with MEOH and dried in vacuo (15.23 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Amino-4-iodobenzoic acid, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO KG; WO2004/65367; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com