Month: April 2021

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. 3058-39-7, name is 4-Iodobenzonitrile, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

To phenol (1.23 g, 13.10 mmol), copper(l) iodide (333 mg, 1.75 mmol), cesium carbonate (5.69 g, 17.47 mmol), 4-iodobenzonithle (2.00 g, 8.73 mmol) and N,N-dimethylglycine hydrochloride (366 mg, 2.62 mmol) under nitrogen was added degassed 1 ,4- dioxane (10.0 ml_). The whole mixture was heated at 90 0C for 88 hours. The cooled mixture was partitioned between ethyl acetate (100 ml_) and water (100 ml_). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (2 x 100 ml_). The organic layers were combined and washed with brine (100 ml_) and dried with Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography EtOAc/ Hex (1 :12 ? 1 :8) to give the pure product as a white solid (quantative yield). 1H NMR (300 MHz, CDCL3) d(ppm): 7.00 (2H, d, J = 9.1 Hz), 7.06 (2H, d, J = 7.6 Hz), 7.23 (1 H, t, J = 7.2 Hz), 7.41 (2H, t, J = 8.1 Hz), 7.59 (2H, d, J = 9.1 Hz). 13C NMR (75 MHz, CDCL3) d(ppm): 105.9, 118.0 (CH), 119.0, 120.5 (CH), 125.3 (CH), 130.4 (CH), 134.2 (CH), 154.9, 161.8. MS (FAB+): 196 (MH+). HRMS for Ci3H9NO (MH+): calculated: 196.0762; found 196.0780.

The synthetic route of 3058-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF NOTRE DAME DU LAC; WO2009/41972; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 25309-64-2, name is 1-Ethyl-4-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. Quality Control of 1-Ethyl-4-iodobenzene

General procedure: A mixture of compound 2 (500 mg, 1.38 mmol), triethylamine (0.6 mL, 4.14 mmol), and 1-chloro-4-iodobenzene (1.55 mmol) in DMF (3.45 mL) was treated with palladium(II) acetate (15.5 mg, 0.04 mmol) and then heated at 80 ?C under air. After 20 h, the resulting solution was allowed to cool to room temperature, water (7 mL) was added, and the resultant mixture was extracted with ether (7 mL ¡Á 5). The organics was dried over Na2SO4 and concentrated under reduced pressure to give a crude residue, which was purified by silica gel column chromatography to afford the product.

The synthetic route of 1-Ethyl-4-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ding, Ya-Hui; Fan, Hong-Xia; Long, Jing; Zhang, Quan; Chen, Yue; Bioorganic and Medicinal Chemistry Letters; vol. 23; 22; (2013); p. 6087 – 6092;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 13194-68-8, The chemical industry reduces the impact on the environment during synthesis 13194-68-8, name is 4-Iodo-2-methylaniline, I believe this compound will play a more active role in future production and life.

To 4-iodo-2-methylaniline (23.3g) (available from Fluorochem) in ice (6Og) and concentrated hydrochloric acid (30ml) was added a solution of sodium nitrite (7.05g) in water (18ml) slowly with stirring over 20min, keeping the temperature below 50C. The mixture was allowed to stand at 0-50C for 2h, then added slowly at 0-50C over 30min to a mixture of diethyl malonate (17ml), ethanol (300ml) and water (50ml) containing sodium acetate (18.8g). The mixture was stirred for 2h at 0-50C then for 2h at 210C. The mixture was concentrated in vacuo to a volume of about 200ml, and the product was collected by filtration, washed with water (200ml) and dried under vacuum to give the title compound as a brown solid (28.9g). LC/MS Rt 3.85min m/z 405 [MH+].

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-Iodo-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/45861; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 4028-63-1, These common heterocyclic compound, 4028-63-1, name is 2,4,6-Trimethyliodobenzene, 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.

General procedure: The reaction was generally performed with 2.0 equivalents of TfOH. m-CPBA (65%active oxidant, 2.6 mmol) and aryl iodide (2.3 mmol) were dissolved in DCM (20 mL)in a sealed tube. The arene (2.6 mmol) was added and the solution was cooled to 0 oC,followed by dropwise addition of TfOH (4.6 mmol), and resulted in a colouredsolution. The reaction mixture was stirred for about 2 h, subsequently concentratedunder vacuum. Et2O was added and the mixture was stirred at room temperature for30 mins to precipitate out an off-white solid.

Statistics shows that 2,4,6-Trimethyliodobenzene is playing an increasingly important role. we look forward to future research findings about 4028-63-1.

Reference:
Article; Liu, Qi-Sheng; Wang, De-Yin; Yang, Jin-Fei; Ma, Zhong-Yi; Ye, Mengchun; Tetrahedron; vol. 73; 26; (2017); p. 3591 – 3595;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1320266-94-1, 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. 1320266-94-1, name is 1-Iodo-3-isopropylimidazo[1,5-a]pyrazin-8-amine, This compound has unique chemical properties. The synthetic route is as follows.

1 -(4-(8-amino-3 -isopropylimidazo[ 1 ,5-a]pyrazin- 1 -yl)naphthalen- 1 -yl)-3 -(3- (trifluoromethyl)phenyl)urea (KIRA3). A mixture of compound 1 (12.0 mg, 0.040 mmol), compound 3 (21.9 mg, 0.048 mmol), tetrakis(triphenylphosphine)palladium (1.4 mg, 1.2 muetaiotaomicroniota) and sodium carbonate (9.3 mg, 0.088 mmol) was dissolved in a 3 : 1 mixture of DME/water (160 uL). The mixture was heated overnight at 85 C. The crude mixture was cooled to room temperature, diluted in a mixture of acetonitrile/water and purified by reverse phase chromatography (HPLC) to obtain 12.3 mg of GP146 (61% yield). TLC (CH2C12:MeOH, 95:5 v/v): Rf = 0.4; 1H MR (300 MHz, MeOD): delta 8.27-8.22 (m, 1H), 8.02-7.96 (m, 2H), 7.90-7.86 (m, 1H), 7.83-7.79 (m, 1H), 7.72-7.49 (m, 5H), 7.37-7.32 (m, 1H), 7.04-6.99 (m, 1H), 3.66-3.55 (m, 1H), 1.54-1.48 (m, 6H); 13C NMR (500 MHz, MeOD): delta 154.9, 151.6, 149.8, 140.2, 135.9, 132.9, 129.4, 128.7, 128.7, 127.1, 126.6, 126.6, 125.8, 125.7, 121.9, 121.9, 121.8, 120.2, 1 18.7, 118.7, 1 15.1, 1 14.6, 1 12.9, 108.4, 25.8, 19.6; [M+l]+ found, 505.4. HPLC Purification Conditions: C18 column (250 x 21 mm), CH3CN/H2O-0.1% CF3C02H = 1 :99 to 100:0 over 78 min; 8 mL/min; 220 nm and 254 nm detection for 78 min. The purity of GP146 was determined to be >98% by analytical HPLC in two different solvent systems.

The chemical industry reduces the impact on the environment during synthesis 1-Iodo-3-isopropylimidazo[1,5-a]pyrazin-8-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; MALY, Dustin J.; BACKES, Bradley, J.; OAKES, Scott, A.; PAPA, Feroz, R.; GHOSH, Rajarshi; WANG, Likun; (220 pag.)WO2016/4254; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 2468-56-6, The chemical industry reduces the impact on the environment during synthesis 2468-56-6, name is 6-Iodohex-1-yne, I believe this compound will play a more active role in future production and life.

To a solution of 3,5-dihydroxybenzaldehyde (552 mg, 4 mmol) in DMF (5 mL) at 0 C under argon was added NaH (164 mg, 4.1 mmol, 60% in mineral oil). The mixture was stirred for 30 min at r. t. and a solution of hex-5-ynyl iodide (390 mg, 1.9 mmol) in DMF (5 mL) was added. The reaction mixture was stirred for 18 h at r. t. The reaction was quenched with 1 M HCl, extracted with EtOAc (3 times). The combined organic phases were washed with H20 (2 times), dried over Na2S04, concentrated under reduced pressure and the residue was separated by column chromatography (hexane: EtOAc = 10 : 1 to 1 : 1) yielding the desired product (240 mg, 58%) as a colorless solid. – 1H NMR (500 MHz, CD3OD): 9.84 (s, 1 H), 6.96 – 6.93 (m, 1 H), 6.92 – 6.90 (m, 1 H), 6.65 (t, J= 2.3 Hz, 1 H), 4.03 (t, J= 6.3 Hz, 2 H), 2.32 – 2.21 (m, 3 H), 1.95 – 1.87 (m, 2 H), 1.75 – 1.67 (m, 2 H). – 13C NMR (125 MHz, DMSO-d6): 192.63, 160.86, 159.14, 138.64, 108.46, 107.85, 105.98, 83.28, 68.47, 67.36, 27.94, 24.88, 17.40.

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, 6-Iodohex-1-yne, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TECHNISCHE UNIVERSITAeT MUeNCHEN; FETZER, Christian; KOROTKOV, Vadim; SIEBER, Stephan; (95 pag.)WO2018/114965; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 791642-68-7, 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. 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 5-bromo-2-iodoanisole (0.5 g, 1.6 mmol), morpholine (0.14 mL, 1.6 mmol), Pd2(dba)3 (0.04 g, 0.048 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.08 g, 0.144 mmol) and sodium tert-butoxide (0.46 g, 4.79 mmol) in toluene (10 mL) was heated to 70 C for 20 h. The reaction was diluted with water, extracted with EtOAc, dried and evaporated. The crude product was purified by flash silica chromatography eluting with 0-30% EtOAc/cyclohexane. Pure fractions were evaporated to dryness to give 4-(4-bromo-2- methoxy-phenyl)morpholine, (0.24g, 56%). m/z ES+ [M+H]+ 272/274; 1H NMR (400 MHz, DMSO-d6) d 7.10- 7.04 (m, 2H), 6.82 (d, J = 8.4 Hz, 1H), 3.80 (s, 3H), 3.74- 3.66 (m, 4H), 2.96- 2.89 (m, 4H).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-iodo-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARTIOS PHARMA LIMITED; BLENCOWE, Peter; CHARLES, Mark; CRIDLAND, Andrew; EKWURU, Tennyson; HEALD, Robert; MACDONALD, Ellen; MCCARRON, Hollie; RIGOREAU, Laurent; (200 pag.)WO2020/30925; (2020); 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. 624-75-9, name is 2-Iodoacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Iodoacetonitrile

Compound 6 (prepared according to B2. b) (30 mg) was dissolved in 20 ml of MECN, and iodo acetonitrile (1.0 eq. ) and K2CO3 (3 eq, 29 mg) were added. Stirring for 17 days at 20C. The MECN was evaporated and the residue was purified by preparative TLC using CHCL2/MEOH (9/1) as the eluent. Yield: compound 60 (52 %).

According to the analysis of related databases, 624-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; ARTS, Frank, Xavier, Jozef, Herwig; WO2005/28479; (2005); A2;,
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. 696-41-3, name is 3-Iodobenzaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Iodobenzaldehyde

General procedure: A mixture of 2-acetyl-5-chlorothiophene (0.01 mol) and substituted benzaldehyde (0.01 mol) wasdissolved in methanol (20 mL). A catalytic amount of NaOH was added to the solution dropwise withvigorous stirring. The reaction mixture was stirred for about 3-4 h at room temperature. The resultantcrude products were filtered, wash successively with distilled water and recrystallized from ethanol to get the corresponding chalcone. Crystals suitable for X-ray diffraction studies were obtained by the slowevaporation technique using a suitable solvent.

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:
Article; Chidan Kumar; Loh, Wan-Sin; Ooi, Chin Wei; Quah, Ching Kheng; Fun, Hoong-Kun; Molecules; vol. 18; 10; (2013); p. 11996 – 12011;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, 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 181765-86-6, Recommanded Product: Methyl 5-bromo-2-iodobenzoate

The intermediate 1 – 2 (4.0 g, 16.8 mmol) and 5 – bromo -2 – iodo benzoic acid methyl ester (6.3 g, 18.5 mmol) dissolved in 50 ml in tetrahydrofuran and then potassium carbonate (4.56 g, 33.6 mmol), 25 ml water mixed together in single-port is added to the flask. Under the protection of argon, and then added to the mixture (triphenylphosphine) palladium four (0.28 g, 0 . 24 mmol), heating reflux for 4 hours. After the reaction, the reaction mixture can be cooled to the room temperature, and steaming and remove the tetrahydrofuran, then washing, dichloromethane extraction three times (each 10 ml). The combined organic phase, anhydrous sodium sulfate drying, the crude product is used good column chromatography purification, get 5.67 g, yield of 82.7%.

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; Shanghai Daoyi Chemical Technology Co., Ltd.; Huang Jinhai; Su Jianhua; (27 pag.)CN107163066; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com