Month: November 2020

A common compound: 52548-14-8, name is 2-Iodo-5-methylbenzoic 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. 52548-14-8

Intermediate 3: 5-Methyl-2-(2H-l,2,3-triazol-2-yl)benzoic acid To the solution of 1,2,3-triazole (1.99 g, 28.93 mmol) in DMF (7.0 ml) at 0-10UC was added cesium carbonate (4.7 g, 14.45 mmol), N,N-dimethylethylenediamine (0.127 g, 1.45 mmol), copper(I) iodide (0.068 g, 0.36 mmol) and 2-iodo-5-methylbenzoic acid (3.79 g, 14.46 mmol). The reaction was subjected to microwave irradiation at 125 C for 15 minutes, and then poured into water (20 ml) and extracted with ethyl acetate. The combined organics were washed with brine, dried (sodium sulphate) and concentrated in vacuo. The crude product was purified by column chromatography (0-3 % methanol in dichloromethane) to afford the title compound.1H NMR (DMSO-i/6) delta ppm 2.42 (s, 3 Eta), 7.49 – 7.52 (m, 1 Eta), 7.58 – 7.64 (m, 2 Eta), 8.05 (s, 2 H), 13.01 (s, 1 H)MS ES+: 204

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, 52548-14-8, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 135050-44-1, name is 3-Chloro-4-iodoaniline, 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 135050-44-1, 135050-44-1

STEP A: 2,2′-dichloro-4′-(trifluoromethyl)-[1,1′-biphenyl]-4-amine 3-Chloro-4-iodoaniline (3.0 g, 11.8 mmol), (2-chloro-4-(trifluoromethyl)phenyl)boronic acid (3.2 g, 14.2 mmol), Pd(dppf)Cl2 (969 mg, 1.2 mmol), and K2CO3 (3.3 g, 23.7 mmol) were dissolved in 1,4-dioxane (40 mL) and water (10 mL) and the resulting mixture was heated to 80 C. After 16 h the resulting mixture was cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (Na2SO4), and dry packed onto silica gel. Column chromatography yielded the title compound.

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-Chloro-4-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chakravarty, Devraj; Greco, Michael; Shook, Brian; Xu, Guozhang; Zhang, Rui; US2012/302641; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

83863-33-6, Adding a certain compound to certain chemical reactions, such as: 83863-33-6, name is 5-Iodo-2-methylaniline, 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 83863-33-6.

General procedure: To a solution of particular aromatic amine, 1:1 HCl-water was added in small instalments while stirring at 0C. After 10min, 4 equivalents of 3M sodium nitrite in water was added drop wise and after 30min 3 equivalents of 3M sodium azide and sodium acetate in water was added drop wise carefully keeping the reaction mixture at 0C or below (Scheme 2). After completion of addition, reaction was brought to room temperature and allowed to react for one more hour and finally extracted with diethyl ether for at least three times. Organic layers were washed with saturated sodium bicarbonate solution two times, dried over anhydrous sodium sulphate and concentrated to a minimum volume under reduced pressure on rotary evaporator.

According to the analysis of related databases, 83863-33-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dangroo, Nisar A.; Singh, Jasvinder; Dar, Alamgir A.; Gupta, Nidhi; Chinthakindi, Praveen K.; Kaul, Anpurna; Khuroo, Mohmmed A.; Sangwan, Payare L.; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 160 – 169;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

31599-60-7, name is 1-Iodo-2,3-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. 31599-60-7

Under nitrogen protection, 24 g of magnesium turnings (1 mol) and 160 ml of tetrahydrofuran were added to a reaction flask and stirred at room temperature18.5 g was added dropwise2,3-dimethyliodobenzene (0.1 mol) and100 ml of tetrahydrofuran,Triggering reaction,Then, 166.5 g of 2,3-dimethyliodobenzene (0.9 mol) was added dropwise1000 ml of tetrahydrofuran mixture, drop finished, reflux reaction 1hour. The resulting Grignard reagent was cooled in an ice bath, and 73 g of N, N-dimethylformamide (1.0 mol) and 300 ml of tetrahydrofuranFuran mixture to control the reaction temperature is not higher than 30 degrees, dropping is completed at room temperature for 5 hours. After completion of the reaction1000 ml of saturated ammonium chloride solution for 1 hour hydrolysis, and then separated from the organic phase, the aqueous phase extracted with ethyl acetate aThe organic phase was washed with 500 mL of saturated brine and allowed to stand for separation. The organic phase was stirred and dried with 50 g of anhydrous sodium sulfate1 hour, filtered and the filtrate was concentrated to dryness under reduced pressure to give 2,3-dimethylbenzaldehyde in a yield of 93% and a purity of 95%

Statistics shows that 31599-60-7 is playing an increasingly important role. we look forward to future research findings about 1-Iodo-2,3-dimethylbenzene.

Reference:
Patent; Suo Anke (Shanghai) Investment Co; Mao, Zhenjun; Jiang, Xindong; Lin, Xufeng; Li, Qingpo; You, Jian; (5 pag.)CN105503551; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

624-75-9, The chemical industry reduces the impact on the environment during synthesis 624-75-9, name is 2-Iodoacetonitrile, I believe this compound will play a more active role in future production and life.

Cyanomethyl-trimethyl-phosphonium iodide (TJA01110) C5H11INP MW 243.03. Trimethylphosphine in THF (IM, 20.0 mL, 20.0 mmol) at 0 0C under N2 (g) was diluted with anhydrous toluene (40 mL). Iodoacetonitrile (1.40 mL, 19.4 mmol) was added dropwise with vigorous stirring forming a white ppt. The mixture was allowed to warm to r.t. and left to stir for 40 h. The mixture was filtered and washed with toluene to give a white solid which was dried under vacuum. Recrystallisation (acetonitrile) provided the title compound as a white crystalline solid (3.23 g, 66 %), 1H NMR (300 MHz, DMSO-J6) delta 2.01-2.06 (9H, d, J= 15.3 Hz, P(CHs)3), 4.01-4.07 (2H, d, J= 16.4 Hz, PCH2CN);31P NMR (121.5 MHz, DMSO-J6) delta 32.9.

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

Reference:
Patent; STERIX LIMITED; WO2007/68905; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding some certain compound to certain chemical reactions, such as: 55406-53-6, name is 3-Iodoprop-2-yn-1-yl butylcarbamate, 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 55406-53-6. 55406-53-6

EXAMPLESA solution is prepared in Dowanol TPM (tripropylene glycol methyl ether), containing 10% by weight of iodopropargyl butylcarbamate, 5% by weight of Octasoligen-Cobalt 8 (Borchers, Langenfeld, Germany) and 5% by weight of the stabilizer specified in Table 1. The compositions are stored at 40 C. The amount of IPBC was determined by means of HPLC at the beginning and after two weeks.

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 3-Iodoprop-2-yn-1-yl butylcarbamate.

Reference:
Patent; Uhr, Hermann; US2009/36555; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

20691-72-9, 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. 20691-72-9, name is 4-Iodo-2-nitroaniline, A new synthetic method of this compound is introduced below.

4-Iodo-2-nitroaniline (440 mg, 1.67 mmol, 1.0 eq.) was dissolved in EtOAc (50 mL) in a 100 mL round bottom flask at room temperature, and SnCl2.2H2O (1.88 g, 8.33 mmol, 5.0 eq.) was added. The reaction mixture was stirred at reflux for 12 h and extracted upon cooling to room temperature with saturated aq. NaHCO3 (3¡Á30 mL). The combined aqueous layers were washed with EtOAc (2¡Á30 mL). The resulting organic layers were combined and dried over MgSO4, and the solvent was removed in vacuo.

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; BLACKWELL, Helen; Frei, Reto; Breitbach, Anthony; Lynn, David M.; Broderick, Adam H.; US2013/136782; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

364-11-4, A common compound: 364-11-4, name is 1-Bromo-4-iodo-2-(trifluoromethyl)benzene, 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.

To a solution of 1-bromo-4-iodo-2-(trifluoromethyl)benzene (246 mg, 0.701 mmol) in 1.4 mL of Et2O (C=0.5M) was added dropwise a 1.6M solution of BuLi in hexane (460muIota., 1.05 eq) at -78C. After 15 min of stirring, benzaldehyde (86muIota., 1.2 eq) was slowly added. The mixture was stirred for 4h at -75 C and then, hydrolyzed with water and with a 1M HC1 solution to acidify. The layers were separated. The aqueous layer was extracted with DCM (3>< 10mL). The combined organics were washed with brine, dried over MgSO4, filtered and solvents were removed in vacuo. The crude residue was purified by silica gel flash chromatography (cyclohexane/AcOEt 93:7 to 90: 10) to afford the desired product in 76% yield (176 mg) as an uncoloured oil. 1H NMR (300 MHz, CDC13) delta 7.76 (d, J = 2.2 Hz, 1H), 7.65 (d, J = 8.3 Hz, 1H), 7.41 - 7.27 (m, 6H), 5.81 (s, 1H), 2.36 (s, OH); 13C NMR (75 MHz, CDCI3) delta 143.5 (C), 142.8 (C), 135.1 (d, J = 2.0 Hz, CH), 131.0 (CH), 130.2 (q, J = 31.3 Hz, C), 129.0 (CH), 128.5 (CH), 126.7 (CH), 125.9 (q, J = 5.4 Hz, CH), 123.0 (q, J = 273.6 Hz, C), 1 18.9 (q, J = 2.0 Hz, C), 75.4 (CH); MS (ESI) m/z : 313.0, 315.0 [M-OH, 79Br, 81Br]+; 348.0, 350.0 [M+NH4, 79Br, 81Br]+; 680.0 [2M+NH4, 79Br, 81Br]+. 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-Bromo-4-iodo-2-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see. Reference:
Patent; UNIVERSITA’ DEGLI STUDI DI MILANO – BICOCCA; UNIVERSITE DE GENEVE; UNIVERSITE CLAUDE BERNARD – LYON 1; GAMBACORTI-PASSERINI, Carlo; MOLOGNI, Luca; SCAPOZZA, Leonardo; BISSON, William; AHMED, Shaheen; GOEKJIAN, Peter; TARDY, Sebastien; ORSATO, Alexandre; GUEYRARD, David; BENOIT, Joseph; WO2013/167730; (2013); 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 25252-00-0 as follows. 25252-00-0

To commercially available 2-bromo-5-iodobenzoic acid (76.5 mmol, 25 g), hydroxybenzotriazole (HOBt, 76. 5mmol, 10.4 g), triethylamine (TEA, 153 mmol, 21.3 mL) and ammonium chloride (84.1 mmol, 4.50 g), is added DMF (anhydrous, 300 mL). After dissolution of solids by stirring, 1- [3- (Dimethylamino) propyl]-3- ethylcarbodiimide hydrochloride (EDC-HCI, 84.1 mmol, 16.08 g) is added. Stirring continues with the reaction capped for 16 hours. The reaction is concentrated to half the original volume via roto-evaporation, then 1 L ethyl acetate is added and the subsequent solution is washed once with 1 M HCI (300 mL), then once with saturated NaHCO3 (300 mL), then twice with H20, and then once with saturated NaCI (100 mL). A white solid resulted on drying the ethyl acetate phase with MgS04, filtering through celite, and evaporation of volitiles. LCMS : Method [11] : Retention time at 220nm detection is 1.51 minutes and [M = 1] + = 325.8. LCMS shows nearly quantitative product (i) at >95% purity.

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87751; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

3032-81-3, A common compound: 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, 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.

Compound was obtained following the representative procedure, using 2-phenylimidazo[1,2-a]pyridine 2 (300 mg, 1.5 mmol, 1 equiv), 1,3-dichloro-5-iodobenzene (410 mg, 1.5 mmol, 1 equiv) and heating for 12 h. The crude product was purified by silica gel chromatography using dichloromethane as eluent and trituration with methanol afforded 3-(3,5-dichlorophenyl)-2-phenylimidazo[1,2-a]pyridine 19 as a white powder (347 mg, 68percent yield). Rf = 0.60 (petroleum ether/EtOAc: 7/3); Mp = 210-211 ¡ãC. 1H NMR (400 MHz, DMSO-d6): delta 8.19 (d, 1H, 3J = 6.8 Hz, H5), 7.84 (t, 1H, 4J = 1.6 Hz, He), 7.73 (d, 1H, 3J = 9.2 Hz, H8), 7.65 (d, 2H, 4J = 1.6 Hz, Hd), 7.61 (d, 2H, 3J = 7.2 Hz, Ha), 7.42-7.32 (m, 4H, H7, Hb and Hc), 6.98 (dd, 1H, 3J = 3J’ = 6.8 Hz, H6). 13C NMR (100 MHz, DMSO-d6): delta 144.55 (C), 142.40 (C), 135.27 (2C-Cl), 133.86 (C), 133.16 (C), 129.61 (2Cd), 128.87 (Ce), 128.64 (2Cb), 127.96 (Cc), 127.85 (2Ca), 125.96 (C7), 124.43 (C5), 118.18 (C), 117.05 (C8), 113.16 (C6). IR (KBr) cm-1: 3036 (nuC-Har), 1590, 1560 (nuC=C and nuC=N), 776, 750 (nuC-Cl). MS (ESI) m/z (percent): 339.0 (100) [M + H]+, 341.0 (80) [M + H + 2]+, 343.0 (15) [M + H + 4]+. Anal. Calcd for C19H12Cl2N2: C, 67.27; H, 3.57; N, 8.26. Found: C, 67.50; H, 3.23; N, 7.98.

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, 1,3-Dichloro-5-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Marhadour, Sophie; Marchand, Pascal; Pagniez, Fabrice; Bazin, Marc-Antoine; Picot, Carine; Lozach, Olivier; Ruchaud, Sandrine; Antoine, Maud; Meijer, Laurent; Rachidi, Najma; Le Pape, Patrice; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 543 – 556;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com