Tag: M.W=300-400

Electric Literature of 640280-28-0,Some common heterocyclic compound, 640280-28-0, name is 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF3I, 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.

Cs2CO3 (926 mg, 2.84 [MMOL),] Pd2 (dba) 3 (104 mg, 0.114 mmol), [2-DICYCLOHEXYLPHOSPHINO-2′-] (N, N-dimethylamino) biphenyl (36 mg, 0.091 mmol), anhydrous toluene (5 mL), methyl 2- amino-5-cyanobenzoate [PHA-522499] (200 mg, 1.136 mmol), 1-iodo-2-bromo-5- trifluoromethylbenzene [PHA-738728] (400 mg, 1.136 [MMOL).] The mixture is heated at [65 C] for 66 h. The resulting mixture is cooled to room temperature and filtered through [CELITE (E).] The filtrate is concentrated and purified by flash chromatography. The yield is 65mg of methyl 5-cyano-2-{[2-{[4-cyano-2-(methoxycarbonyl) phenyl] amino}-4- (trifluoromethyl) phenyl] amino} benzoate, 13%. MS (ESI-) for [C25HI7F3N404] [NT/Z] 493 (M-H)-. ‘H NMR (400 MHz, CDCl3) 8 9.93 (bs, [1] H), 9.83 (bs, [1] H), 8.22 [(M,] 2 H), 7.69 (bs, [1] H), 7.52 [(M,] 4 H), 7.05 (m, [1] H), 6.81 (m, [1] H), 3.84 (s, 3 H), 3.86 (s, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; PHARMACIA ITALIA S.P.A; WO2004/2940; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, 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 199786-58-8, SDS of cas: 199786-58-8

A solution of oxalyl chloride (1 .99 mL, 23.04 mmol, 1 .6 equiv) in DCM (25 mL) was cooled to -70C and DMSO (2.44 mL, 34.5 mmol, 2.4 equiv) in DCM (25 mL) was added at -65C to -70C. The reaction mixture stirred for 10 minutes under nitrogen atmosphere at – 70C and then (5-bromo-2-iodophenyl)methanol (4.55 g, 14.4 mmol, 1 .0 equiv) in DCM (100 mL) was added. The reaction mixture was stirred at -65C for 15 minutes and triethylamine (10 mL, 72 mmol, 5.0 equiv) was added. The reaction mixture was allowed to warm to -10C and stir for 1 h. Water (40 mL) was added and the reaction mixture was allowed to warm to room temperature. The organic layer was separated and evaporated to obtain 5-bromo-2-iodobenzaldehyde (4.2 g, 93 %) as white solid. 1H NMR (400 MHz.CDCb) delta ppm 7.45 (d, J=7.6 Hz, 1 H), 7.81 (d, J=1 1 .6 Hz, 1 H), 7.98 (d, J=1 .6 Hz, 1 H), 9.97 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (5-Bromo-2-iodophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AXTEN, Jeffrey; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (162 pag.)WO2018/15879; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, 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. HPLC of Formula: C8H8BrI

5.5 g (17.8 mmol) 2-Bromo-5-iodo-1 ,3-dimethylbenzene, 6.5 g (12.7 mmol) EG1 , 366 mg (0.3 mmol) tetrakis(triphenylphosphin)-palladium(0) and 2.7 g (13 mmol) sodium carbonate are dissolved in 200 ml toluene, ethanol and water (2:1 :1 ) and stirred for 16 hours at 90 C. After cooling down to room temperature 100 ml toluene are added, the organic phase is separated and washed with water (2×50 ml). The organic phase is concentrated to dryness under reduced pressure. The residue is purified by recrystallization from toluene/heptane. Yield: 6.2 g (11 mmol; 86 %)

The synthetic route of 2-Bromo-5-iodo-1,3-dimethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; LINGE, Rouven; MEYER, Sebastian; LACKNER, Aaron; HEIL, Holger; KOENEN, Nils; (168 pag.)WO2019/101833; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 175278-30-5, name is 4-Bromo-2-ethyl-1-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 175278-30-5, Application In Synthesis of 4-Bromo-2-ethyl-1-iodobenzene

Example 6 : Preparation of 2-r4-(4-chlorophenoxy)-2-ethylphenyl1cvclopentane-1 ,3-dioneStep 1 : Preparation of (4-bromo-2-ethylphenyl)furan-2-yl methanolMagnesium turnings (1.16g, 0.048mol) are stirred under a nitrogen atmopsphere for 30 minutes, followed by dropwise addition of 4-bromo-2-ethyl-1-iodobenzene (15.Og, 0.048mol) as a solution in anhydrous tetrahydrofuran (40ml), until the magnesium is just covered. A crystal of iodine is added and the reaction heated to reflux. After initiation begins external heating is stopped and the remaining aryl halide solution is added at such a rate as to maintain a controlled reflux. Once addition is complete the reaction is heated at reflux for 1 hour and the mixture is then cooled to room temperature. A solution of furan-2-carbaldehyde (4.0ml, 0.048mol) in anhydrous tetrahydrofuran (10ml) is then added dropwise, and the suspension is then stirred at room temperature for 20 hours. The reaction is quenched with saturated ammonium chloride (200ml) and extracted with ethyl acetate (200ml). The organic phase is separated, dried over anhydrous magnesium sulfate then evaporated under reduced pressure. The crude product is purified by flash column chromatography (1 :4 ethyl acetate/hexane eluant) to afford (4-bromo-2-ethyl- phenyl)furan-2-yl methanol as a brown oil.

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; SYNGENTA LIMITED; MATHEWS, Christopher John; FINNEY, John; SCUTT, James Nicholas; ROBINSON, Louisa; DELANEY, John Stephen; WO2010/89210; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 16355-92-3, 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. 16355-92-3, name is 1,10-Diiododecane, This compound has unique chemical properties. The synthetic route is as follows.

(3) Dissolve 2-methyl-4-aminoquinoline (4.75 g, 0.03 mol) in 100 mL of sulfolane, add 1,10-diiododecane (3.94 g, 0.01 mol), and raise the temperature to 80C to react 12h, lower the temperature, filter, wash the filter cake twice with water, wash the filter cake once with methanol, dry diquindine 8g, yield 56.7%, HPLC purity 81.5%;

The chemical industry reduces the impact on the environment during synthesis 1,10-Diiododecane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wuhan Zhidun Science And Technology Co., Ltd.; Li Yaping; Xie Honglei; Zhang Ruipeng; Zhang Yixing; (8 pag.)CN111018777; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 34270-90-1, 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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 800 mg (4.47 mmol) 4-methoxy-benzooxazole-2,7- diamine in 40 ml DMF at room temperature were added 2.47 g (17.9 mmol) potassium carbonate and 2.18 g (6.70 mmol) 1-IODO-2- (2-IODO-ETHOXY)-ETHANE and the mixture heated at 60 C for 48 h. After cooling to room temperature the mixture was poured onto water and extracted three times with ethyl acetate. The combined organic phases were washed with brine, then dried over sodium sulphate and concentrated in vacuo. Flash chromatography (2/98 methanol/dichloromethane, then 10/90 methanol/dichloromethane) afforded 585 mg (53 %) 4-methoxy-7-morpholin-4-yl- benzooxazol-2-ylamine as a light brown solid. ES-MS m/e (%) : 250 (M+H+, 100).

The synthetic route of 1-Iodo-2-(2-iodoethoxy)ethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/63177; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 98-61-3

A solution of (tetrahydro-2-furanylmethyl)amine (0.167 g, 1.65 mmol) and triethylamine (0.35 ml, 2.48 mmol) in dichloromethane (10 ml) was stirred in an ice/water bath with stirring under argon, and then 4-iodobenzenesulfonyl chloride (0.500 g, 1.65 mmol) was added dropwise with stirring. The resulting mixture was allowed to stir at room temperature for 16 hours. Then the solution was washed with water, organic layer separated, dried with sodium sulphate and the solvent was removed by rotary evaporation to give the title compound as a white solid (0.596 g, 98%).1H-NMR (400 MHz, CDCl3) delta: 7.87 (2H, m), 7.57 (2H, m), 4.81 (1H, m), 3.91 (1H, m), 3.77 (1H, m), 3.70 (1H, m), 3.13 (1H, m), 2.88 (1H, m), 1.98-1.84 (3H, m), 1.58 (1H, m); LC/MS Retention time 2.70 mins/(ES+) 368 (M+H, C11H14INO3S requires 367).

The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; US2010/137276; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 31827-94-8, 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. 31827-94-8 name is 2-Bromo-1-(4-iodophenyl)ethanone, 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: The appropriate carbonyl compound (50 mmol) was dissolved in 50 mL of ethanol and magnetically stirred with an equimolar quantity of thiosemicarbazide for 24 h at room temperature with catalytic amounts of acetic acid. The desired thiosemicarbazone precipitated from reaction mixture, was filtered, crystallized from suitable solvent, and dried. Equimolar quantities of 4-iodo-acetophenone and bromine, both dissolved in chloroform, were stirred for 4 h at room temperature until the presence of HBr disappeared. The solution was evaporated under vacuum and the obtained pale yellow solid was washed with petroleum ether to give alpha-bromo-4-iodo-acetophenone in good yield (94%). Equimolar amounts of the prepared thiosemicarbazone (50 mmol) and alpha-bromo-4-iodo-acetophenone (50 mmol), both suspended in 50 mL of ethanol, were reacted at room temperature under magnetic stirring for 10 h. The precipitate was filtered and purified by chromatography to give compounds 1-25 in high yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-(4-iodophenyl)ethanone, and friends who are interested can also refer to it.

Reference:
Article; Secci, Daniela; Bizzarri, Bruna; Bolasco, Adriana; Carradori, Simone; D’Ascenzio, Melissa; Rivanera, Daniela; Mari, Emanuela; Polletta, Lucia; Zicari, Alessandra; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 246 – 253;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 147808-02-4, name is 2-Fluoro-1,4-diiodobenzene, 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 2-Fluoro-1,4-diiodobenzene

2-Fluoro-1,4-diiodobenzene (3.0054 g, 8.639mmol) in THF (14 mL) was cooled to -63 C with a dry ice-CHCl3 bath under nitrogen atmosphere.Lithium N,N-diisopropylamide (LDA, 10.37 mmol; 1.08 M solution in hexane-THF, 9.6 mL) was slowlyadded to the solution and the reaction mixture was stirred at -63 C for 1 h. DMF (1.0 mL, 13.00 mmol)was slowly added to the reaction mixture and the mixture was stirred at -63 C for 1.5 h, warmed to 0 C,and stirred for 40 min. The mixture was slowly poured into ca. 20 mL of 4 M hydrochloric acid at 0 Cwith stirring. Water and EtOAc were added to the resulting mixture and extracted with EtOAc. Theorganic phase was separated, washed with brine, and dried over Na2SO4. The solvent was removed underreduced pressure and the residue was treated with a silica gel column chromatography (hexane-CHCl3,1:1) to give 2.7528 g of 1c (7.323 mmol) and 226.5 mg of the starting 2-fluoro-1,4-diiodobenzene (0.651mmol, 8% recovery). 1c; a pale yellow solid; 72% yield; mp 118-119 C; 1H NMR (400 MHz, CDCl3) 7.57 (1H, dd, 4JFH = 11.6 Hz, 3J = 8.4 Hz, arom.), 7.60 (1H, d, 3J = 8.4 Hz, arom.), 10.05 (1H, d, 4JFH =1.2 Hz, CHO); 13C{1H} NMR (100 MHz, CDCl3) 83.3 (d, 3JFC = 25.9 Hz, C-I), 96.5 (s, C-I), 124.7 (d,2JFC = 11.1 Hz, C-CHO), 138.5 (d, JFC = 3.8 Hz, CH), 144.6 (d, JFC = 3.7 Hz, CH), 162.1 (d, 1JFC = 262.1Hz, C-F), 189.6 (CHO). Found: m/z 375.8252. Calcd for C7H3FI2O: M+, 375.8252.

The synthetic route of 2-Fluoro-1,4-diiodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Toyota, Kozo; Mutoh, Hirotaka; Kishi, Hiroki; Mikami, Shinichi; Tanaka, Hiroki; Yoshida, Shuhei; Naganuma, Daisuke; Heterocycles; vol. 98; 10; (2019); p. 1355 – 1374;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 774608-49-0, name is 4-Bromo-1-chloro-2-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 774608-49-0, name: 4-Bromo-1-chloro-2-iodobenzene

Example 3: Preparation of 4-[l-(5-bromo-2-chlorophenyl)-lH-imidazol-4-yl]-benzonitrile.The compound was prepared according to Liu et al. J. Org. Chem. 2005, 70, 10135. 4-(lH-Imidazol-4-yl)-benzonitrile (75 mg, 0.44 mmol; prepared from 4-(2-bromo-acetyl)- benzonitrile using the method of Lynch et al. J. Am. Chem. Soc. 1994, 116, 11030), 4-bromo- l-chloro-2-iodobenzene (169 mg, 0.532 mmol), Cs2CO3 (577 mg, 1.77 mmol), CuI (3 mg, 0.013 mmol), 8-hydroxyquinoline (2 mg, 0.013 mmol), and DMF/Eta2O (2 mL; 10:1 solution) were combined in a 10 mL CEM Microwave reaction vessel fitted with magnetic stir bar and subjected to microwave irradiation at 150 0C for 30 min. The contents were then filtered and concentrated to dryness affording intermediate 5-bromo-2-chlorophenyl)-lH-imidazol-4-yl]- benzonitrile (68 mg, 43%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-chloro-2-iodobenzene, and friends who are interested can also refer to it.

Reference:
Patent; DOW AGROSCIENCES LLC; LAMBERT, William; CROUSE, Gary; SPARKS, Thomas; CUDWORTH, Denise; WO2011/17513; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com