Tag: M.W=300-400

188815-32-9, name is 3-Bromo-5-iodobenzoic acid, 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. Recommanded Product: 3-Bromo-5-iodobenzoic acid

To a solution of 3-bromo-5-iodo-benzoic acid (D7) (14.6 g, 44.7 mmol, 1 equiv) in MEOH (150 ml) at 0 C was added SOCS (3.9 ML, 53.6 mmol, 1.2 equiv). The resulting solution was refluxed for 2 h, cooled to room temperature and concentrated in vacuo. The residue was diluted with AcOEt and washed twice with 2N aqueous NAOH solution then brine, dried over MGS04 and concentrated in vacuo to give 3-bromo-5-iodo-benzoic acid methyl ester (D8a) (14.8 g, 97%) as a pale brown solid.

The synthetic route of 188815-32-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/50619; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, 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 263351-43-5, Safety of tert-Butyl 3-iodobenzylcarbamate

tert-Butyl [3-[5-[[1-(Benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate 3-[[1-(Benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-5-(trimethylstannyl)pyridine (682 mg, 1.48 mmol), tert-butyl 3-iodobenzylcarbamate (498 mg, 1.48 mmol), and anhydrous DMF (5 mL) were placed in a 50 mL round-bottom flask with magnetic stirrer. To this mixture were added rapidly CsF (450 mg, 2.96 mmol, 2 equiv.), CuI (29 mg, 0.15 mmol, 0.1 equiv.), and tetrakis(triphenylphosphine)palladium(0) (87 mg, 75 mumol, 0.05 equiv.). The flask was fitted with a three-way stopcock with argon balloon, and the atmosphere was exchanged. The reaction mixture was heated at 50 C. for 6 h, during which time it turned from an olive-colored solution to a dark suspension. The solvent was pumped off at 30 C. with an oil pump into a -78 C. receiver. The residue was stirred with ether (20 mL) to disperse the solid, which was then removed by suction filtration over celite. The filter residue was twice washed with ether (15 mL each), and the combined ether solutions were evaporated. TLC (SiO2, EtOAc) showed the formation of a major product at Rf 0.5 (UV- and KMnO4-active) followed by residual DMF (Rf 0.15; KMnO4 stain only). The crude product was chromatographed on silica gel (20*3.8 cm) with a stepwise gradient of EtOAc/hexane 1:1, 2:1, 3:1, and 4:1. The product-containing eluate fractions were evaporated. The residue was taken up in DMSO (2.2 mL) and further purified by preparative HPLC in a single portion on a Supelco Discovery C18 column (250*21.2 mm, 5 mum particle size; UV detection at 270 nm; flow/solvent gradient: 0-12 min, 6 to 12.5 mL/min (then remaining at this value)/20% CH3CN in water; 20-100% within 40 min; run aborted after elution of the main peak and column washed with CH3CN). The product eluted at tR 39.8-41.9 min. Evaporation and drying (50 C./oil pump) gave 542 mg (73%) of a yellowish glass. [alpha]D -44.3, [alpha]546 -52.5 (c 10.5 g/L, EtOAc). 1H NMR (CDCl3, 500 MHz) delta 8.48 (s, 1H), 8.32 (br, 1H), 7.51-7.25 (m, 10H), 5.13, 5.09 (ABq, 2H, J=12.4 Hz), 4.96 (br, 1H), 4.67 (br, 1H), approx. 4.5 (very br, 1H), 4.42 (br d, 2H, J=5.3 Hz), 4.22 (br, 1H), 4.08-4.00 (m, 2H), 2.51-2.32 (m, 2H), 1.50 (s, 9H). MS (EI) m/z 503 (M+, 0.6%), 447 (1.5%), 312 (2.4%), 199 (2.6%), 91 (100%), 57 (18%).

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, tert-Butyl 3-iodobenzylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Board of Trustees of the University of Illinois; PsychoGenics, Inc.; Chandrasekhar, Jayaraman; Kozikowski, Alan P.; Liu, Jianhua; Tueckmantel, Werner; Walker, Joel R.; Yuen, Po-wai; US2013/184313; (2013); 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. 4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene, A new synthetic method of this compound is introduced below., Product Details of 4897-68-1

Example 1 Synthesis of 2-bromo-4-methoxybiphenyl A mixture of 38 g (121 mmol) of 1-bromo-2-iodo-4-methoxy benzene, 14.8 g (121 mmol) of phenylboronic acid, 2.8 g (2.4 mmol) of tetrakis(triphenylphosphine)palladium, 2M Na2CO3 (29 g, 266 mmol), 135 ml of EtOH and 270 ml toluene was degassed and placed under nitrogen, and then heated at 90 C. for 16 h. After finishing the reaction, the mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica(hexane-dichloromethane) to give product (24 g, 63.0 mmol, 75%).

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; Luminescence Technology Corp.; YEN, FENG WEN; CHANG, CHENG HAO; TENG, CHIN MIN; LIN, I FENG; (46 pag.)US2016/155949; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 1133123-02-0, name is 4-Bromo-2-iodobenzoic acid, 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 4-Bromo-2-iodobenzoic acid

To 4-bromo-2-iodobenzoic acid (9.0 g, 27.53 mmol) in methanol (50 mL) is added concentrated sulphuric acid (10 mL) and the reaction mixture is stirred for 90 minutes at 80 C. The reaction mixture is poured onto ice water, sodium hydrogen carbonate is added until a pH value of 7 is reached and the reaction mixture is extracted with ethyl acetate. The organic layer is washed with brine, dried over MgSO4, filtered and concentrated in vacuo. Yield 95%.

The synthetic route of 4-Bromo-2-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; VINTONYAK, Viktor; GRAUERT, Matthias; GRUNDL, Marc; PAUTSCH, Alexander; (64 pag.)US2016/75704; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 21740-00-1, name is 5-Bromo-2-iodobenzoic 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 21740-00-1, Computed Properties of C7H4BrIO2

To a solution of 2.0 g (6.1 mmol) of 5-bromo-2-iodobenzoic acid (Aldrich) and 0.10 g (0.82 mmol) of N,N-dimethylaminopyridine-4-amine in tetrahydrofuran (20 ml) was added 2.8 ml (12 mmol) of di-tert-butyl dicarbonate under a nitrogen atmosphere while stirring, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, to the reaction mixture was added a saturated aqueous sodium hydrogencarbonate solution, and an extraction with ethyl acetate from the mixed solution was conducted. The organic layer was washed with saturated brine, subsequently dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (elution solvent; hexane:ethyl acetate = 80:20 to 50:50 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 1.5 g (2.9 mmol (purity 74% by weight), yield 35%) of the title compound as a colorless oil. 1 H-NMR spectrum (400 MHz, CDCl3) delta : 7.80-7.77 (2H, m), 7.23 (1H, dd, J = 8.4, 2.4 Hz), 1.62 (9H, s).

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; UBE Industries, Ltd.; IWASE, Noriaki; NISHIDA, Hiroshi; OKUDO, Makoto; ITO, Masaaki; KONO, Shigeyuki; MATOYAMA, Masaaki; USHIYAMA, Shigeru; OKANARI, Eiji; MATSUNAGA, Hirofumi; NISHIKAWA, Kenji; KIMURA, Tomio; EP2940013; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 672-57-1, name is 1-Chloro-2-iodo-4-(trifluoromethyl)benzene, 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 672-57-1, COA of Formula: C7H3ClF3I

General procedure: A mixture of 2-(3,5-dichloro-pyridin-4-yl)-7-ethynyl-4,4-dimethyl-1,4-dihydro-chromeno[3,4-d] imidazole 19a (0.1 g, 0.270 mmol), tetrabutylammonium fluoride (0.255 g, 0.810 mmol), dichlorobis- (triphenylphosphine)palladium (II) (15 mg, 0.021 mmol), 1-chloro-2-iodo-4-trifluoromethyl-benzene (0.125 g, 0.405 mmol) was heated in dry-DMSO (4.0 mL) at 80 C for 4-6 h. The reaction mass was quenched with water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, concentrated under reduced pressure and purified by flash chromatography to afford compound 20a (0.06 g, 42%) as brown solid.

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-Chloro-2-iodo-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Muthukaman, Nagarajan; Tambe, Macchindra; Shaikh, Mahamadhanif; Pisal, Dnyandeo; Deshmukh, Sanjay; Tondlekar, Shital; Sarode, Neelam; Narayana, Lakshminarayana; Gajera, Jitendra M.; Kattige, Vidya G.; Honnegowda, Srinivasa; Karande, Vikas; Kulkarni, Abhay; Behera, Dayanidhi; Jadhav, Satyawan B.; Gudi, Girish S.; Khairatkar-Joshi, Neelima; Gharat, Laxmikant A.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2594 – 2601;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 31827-94-8, 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. 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route 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.

The synthetic route of 2-Bromo-1-(4-iodophenyl)ethanone has been constantly updated, and we look forward to future research findings.

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

Related Products of 34270-90-1, 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. 34270-90-1 name is 1-Iodo-2-(2-iodoethoxy)ethane, 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: HCl (50 mg, 0.18 mmol) was added to 15 mL of an anhydrous DMF solution containing pre-washed NaH (60% oil mixture) (14 mg, 0.36 mmol) and 7-MEOTA at 0 C, and stirred for 30 min at room temperature. The bis-iodo compound dissolved in 2 mL of anhydrous DMF (29 mg, 0.09 mmol of 15, 33 mg, 0.09 mmol of 16, and 37 mg,0.09 mmol of 17) was added dropwise and the resulting solution was stirred for 10 h at 110 C. The resulting mixtures were extracted with EtOAc. The extract was dried with MgSO4, filtered,and concentrated in vacuo. The resulting residue was subjected to silica gel column chromatography (EtOAc) to afford tacrine dimers 3 (16 mg, 34%), 4 (17 mg, 33%), and 5 (21 mg, 38%).

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

Reference:
Article; Lee, Sang Kwang; Park, Min Kyun; Jhang, Ho Eun; Yi, Jinju; Nahm, Keepyong; Cho, Dae Won; Ra, Choon Sup; Musilek, Kamil; Horova, Anna; Korabecny, Jan; Dolezal, Rafael; Jun, Daniel; Kuca, Kamil Kuca; Bulletin of the Korean Chemical Society; vol. 36; 6; (2015); p. 1654 – 1660;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 98-61-3, 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. 98-61-3 name is 4-Iodobenzenesulfonyl chloride, 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: In a round bottom flask under N2, 2-bromo-1-(1H-indol-3-yl)ethanone (1) (500 mg, 2.1 mmol), p-toluenesulfonyl chloride (439 mg, 2.3 mmol), DMAP (26 mg, 0.21 mmol), and triethylamine (0.3 mL, 2.1 mmol) were dissolved in 20 mL of dry CH2Cl2, and the solution was stirred at room temperature until that the starting material had disappeared by checking TLC. The reaction mixture was quenched by dilution with CH2Cl2 (30 mL), and the organic extract was washed with 1 N HCl (20 mL). The organic layer was dried over anhydrous Na2SO4, filtered and the solvent was removed under vacuum. The product was purified by silica gel column chromatography using CH2Cl2 to give 379 mg of (2a) as brown crystalline plates.

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

Reference:
Article; Vera, Gonzalo; Lagos, Carlos F.; Almendras, Sebastian; Hebel, Dan; Flores, Francisco; Valle-Corvalan, Gissella; Pessoa-Mahana, C. David; Mella-Raipan, Jaime; Montecinos, Rodrigo; Recabarren-Gajardo, Gonzalo; Molecules; vol. 21; 8; (2016);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 112671-42-8, 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. 112671-42-8 name is 4-Bromo-1-iodo-2-nitrobenzene, 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.

To a mixture of 4-bromo-1-iodo-2-nitrobenzene (21.1g, 0.064mol) (described in Synthesis, (2008), (13), 2039-2044), cyclopropyl boronic acid (7.2g, 0.083mol), tricyclohexyl phosphine (1.7g, 0.0064mol) and potassium phosphate (50.Og, 0.24mol) is added toluene (255ml) and distilled water (23ml). The stirred mixture is degassed then flushed with nitriogen (cycle repeated x 3), followed by addition of palladium (II) acetate (0.7Og, 0.0032mol) and heating at 100C overnight. After cooling to room temperature the mixture is quenched with distilled water and extracted with ethyl acetate (x 3). All organics fractions are combined, washed with distilled water then brine, and dried over magnesium sulfate. Concentration in vacuo affords an approximate 6:4 mixture of 5- bromo-2-cyclopropylnitrobenzene and 4-bromo-1-iodo-2-nitrobenzene (11.9g) as a brown oil. To this crude mixture is then added additional cyclopropyl boronic acid (1.8g, 0.021 mol), tricyclohexylphosphine (0.43g, 0.0016mol), palladium acetate (0.18g, O.OOOdeltamol), potassium phosphate (12.5g, O.Odeltamol), toluene (65ml) and water (6ml). After heating at 100C overnight the suspension is allowed to cool to room temperature and the mixture is quenched with distilled water and extracted with ethyl acetate (x 3). All organics fractions are combined, washed with distilled water then brine, and dried over magnesium sulfate. Concentration in vacuo affords a crude product which is purified by flash column chromatography on silica gel to give a mixture of 5-bromo-2- cyclopropylnitrobenzene, 3-bromo-nitrobenzene and 2,5-dicyclopropyl-nitrobenzene which is used in the next step without further purification

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

Reference:
Patent; SYNGENTA LIMITED; WHITTINGHAM, William, Guy; MATHEWS, Christopher, John; WAILES, Jeffrey, Steven; JEANMART, Stephane, Andre, Marie; ROBINSON, Louisa; WO2010/81894; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com