Category: iodides-buliding-blocks

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. 14452-30-3, name is 1-(3-Iodophenyl)ethanone, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-(3-Iodophenyl)ethanone

General procedure: A two-necked flask equipped with a magnetic stirring bar was charged with Cs2CO3 (2 or 3 mmol), MCM-41-L-proline-CuI (0.1 mmol), aryl iodide (1.0 mmol), acetamidine hydrochloride (1.2 or 2 mmol) and DMF (3.0 mL) under Ar. The reaction mixture was stirred at 130 or 140 C for 20 h. After being cooled to room temperature, the mixture was diluted with CH2Cl2 (10 mL) and filtered. The catalyst was washed with distilled water (2 × 5 mL) and EtOH (2 × 5 mL) and air dried when reused in the next run. The filtrate was concentrated with the aid of a rotary evaporator and the residue was purified by column chromatography on silica gel using petroleum ether (30-60 C)/ethylacetate (10:1 to 1:1) as eluent to give the desired product 2. All the products 2a-z are known compounds.

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:
Article; Huang, Xue; Xiao, Ruian; You, Chongren; Yan, Tao; Cai, Mingzhong; Journal of Chemical Research; vol. 41; 6; (2017); p. 315 – 320;,
Iodide – Wikipedia,
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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. 61272-76-2, name is 4-Fluoro-2-iodoaniline, A new synthetic method of this compound is introduced below., Product Details of 61272-76-2

General procedure: To a 10mL sealed tube was added CuI (0.05mmol), L4 (0.1mmol), ortho-iodo/bromoaniline (0.5mmol), beta-keto ester/beta-diketone (3.0mmol), Cs2CO3 (1.0mmol), and DMSO (1mL). The reaction mixture was reacted at 80°C in a preheated oil bath for 12h (for ortho-iodoanilines) or 36h (for ortho-bromoanilines). The reaction mixture was cooled to room temperature and extracted with ethyl acetate (3×20mL). The combined organic phases were washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatograph on silica gel (ethyl acetate/petroleum ether as the eluent) to afford the target products 3a?3s.

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:
Article; Liu, Xiao-Guang; Li, Zi-Hao; Xie, Jian-Wei; Liu, Ping; Zhang, Jie; Dai, Bin; Tetrahedron; vol. 72; 5; (2016); p. 653 – 657;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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. Computed Properties of C4H8I2

Sodium hydride (60% in mineral oil, 0.10 g, 2.6 mmol) was suspended in dry THF (5 mL). After cooled down to -20 C, a solution of CAH(322 mg, 1.0 mmol) in THF (5 mL) was added slowly to the suspension.The mixture was stirred at room temperature for 1 h, then 1,4-diiodobutane(150 mg, 0.5 mmol) was added at -20 C, and further stirred atroom temperature for 6 h. The reaction was quenched by saturatedaqueous NH4Cl solution, and extracted with diethyl ether (3×30 mL).The organic layer was washed with water (3×30 mL) and dried overanhydrous MgSO4, and evaporated under reduced pressure. The residuewas purified by column chromatography on silica gel using ethylacetate/hexane (1/8, v/v) as eluent to give a pale yellow powder ofBCAC4 (164 mg, 46%). M.p.: 138.5-140.2 C. 1H NMR (400 MHz,CDCl3): delta (ppm) 8.51 (2 H, s, Ar-H), 8.43 (2 H, s, Ar-H), 8.36 (2 H, d,J=1.2 Hz, Ar-H), 8.02 (6 H, m, Ar-H), 7.67 (1 H, d, J=4 Hz, Ar-H),7.64 (1 H, d, J=2 Hz, Ar-H), 7.53 (4 H, m, Ar-H), 3.35-1.60 (20 H, br,B-H), 1.68 (4 H, d, J=2 Hz), 1.24 (4 H, q, J=8 Hz). 13C NMR(100 MHz, CDCl3): delta (ppm) 132.94, 132.46, 132.33, 130.94, 130.14,129.09, 128.25, 128.18, 127.85, 126.97, 126.66, 126.31, 126.10,126.08, 83.82, 81.92, 34.43, 28.58. HRMS: m/z calcd for[C36H46B20-H]-: m/z=693.5522. Found: m/z=693.5549.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-21-7, its application will become more common.

Reference:
Article; Wu, Xueyan; Guo, Jixi; Jia, Wei; Zhao, Jianzhang; Jia, Dianzeng; Shan, Huici; Dyes and Pigments; vol. 162; (2019); p. 855 – 862;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 41252-97-5, A common heterocyclic compound, 41252-97-5, name is 4-Iodo-2-nitrotoluene, molecular formula is C7H6INO2, 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.

To a solution of step-b product (17 g, 0.06 mol) in ethanol (238 ml, 14 times), cone. HCI (85 ml, 5 times) was added drop wise at 0 – 50C. Then Tin chloride (51.05 g, 0.226 mol, 3.5 eq) was added portion wise at rt and the overall reaction mass was stirred for 3 hrs. Progress of the reaction was monitored by TLC (30% ethyl acetate/hexane, Rr0.4). On completion of the reaction, ethanol was distilled off completely under reduced pressure. Residue obtained was basified to a pH~12 – 14 with NaOH solution and the compound extracted with ethyl acetate (2 * 50 ml). Combined extract was dried over sodium sulfate and concentrated under reduced pressure to yield the required product as a black colored solid (14 g, 94% yield).

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; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; SCHIENE, Klaus; DE VRY, Jean; DAMANN, Nils; FRORMANN, Sven; LESCH, Bernhard; LEE, Jeewoo; KIM, Yong-Soo; KIM, Myeong-Seop; WO2010/127855; (2010); A1;,
Iodide – Wikipedia,
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Electric Literature of 1798-06-7, These common heterocyclic compound, 1798-06-7, name is 2-(4-Iodophenyl)acetic 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.

To a stirred solution of 2-(4-iodophenyl)acetic acid (2.00 g, 7.63 mmol) in tetrahydrofuran (150 ml_) at room temperature was added borane-tetrahydrofuran complex (1.0 M in tetrahydrofuran, 7.63 ml_, 7.63 mmol). The resulting solution was stirred for 6 hours prior to dilution with brine, adjustment to pH = 13 with NaOH, and extraction with ethyl epsilonicetate. The combined organic extracts were dried (Na2SO4), filtered, and concentrated to afford 192a (620 mg, 33%) as a light orange solid which was used in the subsequent reaction without further purification. LRMS (ESI): (calc) 248.1 ; (found) 271.1 (M+Na)+

Statistics shows that 2-(4-Iodophenyl)acetic acid is playing an increasingly important role. we look forward to future research findings about 1798-06-7.

Reference:
Patent; METHYLGENE INC.; WO2006/102760; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 239135-53-6,Some common heterocyclic compound, 239135-53-6, name is 2-Fluoro-4-iodo-1-(trifluoromethyl)benzene, molecular formula is C7H3F4I, 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.

Intermediate 79: 3,4-bis(Benzyloxy)-6-[(E)-2-[3-fluoro-4-(trifluoromethyl)-phenyl]ethenyl]pyridazine[0511][0512]A vessel containing 3,4-bis(benzyloxy)-6-ethenylpyridazine (Intermediate 78, 1.09 g, 3.42 mmol), tris-(2-methylphenyl)phosphane (0.208 g, 0.685 mmol), 2-fluoro-4-iodo-1-(trifluoromethyl)benzene (1.191 g, 4.11 mmol) and palladium(II) acetate (0.038 g, 0.171 mmol) was evacuated and acetonitrile (10 ml) and triethylamine (9.07 ml, 65.1 mmol) were added in vacuo and then the mixture was flushed with nitrogen. The reaction was then heated in the microwave at 80 C. for 4 hours and, upon cooling, was diluted with dichloromethane and washed with saturated aqueous ammonium chloride solution. The organics were dried (MgSO4), filtered and solvent removed in vacuo to give a brown oil which was purified by column chromatography (silica, eluting with 30-100% dichloromethane in petrol) to yield 3,4-bis(benzyloxy)-6-[(E)-2-[3-fluoro-4-(trifluoromethyl)phenyl]ethenyl]pyridazine (1.1 g, 2.29 mmol, 67% yield).[0513]1H NMR (CDCl3) delta 7.53-7.68 (m, 3H), 7.31-7.53 (m, 12H), 6.97 (s, 1H), 5.71 (s, 2H) and 5.28 (s, 2H).[0514]MS ES+: 481.

The synthetic route of 239135-53-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FARNABY, William; FIELDHOUSE, Charlotte; KERR, Catrina; KINSELLA, Natasha; LIVERMORE, David; MERCHANT, Kevin; MILLER, David; HAZEL, Katherine; US2013/52281; (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. 4044-58-0, name is 1-Bromo-8-iodonaphthalene, A new synthetic method of this compound is introduced below., SDS of cas: 4044-58-0

Ethylmagnesium bromide (11.6 mL, 11.0 mmol; 0.95 M solution in THF) was added slowly over8 min to a solution of phenylacetylene (1.21 mL, 11.0 mmol) in THF (10 mL) at room temperature andthe mixture was stirred for 40 min at room temperature. The resulting solution was then added slowlyover 6 min with additional THF (3 mL) to ZnCl2 (1.64 g, 12.0 mmol) at 0 C, and the mixture wasstirred for 30 min at 0 C. Pd(PPh3)4 (300 mg, 0.260 mmol) and 1-bromo-8-iodonaphthalene (3.33 g,10.0 mmol) were successively added to it with THF (2 mL) and the mixture was stirred for 17 h atroom temperature. The reaction was quenched with 1 M HClaq and diluted with H2O. After extractionwith Et2O, the organic layer was washed with saturated NaClaq, dried over MgSO4, filtered, andconcentrated under vacuum. The residue was chromatographed on silica gel with hexane to afford 1-bromo-8-(phenylethynyl)naphthalene (CAS 4404-55-7) as a yellow oil (2.20 g, 7.16 mmol; 72% yield).

The synthetic route of 4044-58-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maesato, Takumi; Shintani, Ryo; Chemistry Letters; vol. 49; 4; (2020); p. 344 – 346;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 180624-08-2, 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. 180624-08-2, name is 4-Bromo-2-iodo-6-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of Intermediate 1A (4.5 g, 13.12 mmol) in EtOH (80 mL) was added concentrated HCl (5.47 mL, 65.6 mmol), followed by tin(II)chloride dihydrate (11.84 g, 52.5 mmol). The reaction mixture was stirred at 60C overnight. After cooled to room temperature, it was treated with an ice-cold 4.0 N NaOH (18 mL) and EtOAc/water. After stirring for 1 min, the white solid was removed by filtration. The filtrate was separated, the organic layer was collected, washed with brine and dried over sodium sulfate. After evaporation of solvent, the crude product was dissolved in a small amount of chloroform and charged to an 80 g silica gel cartridge which was eluted with 5% for 3 min, then a 12 min gradient from 5% to 50%; The desired fractions were combined and concentrated to give Intermediate 1B (3.3 g, 10.55 mmol, 80% yield) as a pale brown solid; 1H NMR (500 MHz, chloroform-d) delta 7.33(d, J=2.2 Hz, 1H), 6.83(d, J=1.9 Hz, 1H), 3.81(br s, 2H), 3.54(br s, 2H); LC-MS: method A, RT=1.82 min; MS (ESI) m/z: 312.8 and 313.8 (M+H)+;

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-Bromo-2-iodo-6-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; ZHENG, Xiaofan; CHUPAK, Louis S.; (102 pag.)WO2017/19828; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 83027-73-0, These common heterocyclic compound, 83027-73-0, name is 5-Bromo-1-chloro-3-fluoro-2-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.

Dry methanol (160ml_) was cooled to 10 C and potassium hydroxide (14.9g) was added portionwise over 25 minutes. Once dissolved, this solution was added over 15 minutes to a refluxing solution of 5-bromo-1-chloro-3-fluoro-2-iodo-benzene (CAS Reg. No. 83027-73-0, 40.0 g) in dry methanol (320ml_). After 46 hours refluxing the reaction mixture was concentrated and partitioned between water (500ml_) and ethyl acetate (500ml_). The aqueous phase was extracted with further ethyl acetate (2 x 200ml_). The combined organic layers were washed with brine (400ml_), dried over magnesium sulfate, concentrated and purified by chromatography on silica eluting with ethyl acetate in iso-hexane to give 5-bromo- 1 -chloro-2-iodo-3-methoxy-benzene (37.767g) as a pale pink solid. 1H NMR (500 MHz, CDCI3) delta (delta) 7.28 (d, 1 H), 6.82 (d, 1 H), 3.90 (s, 3H)

The synthetic route of 83027-73-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; HACHISU, Shuji; SCUTT, James Nicholas; WILLETTS, Nigel James; WO2015/32702; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

42048-11-3, name is 2-Chloro-6-iodotoluene, 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. Application In Synthesis of 2-Chloro-6-iodotoluene

N-Bromosuccinimide (NBS, 3.52 g, 19.8 mmol) and benzoyl peroxide (39 mg, 0.16 mmol) were added to a solution of 1-chloro-3-iodo-2-methylbenzene10e (5 g, 19.8 mmol) in CCl4 (55 mL). The mixture was heated to reflux for 15 hours then cooled to room temperature. The suspension was filtered and the filtrate concentrated under reduced pressure to yield a yellow waxy solid. (6.0 g, 92%yield). This material was used without further purification in subsequent reactions. 1H NMR (400MHz, CDCl3): d 7.78 (d, 1H), 7.39 (d, 1H), 6.92 (t, 1H), 4.82 (s,2H); LRMS m/z 330/332 [M+H]+; Also a known commercially available compound.

The synthetic route of 42048-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Roberts, Lee R.; Corbett, Matthew S.; Fussell, Steven J.; Hitzel, Laure; Jessiman, Alan S.; Mason, Helen J.; Osborne, Rachel; Ralph, Michael J.; Stennett, Adam S.D.; Wheeler, Simon; Storer, R. Ian; Tetrahedron Letters; vol. 56; 47; (2015); p. 6546 – 6550;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com