Month: June 2021

Electric Literature of 774608-49-0, 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. 774608-49-0, name is 4-Bromo-1-chloro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Preparation of 5-bromo-2-chlorophenylboronic acid4-Bromo-1-chloro-2-iodobenzene (10.35 g, 33 mmol) is dissolved in anhydrous tetrahydrofuran (60 ml) and the solution is cooled to -75 0C under an atmosphere of argon, lsopropylmagnesium chloride (17.1 ml, 34mmol, 2M solution in tetrahydrofuran) is added dropwise over 30 minutes, maintaining the internal temperature below -7O0C by external cooling. Once the addition is complete, the reaction mixture is stirred at approximately -70 0C for 30 minutes and then allowed to warm to room temperature and stirred for 1 hour. The reaction mixture is then cooled to -78 0C and trimethyl borate (7.3 ml, 65 mmol) is added dropwise. The mixture is stirred at -78 0C for 30 minutes and then the cooling bath is removed and the mixture is stirred at room temperature for 1.5 hours. 2M Aqueous hydrochloric acid (30 ml) is added, and the crude product is extracted with ethyl acetate. The organic phase is washed with water and brine, dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated in vacuo. Trituration with hexane gives 5- bromo-2-chlorophenylboronic acid (6.16 g) as an off-white 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, 4-Bromo-1-chloro-2-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA LIMITED; WO2008/145336; (2008); 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. 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H4ClIO2

Method 15; (4-Chloro-2-iodo-phenyl)-morpholin-4-yl-methanone; 4-Chloro-2-iodobenzoic acid (5.0 g, 17.7 mmol), and HBTU (8.7 g, 23 mmol) were dissolved in DMF (150 ml), to this was added morpholine (2.0 g, 23 mmol) followed by DIPEA (8.2 ml, 46 mmol). The reactions was stirred overnight before the removal of the DMF in vacuo, the gum was quenched with 2.0N NaOH (100 ml), extracted with DCM (3 x 200 ml), dried and solvent removed in vacuo to yield a brown solid. Purification on silica using 0-3.5% MeOH in DCM as eluent gave the title compound as an off white solid (5.8 g, 94%). NMR (CDCl3) 7.84 (s, IH), 7.39 (d, IH), 7.13 (d, IH), 3.91 – 3.73 (m, 5H), 3.62 – 3.51 (m, IH), 3.33 – 3.24 (m, IH), 3.21 – 3.12 (m, IH); m/z 352

According to the analysis of related databases, 13421-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/15064; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 689260-53-5,Some common heterocyclic compound, 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, molecular formula is C8H8BrI, 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.

Step 1: 1-(4-Bromo-3,5-dimethylphenyl)-1H-1,2,4-triazole A mixture of 2-bromo-5-iodo-1,3-dimethylbenzene (500 mg), 1,2,4-triazole (340 mg), potassium carbonate (770 mg), and copper(I) iodide (232 mg) in N-methyl-2-pyrrolidinone is stirred at 130 C. over night. More potassium carbonate (770 mg) and copper(I) iodide (232 mg) are added and the mixture is heated to 150 C. for 4 h. After cooling to room temperature the mixture is diluted with tetrahydrofuran and filtered. The filtrate is concentrated in vacuo and purified by HPLC on reversed phase to give the title compound. LC (method 7): tR=0.99 min; Mass spectrum (ESI+): m/z=252, 254 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-iodo-1,3-dimethylbenzene, its application will become more common.

Reference:
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); 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. 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 63131-30-6

General procedure: A mixture of 1H-benzo[d]imidazol-2-amine (1.5 mmol), ethyl 3-oxo-3-phenylpropanoate (0.5 mmol) and CBr4 (1 mmol) in CH3CN (2 mmol) was stirred in 80 C in a tube under air atmosphere. TLCmonitored the end of the reaction. Then the mixture was cooled toroom temperature and saturated brine (100 mL) was poured intothe solution. The mixture was extracted with EtOAc (3 50 mL).The organic phase was combined and dried by anhydrous Na2SO4.Finally, the product was separated by flash chromatography onsilica gel (petroleum ether/EtOAc 3: 1) and obtained aftervacuum-rotary evaporation.

The synthetic route of 63131-30-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Songhua; Li, Yunyi; Ma, Chen; Xie, Caixia; Tetrahedron; vol. 76; 9; (2020);,
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. 645-00-1, name is 1-Iodo-3-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Iodo-3-nitrobenzene

General procedure: In a typical reaction, a mixture of alkyne (1.1 mmol), aryl halide(1.3 mmol), amine (2 mmol), catalyst (10 mg, 0.9 mol% of Pd)were added in water (4 mL) and stirred at 70 C for required time.After completion of the reaction (monitored by GC-MS at differenttime intervals) it was cooled to room temperature and the catalystwas separated by simple centrifugal precipitation. The filtrated wasdiluted with water and extracted with 15 mL acetic acid. To obtainthe desired product the organic phase was washed with brine(2 x 10 mL) and dried over anhydrous Na2SO4, then filteredand evaporated under reduced pressure. The products were isolatedby silica gel column chromatography using hexane as eluent.The FT-IR and 1H NMR data of isolated products were comparedwith previously reported literature [26,27]. To check the reusabilityof the catalyst, the recovered catalyst was dried overnight at 100 C and reused in a new coupling reaction under identical conditions.

The synthetic route of 645-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gogoi, Rajjyoti; Saikia, Rituraj; Borah, Geetika; Journal of Organometallic Chemistry; vol. 897; (2019); p. 80 – 88;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 31599-60-7,Some common heterocyclic compound, 31599-60-7, name is 1-Iodo-2,3-dimethylbenzene, molecular formula is C8H9I, 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.

Specific operation: In a 25 mL reaction flask equipped with a magnetic stirrer, a metal catalyst palladium acetate (6.7 mg, 0.03 mmol), triphenylphosphine (20.0 mg, 0.075 mmol) was added,S-2-bromophenyl-S-methyliminosulfanone (70.0 mg, 0.3 mmol), norbornene (56.4 mg, 0.6 mmol), potassium carbonate (82.8 mg, 0.6 mmol),Protect with nitrogen (at least three nitrogen cycles), add acetonitrile (3 ml) and 1,2-dimethyl-3-iodobenzene (83.5 mg, 0.36 mmol) successively in a nitrogen stream and close the vessel.The reaction was heated to 80C for about 18 hours, and the reaction was complete by TLC.After the treatment, the reaction solution was first diluted with 15 ml of ethyl acetate, and then the inorganic substances such as the catalyst and the alkali were removed by suction filtration through a sand funnel containing silica gel.The resulting filtrate was separated by flash column chromatography to give pure product 5,7,8-trimethyldibenzo[c,e][1,2]thiazine-5-oxide compound 3g. Yield: 60%.

The synthetic route of 31599-60-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangxi Normal University; Chen Zhiyuan; Zhou Hao; Wang Xiumei; (17 pag.)CN107987034; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 116632-41-8,Some common heterocyclic compound, 116632-41-8, name is 2-Chloro-5-iodotoluene, molecular formula is C7H6ClI, 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.

Step 1 (0497) To a mixture of 3-(R)-1-aminoethyl)benzonitrile (750 mg), 1-chloro-4-iodo-2-methylbenzene (1.94 g), L-proline (177 mg) and copper (I) iodide (147 mg) and dimethylsulfoxide (4 mL) was added potassium carbonate (1.42 g), and the mixture was stirred at an external temperature of 110 C. for 23 hours. The mixture was cooled to room temperature. After the mixture was diluted with ethyl acetate, the resulting mixture was washed with water and brine successively, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: 5%-35% ethyl acetate/hexane, gradient elution) to give 3-[(R)-1-(4-chloro-3-methylphenylamino)ethyl]benzonitrile (502 mg).

The synthetic route of 116632-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); 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. 58313-23-8, name is Ethyl-3-iodobenzoate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl-3-iodobenzoate

General procedure: A mixture of Pd2dba3·CHCl3 (6.2 mg, 2 mol%), Xantphos (14.0 mg,8 mol%), and ethyl 4-iodobenzoate (50.5 muL, 0.3 mmol) in THF (0.5mL) was stirred for 10 min at r.t. This mixture was added to a 0.105M solution of lithium tetrakis(ethoxycarbonylethynyl)indate in anhydrousTHF (3; 0.105 mmol) under a N2 atmosphere. The reactionmixture was heated at reflux for 3 h. After cooling to r.t., the reactionmixture was quenched with sat. aq NH4Cl (20 mL). The aqueouslayer was extracted with CH2Cl2 (3 × 20 mL), and the combinedorganic phases were sequentially washed with brine (3 × 20 mL),dried (MgSO4), filtered, and concentrated under reduced pressure.The residue was purified by column chromatography (silica gel,EtOAc-hexane, 1:20) to give 5a.

The synthetic route of 58313-23-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Park, Youngchul; Kang, Dongjin; Jeon, Woo Hyung; Ryu, Taekyu; Lee, Phil Ho; Synthesis; vol. 46; 17; (2014); p. 2305 – 2311;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 41252-96-4, 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. 41252-96-4 name is 2-Chloro-1-iodo-4-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.

(Step 1) Microflow system consisting of two T-type micromixers (M1, M2), two microtube reactors (R1, R2) and three tube precooling units (P1 (inner diameter ?=1 mm, length L=100 cm), P2 (?=1 mm, L=50 cm) and P3 (?=1 mm, L=100 cm)) was cooled to -20C. A solution (flow rate: 6.0 mL/min) of 2-chloro-1-iodo-4-nitrobenzene (2835 mg, 10 mmol) in THF (100 mL) and 0.4M phenyllithium in dibutyl ether and THF mixed solution (100 mL, 40.00 mmol) (flow rate: 2.25 mL/min) were introduced into M1 (?=0.5 mm) using syringe pump. The reaction solution was passed through R1 (?=1 mm, L=25 cm), and 0.6M chlorotrimethylsilane THF solution (100 mL, 60.00 mmol) (flow rate: 3.0 mL/min) was mixed in M2 (?=1 mm). The reaction solution was passed through R2 (?=1 mm, L=100 cm). After the reaction reached the static state, the solution containing a product was poured into water. The mixture was extracted with ethyl acetate, the organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 0?5% ethyl acetate/hexane) to give (2-chloro-4-nitrophenyl)trimethylsilane (780 mg, 3.40 mmol, 34.0%) as a white solid. 1H NMR(300 MHz,DMSO-d6):delta0.40(9H,s),7.78(1H,d,J=8.3 Hz),8.13-8.17(1H,m),8.20(1H,d,J=2.3 Hz).

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; FUKASE, Yoshiyuki; FUKUMOTO, Shoji; ODA, Tsuneo; TOKUHARA, Hidekazu; ISHII, Naoki; SASAKI, Yusuke; (255 pag.)EP3018123; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, molecular formula is C6H3Cl2I, 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. Recommanded Product: 1,3-Dichloro-2-iodobenzene

Intermediate 34 4- (2, 6-Dichlorophenvl) butan-1-ol i) 4-(2, 6-Dichlorophenvl) but-3-yn-1-ol A solution of 1, 3-dichloro-2-iodobenzene (3.8g) in diethylamine (100mL) was treated with dichlorobis (triphenylphosphine) palladium (lI) (364mg) and copper iodide (199mg) and was heated at reflux. 3-Butyn-1-ol (962mg) was added and the reaction mixture was stirred at 80C for 16 h. The reaction mixture was then concentrated in vacuo. The residue was purified by chromatography (SPE, gradient from cyclohexane to dichloromethane) to give the title compound (2.2g) LCMS RT = 3.06 min

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19230-28-5, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/44787; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com