Category: 13421-13-1

Some common heterocyclic compound, 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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. Safety of 4-Chloro-2-iodobenzoic acid

General procedure: To an oven dried three neck RB containing 2-Iodobenzoic acid (1) (2mmol), benzyl amine (2) (4mmol) and CuI(0.4mmol) in DMSO(3ml) was added 0.55g of K2CO3. Then, the reaction mixture was allowed to stir at 90C under air atmosphere for 12h.The completion of the reaction was monitored by TLC. After being cooled at room temperature the reaction mixture was poured in to ice cooled water and extracted with ethyl acetate two times. The combined organic layer was washed with brine and then dried over anhydrous Na2SO4. The solvent was evaporated and the crude product was purified by column chromatography (hexane(80)/ ethyl acetate (20)) on silica gel to afford 2-phenyl-4H-benzo[d][1,3]oxazine-4-one.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13421-13-1, its application will become more common.

Reference:
Article; Munusamy, Sathishkumar; Venkatesan, Sathesh; Sathiyanarayanan, Kulathu Iyer; Tetrahedron Letters; vol. 56; 1; (2015); p. 203 – 205;,
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. 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Chloro-2-iodobenzoic acid

To a solution of 4-chloro-2-iodobenzoic acid (1-1, X?I) (CAS :13421-13-1; Aldrich, SKU: 560146) (3 g, 10.62 mmol) and N,O-dimethylhydroxylamine hydrochloride (CAS : 6638-79-5; Sigma Aldrich, SKU: D163708) (1.2 g, 12.31 mmol) in dimethylformamide (DMF) (30 mL), was added dropwise triethyl amine (TEA) (7.4 mL, 53.14 mmol), followed by the addition of (1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate) (HATU) (6.1 g, 16.05 mmol). The reaction mixture was stirred at RT for 16 h and then diluted with CH2Cl2 and H2O, and the aqueous layer was extracted with CH2Cl2 (4×20 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered, concentrated in vacuo and purified by silica gel chromatography (ethyl acetate/hexanes 1:4) to afford the title compound as a white solid (3.2 g. LCMS (MH+): 325.9. 1H NMR (400 MHz, CDCl3-d): delta 3.11-3.38 (m, 3H), 3.47-3.90 (m, 3H), 7.20 (d, J=8 Hz,1H), 7.37 (d, J=2 Hz, 1H), 7.84 (s,1H).

The synthetic route of 13421-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Karos Pharmaceuticals, Inc.; De Lombaert, Stephane; Goldberg, Daniel R.; (12 pag.)US2016/257633; (2016); 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

Application of 13421-13-1,Some common heterocyclic compound, 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

General procedure: To a stirred solution of the corresponding benzoic acid (1.0 equiv) in dry MeOH (2.0 mL per 1.0 mmol of benzoic acid) at 0 C. was added SOCl2 (2.0 equiv) dropwise. After addition, the reaction was allowed to stir at room temperature overnight. The crude reaction was concentrated in vacuo, quenched with water, and extracted with EtOAc. The combined organic layer was washed with saturated aqueous NaHCO3, dried over anhydrous Na2SO4, concentrated by rotary evaporation, and purified by column chromatography to give 21a-b.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-2-iodobenzoic acid, its application will become more common.

Reference:
Patent; Jorgensen, William L.; Anderson, Karen S.; US2015/105351; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 13421-13-1, 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. 13421-13-1 name is 4-Chloro-2-iodobenzoic acid, 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.

1) Synthesis of 4-chloro-2-(4-methoxyphenylthio)benzoic acid (Reference Example compound 2-1) [0185] 4-chloro-2-iodobenzoic acid (20.0 g), 4-methoxybenzenethiol (8.71 ml), potassium hydroxide (15.4 g), copper powder (0.48 g) and water (240 ml) was stirred under reflux for 4 hr. The reaction mixture was poured into a mixed solution of ethyl acetate and 1M hydrochloric acid, and the organic layer was separated. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was washed in diisopropyl ether and hexane (1:8) to give Reference Example compound 2-1 (18.8 g) as a white powder. 1H-NMR (CDCl3) delta (ppm) : 3.89 (3H, s), 6.69 (1H, d, J = 1.8 Hz), 7.01 (2H, d, J = 8.6 Hz), 7.09 (1H, dd, J = 2.0, 8.3 Hz, 7.50 (2H, d, J = 8.6 Hz), 8.04 (1H, d, J = 8.5 Hz).

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

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; HAMADA, Maiko; TASHIRO, Kaoru; SAKASHITA, Hiroshi; KIUCHI, Masatoshi; TAKEDA, Shuzo; ADACHI, Kunitomo; EP2842937; (2015); 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. 13421-13-1, name is 4-Chloro-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 4-Chloro-2-iodobenzoic acid

General procedure: The solution of 2-iodobenzoic acid (2 mmol) in thionyl chloride (2 mL) was refluxed for 1h. After completion of the reaction, the liquid was removed under reduced pressure. Then the residue was dissolved with anhydrous DCM (1 mL) and added dropwise to the mixture (DCM (1 mL), triethylamine (6 mmol) and amine (2.4 mmol) or ammonium acetate (3 mmol)). After the reaction was completed by monitoring in TLC, water (20 mL) was added to the mixture and the aqueous phase was extracted with DCM (20 mL × 3). The combined organic layers were washed with HCl (aq.2 M), saturated NaHCO3 (aq.) and brine, dried with anhydrous Na2SO4, filtered and concentrated. The crude was washed (petroleum ether/dichloromethane = 50/1, v/v) and filtered to afford 1b-x.

The synthetic route of 13421-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Yingying; Zhou, Yang; Lei, Min; Hou, Jinjun; Jin, Qinghao; Guo, Dean; Wu, Wanying; Tetrahedron; vol. 75; 9; (2019); p. 1180 – 1185;,
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 13421-13-1 as follows. Recommanded Product: 4-Chloro-2-iodobenzoic acid

General procedure: To a solution of imidazole carbaldehyde (1a-d) (100 mg, 1 equiv) in methanol (3 mL) were added successively Na2SO4 (0.2 g), amine 2a-d (1.2 equiv), alkynoic acid 3a-c (1.2 equiv) and isonitrile 4a-c (1.2 equiv) in a screw capped vial equipped with a magnetic stir bar. The reaction mixture was stirred at room temperature for 24-48 h in closed vial. After completion of the reaction, the mixture was diluted with dichloromethane (100 mL) and was extracted with water (50 mL). Organic layer was washed with brine (50 mL), dried over magnesium sulfate and evaporated under reduced pressure to obtained residue which was subjected to silica gel column chromatography (1-5 % methanol in dichloromethane) to afford the desired product 5a-r as solid.

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 of 13421-13-1, 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. 13421-13-1 name is 4-Chloro-2-iodobenzoic acid, 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.

2-Iodo-4-chlorobenzoic acid (10 g, 35.5 mmol) and HBTU (17.5 g, 46 mmol) were added to DMF (100 ml), followed by cyclopropylamine (2.6 g, 46 mmol) and DIPEA (17.5 ml, 92 mmol). The reaction was stirred overnight before being quenched with 2.0 NaOH (100 ml), extracted with DCM (3 x 200 ml), dried and solvent removed in vacuo to yield a dark yellow solid. This was passed through a pad of silica, eluting with DCM, the filtrate was concentrated in vacuo to yield a yellow solid. Ether (200 ml) Was added, the slurry was sonicated for 20 mins, iso-hexane (100 ml) was then added and the system was stirred for 10 mins, filtered and dried to give a colourless solid (9.3 g, 82%). NMR (CDCl3) 7.82 (s, IH), 7.34 (d, IH), 7.28 (d, IH), 5.99 (s, IH), 2.94 – 2.84 (m, IH), 0.91 – 0.84 (m, 2H), 0.71 – 0.66 (m, 2H); m/z 322.

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

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., name: 4-Chloro-2-iodobenzoic acid

Sodium hydroxide (15.3g, 272mmol) in 180mL water solution of the 4- chloro-2-benzoic Acid iodide (15.4g, 54.5mmol), copper powder (0.346g, 5.5mmol), thiophenol (5.57mL, 54.5 It was placed mmol). After heating the reaction mixture solution to 120 C to proceed the reaction for 8 hours, it was passed through Celite and the filtered to remove the copper. While the mixed solution was filtered and stirred to progress after cooling to room temperature, it was added an excess of aqueous HCl solution (5M, 100mL). The resulting white solid was filtered and dried under reduced pressure after washing with excess water under reduced pressure to give the title compound as a white solid (13.7g, 95%).

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 13421-13-1.

Reference:
Patent; Dongwoo Fine-Chem.,Ltd.; Jo, Sung Hyun; Kim, Hyun Woo; (11 pag.)KR2015/15102; (2015); A;,
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., HPLC of Formula: C7H4ClIO2

General procedure: To a stirred solution of the corresponding benzoic acid (1.0 equiv) in dry MeOH (2.0 mL per 1.0 mmol of benzoic acid) at 0 C. was added SOCl2 (2.0 equiv) dropwise. After addition, the reaction was allowed to stir at room temperature overnight. The crude reaction was concentrated in vacuo, quenched with water, and extracted with EtOAc. The combined organic layer was washed with saturated aqueous NaHCO3, dried over anhydrous Na2SO4, concentrated by rotary evaporation, and purified by column chromatography to give 21a-b.

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; Jorgensen, William L.; Anderson, Karen S.; US2015/105351; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com