Category: 13421-00-6

Electric Literature of 13421-00-6, A common heterocyclic compound, 13421-00-6, name is 5-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

5-Chloro-2-iodobenzoic acid (2.8 g, 10 mmol) was taken up in dry methylene chloride (80 mL) and DMF (50 muL, cat.) followed by thionyl chloride (2.4 g, 20 mmol) were added. The mixture was stirred at reflux for 12 h, cooled to room temperature and evaporated in vacuo. The residue was azeotroped with toluene (2×10 mL) and used without further purification. The 5-chloro-2-iodobenzoyl chloride (10 mmol) was taken up in dry methylene chloride (50 mL) and N,O-dimethylhydroxylamine hydrochloride (1.1 g, 11 mmol) was added. The mixture was cooled to 0 C., and pyridine (2.4 g, 30 mmol) was added. The mixture was allowed to warm to room temperature, stir for 12 h, and was then quenched with saturated brine (20 mL). The organic phase was separated and the water phase was extracted with methylene chloride (2×10 mL). The combined organic extracts were dried with anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified using flash chromatography on silica gel (50 g) using methylene chloride as eluent to provide 5-chloro-2-iodo-N-methoxy-N-methylbenzamide (3.1 g, 95%) MS m/z=326 (M+H).

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; Millennium Pharmaceuticals, Inc.; US2005/256102; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 13421-00-6, These common heterocyclic compound, 13421-00-6, name is 5-Chloro-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.

A solution of 5-chloro-2-iodobenzoic acid (3.0 g, 10.62 mmol), SOC12 (12 mL) and DMF (0.6 mL) was gently warmed with a heat gun until the mixture becamehomogeneous (15 mm). The solution was maintained at 23C for additional 30 mm and then the solution was concentrated. MeOH (24 mL) was added to the crude residue and the solution was maintained at 23C for 30 mm. The solution was concentrated and the residue was purified by flash chromatography on Biotage silica gel cartridge (cyclohexane to cyclohexane : EtOAc = 85 : 15) to afford methyl 5-chloro-2-iodobenzoate (3.02 g, 10.20 mmol, 96%).UPLC-MS: 1.17 mm, 296.6 [M+H]+, method 12.

Statistics shows that 5-Chloro-2-iodobenzoic acid is playing an increasingly important role. we look forward to future research findings about 13421-00-6.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; CAPELLI, Anna Maria; ACCETTA, Alessandro; CARZANIGA, Laura; WO2015/91685; (2015); 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. 13421-00-6, name is 5-Chloro-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., name: 5-Chloro-2-iodobenzoic acid

The 1-[2,8-dichloro-10,11-dihydro-dibenz[b,f]oxepin-10-yl]-piperazine (melting point 120-122 C.) used as the starting material can be prepared from 5-chloro-2-iodo-benzoic acid and 4-chloro-phenol in the manner described in Example 1, via the following intermediates:

The synthetic route of 13421-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US4032525; (1977); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 13421-00-6, 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. 13421-00-6, name is 5-Chloro-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of N-((4-(trifluoromethyl)cyclohexyl)methyl)propan-2-amine (250 mg, 1.07 mmol) in DMF (4 mL) was added 5-chloro-2-iodobenzoic acid (395 mg, 1.4 mmol), HATU (610 mg, 1.6 mmol) and DIEA (480 muL, 2.7 mmol). The mixture was stirred at rt for 3 h. Ethyl acetate (10 mL) and water (10 mL) were added to the mixture. After partition, the aqueous layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The solvent was removed in vacuo to give the crude product which was purified by flash chromatography over silica gel (eluting with 15% EtOAc in hexanes) to afford 420 mg of 5-chloro-2-iodo-N-isopropyl-N-((4-(trifluoromethyl)cyclohexyl)methyl)benzamide as a clear oil (86% yield). LC-MS tR=1.99 min in 2 min chromatography, MS (ESI) m/z 488.2 [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, 5-Chloro-2-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; Claremon, David A.; Dillard, Lawrence Wayne; Dong, Chengguo; Fan, Yi; Jia, Lanqi; Lotesta, Stephen D.; Marcus, Andrew; Singh, Suresh B.; Tice, Colin M.; Yuan, Jing; Zhao, Wei; Zheng, Yajun; Zhuang, Linghang; (65 pag.)US2016/122318; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 13421-00-6,Some common heterocyclic compound, 13421-00-6, name is 5-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 argon gas puged mixture of 2-iodo benzoic acids (1) (0.008 mol), Carbonyldiimidazole(0.008 mol) and K2CO3 (0.242 mol) in CH3CN (50 ml) was added Pd(OAc)2 (10 mol %) andstirred at 60 oC temperature for 12h. The reaction was monitored by TLC analysis. Aftercompletion of the reaction, the reaction mixture was poured carefully into ice-cold water (50mL) and the product was extracted with ethyl acetate (2 x 50 mL). The combined organic layerwas dried over anhydrous Na2SO4. After filtration, the solvent was evaporated under vacuum andthe crude product obtained was purified by column chromatography to afford the pure desiredproducts (2a-d).

The synthetic route of 13421-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Narsimha, Sirassu; Battula, Kumaraswamy; Vasudeva Reddy, Nagavelli; Synthetic Communications; vol. 47; 9; (2017); p. 928 – 933;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 13421-00-6, name is 5-Chloro-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. HPLC of Formula: C7H4ClIO2

In a round-bottomed flask equipped with an overhead magnetic stirrer, reflux condenser, and nitrogen inlet were added 5-chloro-2-iodobenzoic acid (1 .15 g, 4.07 mmol), copper iodide (0.04 g, 0.2 mmol), and CS2CO3 (2.65 g, 8.14 mmol). To these solids were added dioxane (6 mL), water (0.05 mL), then 1 H-1 ,2,3-triazole (0.47 mL, 8.14 mmol), and finally trans-1 ,2-dimethylcyclohexane-1 ,2-diamine (0.3 mL, 0.81 mmol). The mixture was then warmed to 100 C for 4 hrs. Then the mixture was cooled and then MTBE and of water were added. After vigorous mixing, the layers were separated and the bottom aqueous layer was acidified to pH 2 with 6N HCI. The aqueous was then extracted twice with EtOAc. The combined organic layers were dried, filtered, and concentrated. The oil was stirred overnight in EtOAc (8 mL) and the resulting precipitate was removed by filtration affording a first crop of wanted product(100 mg). The mother-liquors were concentrated and purified by FC on S1O2 column (eluting from DCM to DCM : MeOH: 90: 10) to afford a second batch of the desired product that was mixed with the former to afford 5-chloro-2-(2H-1 ,2,3-triazol-2- yl)benzoic acid (p120, 620 mg, y=68%). MS (mlz): 223.9 [MH]+

The synthetic route of 5-Chloro-2-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); 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. 13421-00-6, name is 5-Chloro-2-iodobenzoic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 13421-00-6

Production example 15 5-Chloro-2-[[1-(2-pyridinyl)-1H-pyrazol-5-yl]amino]benzoic acid Following the procedure described in Production Example 7, the title compound was prepared from 5-chloro-2-iodobenzoic acid and 1-(2-pyridinyl)-1H-pyrazol-5-ylamine (88% yield). mp: 233-234C (recrystallized from ethanol). NMR (DMSO-d6) delta: 6.42 (1H, d, J=2.0Hz), 7.38 (1H, ddd, J=1.2Hz, 4.8Hz, 7.4Hz), 7.54 (1H, dd, J=2.6Hz, 8.8Hz), 7.63 (1H, d, J=8.8Hz), 7.71 (1H, d, J=2.0Hz), 7.88-7.92 (2H, m), 7.99-8.08 (1H, m), 8.47 (1H, dd, J=0.8Hz, 1.8Hz, 4.8Hz), 12.24 (1H, br s), hidden (1H).

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; Takeda Chemical Industries, Ltd.; EP1380296; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 13421-00-6, 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. 13421-00-6, name is 5-Chloro-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

C. The starting 2-chloro-11H-dibenz(b,f)-1,4-oxathiepin is a novel compound which may be prepared by the following procedure: A solution of 120 g of 5-chloro-2- iodobenzoic acid (K. Pelz et al., Collect.Czech.Chem.Commun. 33, 1852, 1968) in 145 ml of tetrahydrofuran is stirred and treated at 10-20 C. for 45 minutes with 16.1 g of sodium borohydride. The mixture is then stirred for 30 minutes at this temperature and treated with a solution of 80.3 g (71.4 ml) of boron trifluoride etherate in 40 ml of tetrahydrofuran. It is stirred for another 3 hours and while cooling with ice-cold water it is decomposed at a maximum temperature of 8 C. with 50 ml of 5% hydrochloric acid added dropwise. It is diluted with water and extracted with benzene. The extract is washed with a 5% sodium hydroxide solution and water, dried with magnesium sulfate and evaporated. There are obtained 100 g (96%) of crude 5-chloro-2-iodobenzyl alcohol with m.p. of 115-117 C. The analytically pure substance is obtained by crystallization from ethanol; m.p. 116-117 C.

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, 5-Chloro-2-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SPOFA, spojene podniky pro zdravotnickou vyrobu; US4431808; (1984); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 13421-00-6, 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 13421-00-6 as follows.

EXAMPLE 64a Preparation of intermediate 5-chloro-2-Iodo-benzaldehyde To a solution of 5-chloro-2-iodo benzoic acid (4.92 g, 17 mmol) (TRANS) in anhydrous tetrahydrofuran (100 mL) at 0 C. was added borane tetrahydrofuran (1 M, 34 mL, 34 mmol) dropwise. The reaction mixture was then stirred at room temperature for 18 h. The mixture was concentrated and residue was partitioned between ethyl acetate and water. Organic layer was separated, washed with brine, dried over MgSO4, and concentrated to give a colorless oil. The oil was dissolved into 1,2-dichloroethane (50 mL), and activated MnO2 (15 g) was added. The mixture was then heated at reflux for 2 h, cooled to room temperature, and filtered through a short pad of celite. The filtrated was concentrated and purified by chromatography (EtOAc:hexanes=1;8) to give 5-chloro-2-Iodo-benzaldehyde as a white solid (Yield 5.5 g, 25%).

According to the analysis of related databases, 13421-00-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ding, Qingjie; Jiang, Nan; Yang, Song; Zhang, Jing; Zhang, Zhuming; US2009/156610; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 13421-00-6,Some common heterocyclic compound, 13421-00-6, name is 5-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.

A solution of S-chloro-2-iodobenzoic acid (3.0 g,10.62 mmol), 50C12 (12 mE) and DMF (0.6 mE) was gently warmed with a heat gun until the mixture became homogeneous (15 mm). The solution was maintained at 23 C. for additional 30 mm and then the solution was concentrated. MeOH (24 mE) was added to the crude residue and the solution was maintained at 23 C. for 30 mm. The solution was concentrated and the residue was purified by flash chromatography on l3iotage silica gel cartridge (cyclohexane to cyclohexane_EtOAc=85: 15) to afford methyl S-chloro-2-io- dobenzoate (3.02 g, 10.20 mmol, 96%).

The synthetic route of 13421-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIESI FARMACEUTICI S.p.A.; Biagetti, Matteo; Capelli, Anna Maria; Accetta, Alessandro; Carzaniga, Laura; US2015/166549; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com