Month: March 2021

Electric Literature of 4584-46-7, These common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, 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 flame-dried two-necked 25 mL round-bottomed flask was charged with cyclic sulfite (1 mmol), Fe3+-clay (100 mg) and dry xylene (5 mL) and stirred under a constant flush of nitrogen. Freshly distilled 2-aminothiophenol (0.9 mmol) was added drop wise, and the reaction mixture was refluxed for 12 h. Crude compound was chromatographed to get cis-(+)-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one (50% yield). The hydroxy lactam (0.54 mmol) was dissolved in ethyl acetate (5 mL) and 2-(dimethylamino) ethyl chloride hydrochloride (0.694 mmol) was added followed by addition of finely ground K2CO3 (2.16 mmol) and a drop of water. The heterogeneous mixture was stirred at reflux for 12 h. Solvent was removed and the crude product was chromatographed to obtain N-alkylated product (88%).

The synthetic route of 4584-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH; WO2004/58734; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 14862-52-3, These common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, 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.

Potassium phosphate mono-hydrate (K3PO4.H2O, 8 g, 40 mmol, 2 equiv) and 1-chloro-3,5-dibromobenzene (2.4 g, 8.93 mmol) were added into the reaction solution of EXAMPLE 2, then refluxed at 110 C. overnight under argon atmosphere. Then cooled to ambient temperature. Distilled water (30 mL) was added via a funnel, and the resulting mixture was filtered on a Buechner funnel. The filtrate was transferred to a separatory funnel and extracted with CH2Cl2 (3¡Á50 mL). The combined organic phases were dried over Na2SO4, filtered on filter paper and concentrated to dryness by rotary evaporation (30 C., 25 mmHg). The resulting yellow solid was purified by column chromatography to afford 3.33 g white solid (90%). Compound G: 1H NMR (400 MHz, CDCl3). 8.97 (s, 2H), 8.67 (d, 2H), 8.08 (d, 2H), 7.84 (s, 2H), 7.76(s,1H), 7.73-7.71(m, 2H), 7.66-7.63 (m, 6H), 7.54-7.50 (m, 2H).

Statistics shows that 3,5-Dibromochlorobenzene is playing an increasingly important role. we look forward to future research findings about 14862-52-3.

Reference:
Patent; General Electric Company; US2010/331547; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 15205-15-9, These common heterocyclic compound, 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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.

Step 1 : Preparation of 4-[(2-chloro-6-fluorobenzyl)amino]-N-(3,4- dimethoxyphenyl)pyridine-3-sulfonamide A solution of 4-Chloro-N-(3,4-dimethoxyphenyl)pyridine-3-sulfonamide (IntDI) (0.5 g, 1.50 mmol), 2-chloro-6-fluoro-benzylamine (0.26 g, 1.67 mmol) and K2C03 (0.41 g, 3.0 mmol) in DMF (10 mL) was heated at 130C for 4 h. The mixture was added to saturated aqueous NaHC03 (50 mL), extracted with EtOAc (3 x 25mL) and the combined organic phases dried over Na2S04 and concentrated in vacuo. Purification by gradient column chromatography eluting with 0-45% EtOAc in hexane yielded the title compound (40 mg, 0.09 mmol). LCMS (Method B): (ESI +ve) 451.8. [M+H]+.

The synthetic route of 15205-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HEPTARES THERAPEUTICS LIMITED; CONGREVE, Miles Stuart; CHRISTOPHER, John Andrew; TEHAN, Benjamin Gerald; KLAIR, Sukhbinder Singh; AVES, Sarah Joanne; WO2014/6402; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 3972-56-3, A common heterocyclic compound, 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene, molecular formula is C10H13Cl, 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.

(1) 800Kg of p-tert-butylchlorobenzene was added to the autoclave A, and the temperature of the reaction vessel A was controlled to 0 C, and the mixed acid was mixed with concentrated sulfuric acid and nitric acid at a temperature of 0 C,Nitric acid is 580L, and the temperature of the reactor A is raised to 20 C to 25 C. The reaction vessel A is stirred and the reaction is carried out overnight. After the reaction is completed, the reaction solution is poured into water to obtain an organic phase layer and an inorganic phase layer,And then the organic phase layer solution was dried and the ethyl acetate was recovered and distilled under reduced pressure to collect 180 C / 30 mmHg column fraction. The fraction was 1-chloro-4-tert-butyl 2-nitrobenzene;

The synthetic route of 3972-56-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rudong Zhongyi Chemical Co., Ltd.; Ye Zhenjun; Dong Jiansheng; Yuan Shaozhi; Dai Yixu; Wang Zhengrong; Zhu Feng; Lu Jianhua; (7 pag.)CN105198710; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 106131-61-7, 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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Dichloro-s-tetrazine (1 mmol) and fluorinated alcohol (1 mmol) were dissolved in anhydrous dichloromethane (10 mL). 2,4,6-collidine (1 mmol) was added dropwise at room temperature in the solution, and the mixture was stirred for 12 h under N2 atmosphere.The solvent was evaporated and the residue was passed through a column of silica (2/8 dichloromethane/petroleum ether v/v) to give compound 2 as a pink solid, with a ?yellow? fluorescence on TLC (using a standard laboratory UV lamp with a broad band centred at 365 nm).

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, 3,6-Dichloro-1,2,4,5-tetrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ben Chaabane, Radhia; Guermazi, Refka; Clavier, Gilles; Audebert, Pierre; Hedhli, Ahmed; Dyes and Pigments; vol. 108; (2014); p. 64 – 69;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H5ClFN

General procedure: The aniline (1 eq) was dissolved in 6 N HCl solution (10 mL/mmol of aniline) at room temperature and cooled up to 0 C, followed by addition of NaNO2 (1.2 eq) in small portions under stirring. After 10 min of stirring at same temperature, sodium azide (1.2 eq) was added to the reaction mixture. This mixture was further stirred at room temperature for 3 h. The reaction was worked up by extraction with chloroform. The organic layer was washed with brine solution and dried over Na2SO4. After evaporation of the solvent, the crude product (9a-e) was pure enough for further reactions. All azides were stored at -20 C.

According to the analysis of related databases, 2106-02-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kant, Rama; Kumar, Dharmendra; Agarwal, Drishti; Gupta, Rinkoo Devi; Tilak, Ragini; Awasthi, Satish Kumar; Agarwal, Alka; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 34 – 49;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1939-99-7,Some common heterocyclic compound, 1939-99-7, name is Phenylmethanesulfonyl chloride, molecular formula is C7H7ClO2S, 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: 4-Hydroxy benzaldehyde (1.14 g, 9.36 mmol) was dissolved in dichloromethane (20 ml) and to this solutiontriethylamine (1.43 ml, 10.30 mmol) was added drop wisewith stirring. Various substituted sulfonyl chlorides (9.36mmol) were added to the mixture and stirred at room temperature for 24 h. The reaction mixture was extractedwith water (3 ¡Á 20 ml) and brine (3 ¡Á 20 ml) repeatedly for removing triethylamine hydrochloride salt. The organiclayer was dried, solvent removed and the residue wasobtained as solid product.

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

Reference:
Article; Mahapatra, Manoj Kumar; Kumar, Rajnish; Kumar, Manoj; Medicinal Chemistry Research; vol. 27; 2; (2018); p. 476 – 487;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2268-05-5, name is 2,6-Dichlorofluorobenzene, belongs to chlorides-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 2268-05-5, Computed Properties of C6H3Cl2F

Step B: Preparation of 2-(3,5-dichloro-4-fluorophenyl)-4,4,5,5-tetramethyl-l,3,2- dioxaborolane; M^’^’^^^’^’-Octamethyip^’-bi-l^^-dioxaborolane] (10.0 g, 39.4 mmol), 2,6- bis(l-methylethyl)-iV-(2-pyridinylmethylene)benzenamine (0.40 g, 1.5 mmol), and di-mu- chlorobis[(l,2,5,6-?7)-l,5-cyclooctadiene]diiridium (0.50 g, 1.0 mmol) were added to a solution of l,3-dichloro-2-fluorobenzene (10.0 g, 60.6 mmol) in heptane (200 mL). The reaction mixture turned from yellow to forest green to brick red within the first minute. The reaction mixture was heated to reflux for 18 h. The mixture was then partitioned between ethyl acetate and water, and the aqueous extract was washed twice with ethyl acetate. The organic extracts were combined, dried over MgSC?4, and concentrated under reduced pressure. The solid residue was purified by chromatography on silica gel by elution with ethyl acetate/hexane to afford the title compound as a solid (11.0 g). 1H NMR (CDCl3) delta 7.72 (d, 2H), 1.33 (s, 12H).

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; E. I. DU PONT DE NEMOURS AND COMPANY; WO2008/150393; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 174913-10-1, name is 1-Bromo-3-chloro-2-methoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Bromo-3-chloro-2-methoxybenzene

EXAMPLE 217 7-Chloro-1,2-dihydro-2,2,4-trimethyl-5-coumarino[3,4-f]quinoline (Compound 317, structure 88 of Scheme XXIV, where R1 =chloro, R2-6 =H, R7-9 =methyl) 3-Chloro-2-methoxyphenylboronic acid (structure 90 of Scheme XXIV, where R1 =chloro, R2-4 =H) This compound was prepared in a manner similar to that of 5-fluoro-2-methoxyphenylboronic acid (EXAMPLE 107) from 2-bromo-6-chloroanisole (0.71 g, 3.2 mmol), n-BuLi (2.5M in hexanes; 1.28 mL, 3.2 mmol), and trimethylborate (1.09 mL, 9.6 mmol) to afford 0.55 g (91%) of 3-chloro-2-methoxyphenylboronic acid which was used without further purification.

The synthetic route of 174913-10-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5688808; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 261762-56-5, name is 1-Chloro-2-fluoro-3-methoxybenzene, belongs to chlorides-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 261762-56-5, Quality Control of 1-Chloro-2-fluoro-3-methoxybenzene

Example 40 Preparation of 2-(4-chloro-3-fluoro-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dloxaborolane [0281] [0282] To a 100 mL flask charged with THF (25 mL) was added 1-chloro-2-fluoro-3-methoxybenzene (1 g, 6.23 mmol). The reaction flask was cooled to -78 C. in a dry ice acetone bath and n-butyllithium (0.399 g, 6.23 mmol) was added. After 40 min of stirring at -78 C. the reaction mixture was warmed to an internal temperature of -40 C. and the cooled to -78 C. in a dry ice acetone bath. 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.159 g, 6.23 mmol) in THF (5 mL) was added in one portion. The dry ice/acetone bath was removed and the reaction mixture was allowed to warm to room temperature. The reaction mixture was nuetralized with 1N HCl solution and diluted with Et2O (50 mL) and water. The resulting organic layer was dried over Na2SO4, filtered and concentrated to give 1:1 mixture of 2-(4-chloro-3-fluoro-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane and 2-(2-chloro-3-fluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane as light yellow oil that was used in the next step without further purification (300 mg): ESIMS m/z 271 ([M+H]+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Chloro-2-fluoro-3-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Dow AgroSciences LLC; ECKELBARGER, Joseph D.; EPP, Jeffrey B.; FISCHER, Lindsey G.; GIAMPIETRO, Natalie C.; KISTER, Jeremy; PETKUS, Jeffrey; ROTH, Joshua; SATCHIVI, Norbert M.; SCHMITZER, Paul R.; SIDDALL, Thomas L.; YERKES, Carla N.; US2014/274703; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics