Month: February 2021

Some common heterocyclic compound, 98446-49-2, name is 2,4-Dichloro-5-methoxyaniline, molecular formula is C7H7Cl2NO, 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. COA of Formula: C7H7Cl2NO

To a stirred solution of 4-chloro-5-[3-(2-chloroethoxy)phenyl]nicotinonitrile (200 mg, 0.68 mmol), 2,4-dichloro-5-methoxyaniline (196 mg, 1 mmol), 2-dicyclohexylphosphino 2′(N,N-dimethylamino)biphenyl (80 mg, 0.20 mmol), and K3PO4 (216 mg, 1 mmol) in 4 mL anhydrous ethylene glycol dimethyl ether was added Pd2(dba)3 (62 mg, 0.07 mmol). The mixture was heated to 90 C. for 2 hours then cooled, filtered through Celite, concentrated in vacuo, and purified by silica gel chromatography eluding with 5-50% MeOH in CH2Cl2 to yield 160 mg of 5-[3-(2-chloroethoxy)phenyl]-4-[(2,4-dichloro-5-methoxyphenyl)amino]nicotinonitrile 150 as a solid (52%). HPLC retention time(c): 14.29 min.; MS: 448 [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 98446-49-2, its application will become more common.

Reference:
Patent; Cole, Derek Cecil; Asselin, Magda; Boschelli, Diane Harris; Wissner, Allan; Wang, Yanong Daniel; Prashad, Amarnauth Shastrie; Dushin, Russell; US2007/287738; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6579-54-0, A common heterocyclic compound, 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, molecular formula is C6H3Cl3O2S, 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.

General procedure: A solution of 1,3-Bis(aminomethyl)benzene (100 mg, 0.73 mmol) and 0.25 ml triethylamine in 20 ml dichloromethane was stirred at 0 C. To this solution was slowly added appropriate benzamide or benzenesulfonamide (2.2 mmol) in 20 ml dichloromethane dropwise. After 10 minutes, the reaction mixture was then placed to ambient temperature and stirred for 2 hours. Upon completion, the reaction mixture was concentrated under reduced pressure. Purification by flash chromatography (silica gel, dichloromethane/methanol 40: 1) afforded a white solid.

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; Chen, Yanmei; Liu, Bo; Ouyang, Liang; Pan, Dabo; Xiang, Honggang; Zhang, Jifa; Zhang, Jin; Chinese Chemical Letters; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 39885-50-2, The chemical industry reduces the impact on the environment during synthesis 39885-50-2, name is 2-Chloro-4-(trifluoromethyl)aniline, I believe this compound will play a more active role in future production and life.

5-Amino-1-(2-chloro-4-trifluoromethylphenyl)-3-cyanopyrazole in the form of an orange crystalline solid, m.p. 133-135¡ãC, from 2-chloro-4-trifluoromethylaniline. 5-Amino-3-cyano-1-(2,4,6-trichlorophenyl)pyrazole in the form of a light brown solid, m.p. 155-156¡ãC, from 2,4,6-trichloroaniline

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, 2-Chloro-4-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RHONE-POULENC AGRICULTURE LIMITED; EP295117; (1988); A1;,
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. 2453-46-5, name is Chlorocycloheptane, This compound has unique chemical properties. The synthetic route is as follows., Safety of Chlorocycloheptane

A 1.64 M THF solution of phenylmagnesium chloride (1.10 mL, 2.40 mmol) was added at 0 C. to 0.6 mL of a THF solution of aluminum chloride AlCl3 (80.0 mg, 0.60 mmol). The reaction mixture was stirred at room temperature for 1 hour. To the resulting solution was added 1,2-bis(bis(3,5-di-tert-butylphenyl)phosphino)benzene ([3,5-(t-Bu)2]-DPPBz) (13.4 mg, 0.015 mmol) and a 0.1 M THF solution of iron chloride FeCl3 (0.15 mL, 0.015 mmol) at 0 C., followed by chlorocycloheptane (66.3 mg, 0.5 mmol). The coupling reaction was performed at 80 C. for 24 hours. After cooling to room temperature, a portion of the reaction mixture was taken out, and the yield of the product was measured by gas chromatography (GC), using undecane as an internal standard. The yield was 94%. The results are shown in the Entry 5 column of Table 8.

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 2453-46-5.

Reference:
Patent; Kyoto University; US2011/152523; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 73006-78-7, 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. 73006-78-7, name is 5-Chloro-[1,1′-biphenyl]-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: (B) Under a nitrogen atmosphere, a 100 mL Schlenk flask was charged with 4′-(tert-butyl)-[1,1′-biphenyl]-2-amine (0.56g, 2.5 mmol) and THF (10 mL) at 0 oC with stirring. Acetic formic anhydride (2 mL), which was prepared from the reaction of acetic anhydride with formic acid (1.1 equiv) at 55 C for 2 h, was added dropwise with syringe. Then, the reaction mixture was warmed to room temperature for 2 h, treated with saturated NaHCO3, and extracted with EtOAc (3 ¡Á 25 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated to dryness under reduced pressure. The residue was purified by column chromatography on silica gel using a mixture of petroleum ether and ethyl acetate (3:1 (v/v)) as eluents to afford N-(4′-(tert-butyl)-[1,1′-biphenyl]-2-yl)formamide as a yellow oil (0.60 g 95%).

The chemical industry reduces the impact on the environment during synthesis 5-Chloro-[1,1′-biphenyl]-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhao, Cheng-Long; Shi, Jin; Lu, Xiuqiang; Wu, Xun; Zhang, Cheng-Pan; Journal of Fluorine Chemistry; vol. 226; (2019);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 309721-44-6, name is 2-Bromo-1-chloro-3-fluorobenzene, molecular formula is C6H3BrClF, 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 C6H3BrClF

To a mixture of sodium tert-butoxide (138 mg, 1 .4 mmo) in THF (1.0 mL) was added I ,1 ,1 -trifiuoro-2-propano (0.14 mL, 1.5 mmo) and 2-bromo-1-choro-3-fluorobenzene (200 mg, 0.96 mmofl n DMF (2.0 rnL). The reacfion mxture was heated at 80 C for 24 h. After coohng to rt, EtOAc (5.0 mL) was added to the reacton rnxture and washed sequentaHy with 1 M HC (2.5 mL), saturated aqueous NaHCO3, and brine. The aqueous ayers were extractedw[th EEtOAc, and the combined organic extracts were dred (Na2SO4), ifitered and concentrated. Purflcaton by FCC (0 -10% EtOAc I hexanes) afforded the tWe compound as an o (87 rng, 30% yed). ?H NMR (400 MHz, CDC3) oe 7.23 (rn, 2H), 6.86 (dd, J = 7.3, 2.4 Hz, I H), 4.72 4.58 (m, 1 H), 1.62 – 1.49 (m, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 309721-44-6, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; RAVULA, Suchitra; SWANSON, Devin M.; SAVALL, Bradley M.; AMERIKS, Michael K.; (250 pag.)WO2016/176449; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 766545-20-4, 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 766545-20-4 as follows.

0.4 g (0.002 mol) of 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride,0.53 g (0.0022 mol)3,4-dibromofuran-2 (5H) -one (synthesis, 2007, 12, 1887-1889, hereinafter the same)0.42 g (0.003 mol) of anhydrous potassium carbonate were successively added to a reaction flask equipped with 20 mL of N, N-dimethylformamide,The mixture was stirred at room temperature for 3 hours,TLC monitoring reaction is complete,Poured into water, extracted with 100 ml of ethyl acetate, washed with 100 ml of saturated brine, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and then purified by column chromatography (ethyl acetate: petroleum ether = 1: 3 to 1: 1) Pale yellow solid 0.13 g,

According to the analysis of related databases, 766545-20-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shenyang Sinochem Pesticide Chemical Research and Development Co., Ltd.; Yang, Jichun; Li, Miao; Fan, Xiaoxi; Yang, Fan; Li, Keke; Liu, Zhangling; (46 pag.)CN106467538; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2106-04-9, name is 3-Chloro-2-fluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2106-04-9

Step A3: 2-[(3-Chloro-2-fluoro-phenylamino)-(4-chloro-2-methyl-phenyl)-methyl]-1-isopropyl-1H-Pyrrole-3-carboxylic acid ethyl ester Methanesulfonyl chloride (10.62 mmol) was added to a mixture of 2-[(4-chloro-2-methyl-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester (Step A4) (4.09 mmol), pyridine (14.01 mmol) and DMAP (1.226 mmol) in CH2Cl2 (70 mL). After stirring for 20 h, the reaction mixture was diluted with CH2Cl2 and washed with a saturated aqueous solution of NH4Cl (2*). The combined aqueous phases were back-extracted with CH2Cl2. The combined organic phases were dried (Na2SO4), filtered and concentrated. A mixture of the crude intermediate and 3-chloro-2-fluoro-phenylamine [2106-04-9] (11.64 mmol) in dioxane (90 mL) was stirred at 90 C. for 11 h. After cooling to rt, the reaction mixture was diluted with EtOAc and successively washed with 10% w/w aqueous citric acid and brine. The combined aqueous phases were back-extracted with EtOAc. The combined organic phases were dried (Na2SO4), filtered and concentrated. The residue was purified using a RediSep silica gel column to afford the title compound as a yellow solid. tR: 9.08 min (HPLC 2); ESI-MS: tR=1.54 min, [M]+318/320 (i.e. fragmented pyrrolium ion) (LC-MS 1); TLC: Rf=0.45 (1:4 EtOAc/hexanes).

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; Cotesta, Simona; Furet, Pascal; Guagnano, Vito; Holzer, Philipp; Kallen, Joerg; Mah, Robert; Masuya, Keiichi; Schlapbach, Achim; Stutz, Stefan; Vaupel, Andrea; US2013/317024; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2106-04-9, name is 3-Chloro-2-fluoroaniline, 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. category: chlorides-buliding-blocks

To 3-chloro-2-fluoroaniline (10.0 g, 68.7 mmol) in DMSO (500 mL) was added copper (II) chloride (18.5 g, 137.4 mmol) and conc. HCl (50 mL). The whole was heated to 90 C. for 13 h. The reaction was cooled to 0 C. and 4N NaOH was added dropwise to adjust to pH 8. The reaction was diluted with water and extracted with Et2O/EtOAc (1:1). The organic layer was washed with brine, and was dried, filtered and concentrated. The resulting residue was purified via silica gel chromatography eluding with 5-30% EtOAc/hexane to provide 4-amino-2-chloro-3-fluoro-benzaldehyde (1.00 g) as a yellow powder.

The synthetic route of 3-Chloro-2-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nirschl, Alexandra; Sutton, James C.; Hamann, Lawrence; Wang, Tammy; Zou, Yan; Sun, Chongqing; US2005/197359; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 106-39-8, 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. 106-39-8 name is 1-Bromo-4-chlorobenzene, 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.

General procedure: A mixture of iodobenzene (2.0 mmol), potassium 5-methyl-1,3,4-oxadiazole-2-thiolate (1) (3.0 mmol), MOF-199 (8 mg, 10 % mol) were added to a flask containing 2 mL DMF/H2O (20:1), The reaction continued at 130 C under atmospheric conditions until completion. Thereaction progress was controlled by thin-layer chromatography. The reaction mixture was then filtered. The filtrate was evaporated under vacuum, CH2Cl2 (20 ml) was addedand the mixture was washed with H2O (2 x 15 ml). Theorganic layer was dried over anhydrous Na2SO4. The solvent was evaporated to give the crude diaryl disulfide, which was purified by plate chromatography (silica gel,n-hexane-ethyl acetate, 20:1). All spectra of the diaryl disulfides are mentioned in the electronic supplementary material.

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

Reference:
Article; Soleiman-Beigi, Mohammad; Mohammadi, Fariba; Catalysis Letters; vol. 146; 8; (2016); p. 1497 – 1504;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics