Month: February 2021

Electric Literature of 62356-27-8, The chemical industry reduces the impact on the environment during synthesis 62356-27-8, name is 1-Bromo-3-chloro-2-methylbenzene, I believe this compound will play a more active role in future production and life.

(a) Preparation of 2-bromo-6-chlorobenzylbromide 2-bromo-6-chlorotoluene (20.55 g) and N-bromosuccinimide (19.6 g) were stirred together in carbon tetrachloride (100 ml) under reflux for 22 hours exposure to radiation from an infrared lamp. The resulting solution was cooled in ice, filtered and evaporated to yield the title product which was dissolved in petroleum ether (60-80). Part was recrystallized therefrom as pink needles (8.5 g) and part was recovered by evaporation as a dark orange solid (17.7 g) (total yield 26.2 g. 92%).

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, 1-Bromo-3-chloro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shell Oil Company; US4259349; (1981); 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. 627-42-9, name is 2-Methoxyethyl chloride, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

Step (i) N-methoxyethyl-N-methylpyrrolidinium chloride, PYR1(2O1)Cl, was synthesized by reacting N-methylpyrrolidine with the appropriate amount of 2-chloroethyl methyl ether. The reagents were firstly dissolved in ethyl acetate and, then, mixed in a reactor. The reaction temperature was set at 70 C forachieving a yield approaching 100% (determined by weighting the obtained precursor after vacuum drying at 100 C overnight) upon 5-6 days heating due to the low kinetics of the reaction (1) [15,17].A white, solid precipitate of PYR1(2O1)Cl was obtained whereas the yellowish liquid phase (e.g., containing impurities generally very soluble in ethyl acetate) was removed by vacuum filtering (paper filter membrane). Finally, the precursor was rinsed 5 times with ethyl acetate.

The synthetic route of 627-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Moreno; Montanino; Carewska; Appetecchi; Jeremias; Passerini; Electrochimica Acta; vol. 99; (2013); p. 108 – 116;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 20850-43-5, 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. 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[[00244]] To a solution of [4- (8-AZA-BICYCLO] [3.2. [1] OCT-3-] ylamino)-6-chloro-1-(2, 2, [2-TRIFLUORO-ETHYL)-LH-QUINAZOLIN-2-] one (149 mg, 0.320 mmol) in DMF (10 mL) was added triethylamine (0.3 mL) and 5-Chloromethyl-benzo [1, 3] dioxole [(0.] 061 mL, 0.480 mmol). The solution was heated to 50 C and stirred for 6 hrs. The reaction was partitioned between ethyl acetate and water and the organic phase was washed an additional 2 x with water and brine, dried over [NA2SO4,] filtered, and concentrated. The crude residue was purified by flash chromatography (gradient elution: [0-20%] MeOH/dichloromethane) to provide 99 mg white solid [(60%). 1H] NMR (300 MHz, CDCl3) 8 ppm 2.10 (m, 4 H), 2.32 (m, 2 H), 3.56 (m, 3 H), 3.77 (s, 2 H), 4.87 (m, 2 H), 5.96 (s, 2 H), 6.77 (d, J = 8.0 Hz, [1] H), 6.83 (m, [1] H), 6.95 (d, J = 8.1 Hz, [1] H), 7.17 (m, 2 H), 7.56 (dd, J = 2.3, 8.9 Hz, [1] H), 7.91 (s, [1] H); MS (ESI [+Q1MS)] m/z 522 [[M+2H] +]

The synthetic route of 5-(Chloromethyl)benzo[d][1,3]dioxole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2003/106452; (2003); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 104-52-9, name is 3-Phenylpropyl Chloride, 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 104-52-9, name: 3-Phenylpropyl Chloride

15.5 g (0.10 mol) of 3-phenylchloropropane, 4.1 g (0.05 mol) of ethylamine hydrochloride, 0.2 g of tetrabutylammonium bromide and 50 ml of a sodium hydroxide solution (35% to 40%) were placed in a 250 ml flask.Stirring heated to 85-90 C, insulation reaction, TLC tracking.After completion of the reaction, the aqueous layer was extracted three times with ethyl acetate, and the organic layers were combined.Add anhydrous sodium sulfate drying.The filtrate was concentrated under reduced pressure to give 12.4 g of a brownish yellow liquid.Yield: 88%.

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-Phenylpropyl Chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hebei Kaisheng Pharmaceutical Technology co., LTD; ZHAO, KAI; HOU, JIANPING; ZHAO, YAFENG; YUAN, HONGZHONG; ZHAO, XIAOXIAN; JIAN, YONGXUE; (5 pag.)CN103508898; (2016); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 461432-23-5,Some common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, molecular formula is C15H14BrClO, 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.

Method 4) 4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene (4.9 g, 15 mmol) and 20 mL of tetrahydrofuran were added to a 50 mL three-necked flask, and the mixture was stirred and cooled to -5 to 0 C.Slowly add isopropylmagnesium chloride Grignard reagent (8 mL, 2 mol/L).The system was stirred at 0 C for 2 h.In another 100mL three-neck bottle,Add (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-bromotetrahydro-2H-pyran-3,4,5-triacetyl ester (IIa, 4.1 g, 10 mmol) , tetramethylethylenediamine (10wt%),Cobalt dichloride (10 wt%) and 20 mL of 2-methyltetrahydrofuran,The system was cooled to 0 C.Slowly add the Grignard reagent in the previous 50mL bottle and add it in about 30min.After the completion of the system, the system was warmed to 25 to 30 C, and the mixture was stirred for 2 hours. The system was quenched with 1N aqueous hydrochloric acid and the organic phase was extracted with ethyl acetate.concentrate,Column chromatography (PE/EA=3/1),The target product (4.5 g, yield 84%) was obtained.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Fangnan Biological Technology Co., Ltd.; Zhang Nian; (6 pag.)CN104059041; (2018); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 139512-70-2, 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. 139512-70-2, name is 4-Chloro-5-fluorobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 0.37 g (1 mmol) of compound 2 and 0.16 g (1 mmol) of 4-chloro,5-fluoro-o-phenylenediamine in 4 mL of polyphosphoric acid was stirred at 200 C. for 4 h and poured into 60 mL of dilute NH4OH. It was extracted with three 60 mL portions of ethyl acetate. The combined organic extracts were washed with 60 mL of brine and concentrated. The residue was chromatographed eluting with a gradient of from 2 to 10% methanol (MeOH) in dichloromethane (DCM) plus 1% NH4OH to give 0.06 g of compound 3a and 0.14 g of compound 3b. 3a: Calcd m/z for C26H23BrFN3.H+=478; found m/z=478. 3b: Calcd m/z for C26H22BrClFN3.H+=512; found m/z=512.

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-5-fluorobenzene-1,2-diamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Schering Corporation; US2005/49269; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 27139-97-5, These common heterocyclic compound, 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, 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.

To a stirred solution of 4-bromo-2-chlorotoluene (10.0 g; 48.7 mmol) and benzoyl peroxide (0.51 g; 2.09 mmol) in 80 mL of carbon tetrachloride was added N-bromosuccinimide (43.3 g; 243 mmol), and the resulting mixture was stirred and heated to reflux. After 15 hours, the mixture was cooled to ambient temperature, and the insoluble material was removed by filtration and washed twice with carbon tetrachloride. The filtrate and washings were combined and evaporated. The residue was purified by silica gel chromatography on a Biotage 65M column, eluting with hexanes to give 17.4 g of 2-bromo-4-chloro-l- (dibromomethyl)benzene as a colorless liquid.

Statistics shows that 2-Bromo-4-chloro-1-methylbenzene is playing an increasingly important role. we look forward to future research findings about 27139-97-5.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2009/158426; (2009); A1;,
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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, A new synthetic method of this compound is introduced below., Recommanded Product: 2,6-Dichlorobenzenesulfonyl chloride

General procedure: To a solution of amine (1 mmol) in 3 mL of pyridine at 0C was slowly added the appropriate benzenesulfonyl chloride (1.1 mmol, 1.1 equiv). The mixture was stirred for 12 h at 25C. The mixture was quenched with 2N HCl, extracted with EtOAc, dried over anhydrous MgSO4, and concentrated in vacuum. The crude product was purified by recrystallization and/or chromatography as noted below.

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; Kril, Liliia M.; Vilchez, Valery; Jiang, Jieyun; Turcios, Lilia; Chen, Changguo; Sviripa, Vitaliy M.; Zhang, Wen; Liu, Chunming; Spear, Brett; Watt, David S.; Gedaly, Roberto; Bioorganic and Medicinal Chemistry Letters; vol. 25; 18; (2015); p. 3897 – 3899;,
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. 33050-38-3, name is 3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine, A new synthetic method of this compound is introduced below., Safety of 3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine

Appropriate 6-chloro-[1 ,2,4]triazolo[4,3-b]pyridazine (1 eq) or 6-chloro- [1 ,2,4]triazolo[3,4-a]phtalazine (1 eq), potassium carbonate (3 to 4 eq) and the appropriate phenol, thiophenol (1 to 4 eq, 1 eq is preferentially used when R1 = CI) were dissolved in ?,?-dimethylformamide under nitrogen atmosphere. The reaction mixture was stirred overnight at room temperature or at 100-1 10C, or 5-30 minutes at 100-170C on microwave irradiation. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was dried over Na2S04, filtered and evaporated to dryness. The residue was purified by chromatography on silica gel, precipitated, triturated in the appropriate solvent, or used without further purification to obtain the desired 6-aryl-[1 ,2,4]triazolo[4,3-b]pyridazine, or 6-aryl-[1 ,2,4]triazolo[3,4-a]phtalazine.This protocol was used to prepare the following compounds: Cpd.1 -1 , Cpd.1 -3, Cpd.1 -4, Cpd.1 -7, Cpd.1 -8, Cpd.1 -9, Cpd.1 -10, Cpd.1 -1 1 , Cpd.1 -12, Cpd.1 -13, Cpd.1 -14, Cpd.2-1 , Cpd.2-3, Cpd.2-4 and other compounds of the invention that contain a biphenyloxy, a pyridinylphenyloxy, a thiazolylphenyloxy, or a thiopenylphenyloxy group in the 6-substituted position of the [1 ,2,4]triazolo[4,3-b]pyridazines or 6-substituted position of the [1 ,2,4]triazolo[3,4-a]phthalazine (but further information about conditions and purification are reported in Tables of Example 2).

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; GENFIT; BOUROTTE, Maryline; DELHOMEL, Jean-Francois; DUBERNET, Mathieu; GOUY, Marie-Helene; WO2013/45519; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 83121-15-7,Some common heterocyclic compound, 83121-15-7, name is 3,5-Dichloro-2,4-difluoroaniline, molecular formula is C6H3Cl2F2N, 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.

EXAMPLE 3 2,4-Difluoro-3,5-dichlorophenyl isocyanate Hydrogen chloride was passed into a well-stirred solution of 39.6 gm (0.20 mol) of 2,4-difluoro-3,5-dichloroaniline in 400 ml of toluene until a precipitate no longer separated out. The heterogeneous mixture thus obtained was cooled to 5 to 10 C. At this temperature, 40 gm (0.4 mol) of phosgene were passed in, with stirring. The mixture was then heated slowly, with stirring, so that after about two hours a temperature of 100 to 105 C. was reached. Stirring was then continued for seven hours at this temperature. During this time, a clear solution was formed, and hydrogen chloride was liberated. Nitrogen was then passed into the mixture for one hour at the same temperature to drive off the excess phosgene. Thereafter the solvent was distilled off, in vacuo at the end. The crude product which remained was distilled in a water pump vacuum. Yield: 35.4 gm (0.158 mol; 79% of theory), B.p.: 100-104 C./20 mbar.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichloro-2,4-difluoroaniline, its application will become more common.

Reference:
Patent; Celamerck GmbH & Co., KG; US4622340; (1986); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics