Category: chlorides-buliding-blocks

Synthetic Route of 120758-03-4,Some common heterocyclic compound, 120758-03-4, name is 2-Chloro-3,5-dimethoxyaniline, molecular formula is C8H10ClNO2, 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 mixture of 1-(2,4,6-trifluorophenyl)-1-propanone (7.0 g, 37.2 mmol), 2-chloro-3,5-dimethoxybenzenamine (see European Patent 1333028 for a method of preparation) (6.96 g, 37.1 mmol) and p-toluenesulfonic acid (1.41 g, 8.2 mmol) in toluene (80 mL) was heated at reflux with use of a Dean-Stark trap to remove water. After 20 h, the reaction mixture was cooled to room temperature and diluted with ethyl acetate. The organic layer was washed with water, sulfuric acid (1 N), water and saturated aqueous sodium chloride solution. The organic layer was dried (Na2SO4), filtered and concentrated to provide the title compound (10 g) which was used without further purification in Step C below.

The synthetic route of 120758-03-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E.I. DU PONT DE NEMOURS AND COMPANY; US2010/160385; (2010); A1;,
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Synthetic Route of 69411-05-8, A common heterocyclic compound, 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, molecular formula is C7H5ClF3N, 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: To a solution of 3-chloroaniline 5a (37mg, 0.33mmol) in H2O (10mL cooled to-5C) was added 0.2mL of 2N HCl (aq.). To the resulting acidic aniline solution, 1N solution of sodium nitrite (0.33mL, 0.33mmol) was added dropwise to generate the aryldiazonium salt solution 6a. To the aryldiazonium salt solution was added sodium acetate (54mg, 0.66mmol), followed by 1mL solution of crude 3-oxo-3-(3-phenylisoxazol-5-yl)propanenitrile 4a (88mg, 0.33mmol) in ethanol. The reaction mixture was stirred at 0C for 5min, and then poured onto H2O (10mL) and extracted with ethyl acetate (20mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by short column chromatography on silica gel, eluting with hexane/ethyl acetate (2/1) to provide the desired product 7 (67mg, 50% for two steps from 3a) as a yellow 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; Ye, Na; Zhu, Yingmin; Liu, Zhiqing; Mei, Fang C.; Chen, Haiying; Wang, Pingyuan; Cheng, Xiaodong; Zhou, Jia; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 62 – 71;,
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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. 6626-57-9, name is 1,3-Dichloro-2,2-dimethoxypropane, A new synthetic method of this compound is introduced below., Product Details of 6626-57-9

The last step was dissolved in 125mL solid 42.24g methylene chloride: water = 6: 1 in a mixed solvent, at 20-35 under fed 42.0g chlorine, chlorine was stopped and stirring was continued for 0.5 hours, after standing points the aqueous layer, the organic layer was dried over anhydrous magnesium sulfate, and the solvent evaporated under reduced pressure and the low-boiling by-products, 1,3-dichloro-acetone to give a colorless liquid 30.45 g, 97.7% pure by gas chromatography, a yield of 96.2%

The synthetic route of 6626-57-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Southeast University; Wang, MingLiang; Wang, Jia; Dan, hongbin; Gu, xiantao; Wang, shengzhi; Zhang, Wei; (5 pag.)CN105461529; (2016); A;,
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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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 3-Chloro-5-trifluoromethylaniline

To a mixture of 3-chloro-5-(trifluoromethyl)aniline (3.25 g, 16.6 mmol, Eq: 1.00) in dimethylsulfoxide (43.4 ml) was added N-bromosuccinimide (3.11 g, 17.4 mmol, Eq: 1.05) in 5 portions over 2.5 hr (622 mg each 30 min). 2h after the last addition, the reaction mixture was partitioned between 10% aqueous sodium sulfite and ethyl acetate. The organic layer was washed with aqueous sat. sodium carbonate, water (3 times) and brine then adsorbed unto silica (6g) and purified on silica gel (column 120 g, Hexane/ethyl acetate 90: 10 to 65:35) to give 4.36 g (96%) of a yellow solid. MS +m/z: 275.8 (M+H)+

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 69411-05-8.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; PLANCHER, Jean-Marc; WEIKERT, Robert James; WO2014/135423; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 7051-16-3, A common heterocyclic compound, 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, molecular formula is C8H9ClO2, 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.

1.0 M solution of boron tribromide in DCM (12.00 mL, 11.49 mmol) was slowly added to a solution of 5-chloro-1,3-dimethoxybenzene 28 (1.00 g, 5.74 mmol) in DCM (10.00 mL) at -78 C. After reaction was allowed to gradually warm to room temperature, the mixture was stirred for 2 days until no starting material was observed by TLC. Reaction mixture was diluted with NaHCO3 (aq. sat.) (50.00 mL) and reaction product was extracted with DCM (3 x 50.00 mL). The combined organic extract was washed with NaCl(sat. aq.) (20.00 mL), dried over anhydrous Na2SO4, and filtered. Obtained supernatant was concentrated under reduced pressure and crude residue was purified by flash column chromatography using n-hexane/ethyl acetate (7:3) to give 5-chlororesorcinol 28b (0.80 g, 96%) as a brown residue. 1H NMR (400 MHz, CDCl3-d) deltaH 6.21 (s, 1H, ArH), 6.37 (d, 2H, J = 2.2 Hz, ArH).

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; Hossain, Mohammad Anwar; Sattenapally, Narsimha; Parikh, Hardik I.; Li, Wei; Rumbaugh, Kendra P.; German, Nadezhda A.; European Journal of Medicinal Chemistry; vol. 185; (2020);,
Chloride – Wikipedia,
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Electric Literature of 174913-12-3,Some common heterocyclic compound, 174913-12-3, name is 1-Bromo-3-chloro-5-methoxybenzene, molecular formula is C7H6BrClO, 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 1-bromo-3-chloro-5-methoxybenzene (50.0 g, 226 mmol) in dichloromethane (200 mL) was treated with boron tribromide (226 mL, 226 mmol, 1.0 M solution in dichloromethane) and the mixture stirred for 4 h at rt. Additional boron tribromide (678 mL, 678 mmol, 1.0 M solution in dichloromethane) was added and the reaction stirred overnight. The mixture was quenched with water, and the organic phase separated and concentrated to dryness. The residue was dissolved in hexanes and extracted with 1.0 N sodium hydroxide. The aqueous layer was isolated, acidified with 1.0 N hydrochloric acid and extracted with ethyl acetate. The organic layer was isolated, washed with brine, dried over magnesium sulfate, filtered and concentrated to give 43 g of the title compound. 1H NMR (DMSO-c/6) delta 10.36 (s, 1 H), 7.01 – 7.10 (m, 1 H), 6.86 – 6.94 (m, 1 H), 6.75 – 6.84 (m, 1 H).

The synthetic route of 174913-12-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (2008); A1;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 174913-12-3, name is 1-Bromo-3-chloro-5-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 174913-12-3, COA of Formula: C7H6BrClO

steps 1 and 2-A solution of 1-bromo-3-chloro-5-fluoro-benzene (42a, 55 g, 263 mmol) was cooled to 0 C. and treated with a 25% methanolic sodium methoxide solution (68 mL, 315 mmol) and heated to 40 C. for 3 h. The solution was cooled and partitioned between water (1 L) and a 1:1 mixture of hexane/diethyl ether (3¡Á200 mL). The combined extracts were washed with brine (60 mL), dried (Na2SO4), filtered and the solvents evaporated in vacuo to afford 42b as an oil (57.3 g, 92% pure, 238 mmol). The ether 42b (43 g, 173 mmol) was treated with glacial HOAc (150 mL) and 48% aqueous HBr (100 mL) and heated to 120 C. After 40 h, the volatiles were removed while heated to 80 C. and then cooled to RT. The residue was partitioned between water (100 mL) and DCM (3¡Á250 mL). The combined extracts were washed with H2O (50 mL), aqueous NaHCO3 solution (2¡Á50 mL), brine (50 mL), and (MgSO4). The solvents were removed to afford 23.3 g of 42c as a grey solid.

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-5-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Roche Palo Alto LLC; US2006/25462; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 821-10-3, 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. 821-10-3, name is 1,4-Dichlorobut-2-yne belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: K2CO3 (3a, 210 mg, 1.5 mmol) was added to a solution of b-ketosulfones 1a-p (0.5 mmol) in acetone (10 mL) at 25 C. The reaction mixture was stirred at 25 C for 10 min. 1,4-Dichloro-2-butyne (2, 68 mg, 0.55 mmol) was added to the reaction mixture at 25 C. The reaction mixture was stirred at 56 C for 8 h. The reaction mixture was cooled to 25 C and the solvent was concentrated. The residue was diluted with water (10 mL) and the mixture was extracted with CH2Cl2 (320 mL). The combined organic layers were washed with brine, dried, filtered and evaporated to afford crude product. Purification on silica gel (hexanes/EtOAc15/1e8/1) afforded 4a-p.

The synthetic route of 1,4-Dichlorobut-2-yne has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chan, Chieh-Kai; Lu, Yi-Ju; Chang, Meng-Yang; Tetrahedron; vol. 71; 51; (2015); p. 9544 – 9549;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, 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 13526-66-4, Safety of 3-Bromo-6-chloroimidazo[1,2-b]pyridazine

General procedure: Example 15-5 General procedure for the synthesis of 3-bromo-6-R1-imidazo[1,2-b]pyridazine 4*. (R1= aminyl) by amine (R1H) displacement A mixture of 3-bromo-6-chloroimadazo[1,2-b]pyridazine 2*a (15 g, 64.52 mmol, 1 eq.), the appropriate amine (R1H, 96.78 mmol, 1.5 eq.) and DIPEA (16.90 ml, 96.78 mmol, 1.5eq.) in ethanol (15 ml) was placed in the CEM Microwave and stirred and heated at 160 C for 10 minutes and 180 C for 2 hours. The solvent was removed under reduced pressure. The residue was dissolved in ethyl acetate, washed with water (twice) and brine and then filtered through a pad of silica and washed with ethyl acetate. The organic solvent was evaporated under reduced pressure and the crude residue was slurried in hexane/10% ether. The crystalline product was filtered and washed with hexane/ 10% ether and dried to give the intermediate 3-bromo-6-R1-imidazo[1,2-b]pyridazine 4*.

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; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel; Falcenberg, Mathias; EP2818471; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene, 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: C10H13Cl

The method for synthesizing the aphid butyl fluoride ester intermediate p-tert-butyl phenylacetonitrile comprises the following steps: 1) Under argon conditions,Ethyl acetonitrile,Potassium tert-butoxide,Mix the t-butanol,Warming up to 98 ¡ã C,The control pressure is 4.5 atmospheres.Within 30min1 mol of tert-butylchlorobenzene and DMSO solution were added in 3 batches,Then control the reaction temperature to 112 ¡ã C,The reaction pressure is 5 atmospheres.The reaction ended at 2.5h.Then add deionized water,Control reaction temperature is 142¡ãC, the reaction pressure is 8 atmospheres,Continue the reaction 5h end;The ratio of 4-tert-butylchlorobenzene to ethyl cyanoacetate is 1:1.35,The amount of ethyl cyanoacetate and potassium t-butoxide is 1:1.55,The ratio of ethyl cyanoacetate to tert-butanol is 1g: 10ml,The ratio of 4-tert-butylchlorobenzene to DMSO is 1g: 5ml.The ratio of potassium t-butoxide to deionized water is 1:11.2) The system removes the solvent by a rotary evaporator.Then transfer the residue to the water,Add toluene and stir,The layers were separated, and the organic phase was collected and dried over anhydrous sodium sulfate.Then the filtrate was collected by filtration.The filtrate was distilled under reduced pressure to collect a fraction of 78 to 79 ¡ã C (0.1 torr).The product was obtained in a molar yield of 97.7percent and an HPLC purity of 98.9percent.

The synthetic route of 1-tert-Butyl-4-chlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Nong Pharmaceutical Xue Institute; Jinan Kehai Co., Ltd.; Yang Chaohui; Fu Hongxin; Wang Ling; (6 pag.)CN109053491; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics