Month: July 2021

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. 621-62-5, name is 2-Chloro-1,1-diethoxyethane, A new synthetic method of this compound is introduced below., Computed Properties of C6H13ClO2

COMPARATIVE EXAMPLE 1 Preparation of 2-benzoyloxyacetaldehyde diethyl acetal Chloroacetaldehyde diethyl acetal (1.9 g), potassium benzoate (2.0 g) and DMF (20 mL) were placed in a three-neck flask, followed by refluxing. Twenty hours later, the reaction mixture was cooled to room temperature, and water (60 mL) and ethyl acetate (80 mL) were added thereto, followed by stirring. After filtration and separation, the organic layer was concentrated and thereby yielded the target compound (0.69 g) in a yield of 30%. While the present invention has been described with reference to what are presently considered to be the preferred embodiments, it is to be understood that the invention is not limited to the disclosed embodiments. On the contrary, the invention is intended to cover various modifications and equivalent arrangements included within the spirit and scope of the appended claims. The scope of the following claims is to be accorded the broadest interpretation so as to encompass all such modifications and equivalent structures and functions.

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; Daicel Chemical Industries, Ltd.; US2005/234246; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 4090-55-5, These common heterocyclic compound, 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, 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.

(Synthesis of phosphorus compound (5)); The flask accommodating the post-reaction solution containing intermediate 6 was filled with 80.8 g (0.8 mol) of triethylamine, 4.1 g (0.034 mol) of 4-(dimethylamino) pyridine, and 420 g of 1, 2-dichloroethane. While the mixed solution was stirred, a mixed solution of 123.6 g (0 .67 mol) of material 1 and 450 g of 1,2-dichloroethane was added thereto at 20C over 2 hours. After that, the substances were reacted at the same temperature (20C) for 8 hours. The obtained post-reaction solution was neutralized at room temperature using an aqueous solution of hydrochloric acid in an amount corresponding to the excess amount of triethylamine and the amount of sodium methoxide used for synthesizing intermediate 6. The resultant solution was kept still so as to be separated into different layers. Then, the organic layer was neutralized using an aqueous solution of sodium hydrogen carbonate. The organic layer was then washed with water twice. The obtained organic layer was dried by anhydrous magnesium sulfate. The solvent and water were removed by distillation, thereby obtaining 212.9 g of phosphorus compound (5). Phosphorus compound (5) had a purity measured by GPC (gel permeation chromatography) of 82.0% by area. The yield was 62.1%.

Statistics shows that 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide is playing an increasingly important role. we look forward to future research findings about 4090-55-5.

Reference:
Patent; DAIHACHI CHEMICAL INDUSTRY CO., LTD.; EP1632497; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6775-78-6, These common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, 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.

Intermediate A 3-Bromo-6-chloroimidazo[1 ,2-b]pyridazine intermediate A To a solution of 6-chloroimidazo[1 ,2-b]pyridazine (5 g, 32.6 mmol) in acetonitrile (300 ml) was added 1-bromopyrrolidine-2,5-dione (6.37 g, 35.8 mmol) and trifluoroacetic acid (0.75 mL). The resulting solution was allowed to stirr at room temperature overnight. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc, washed with NaHCOs solution, water and brine, dried over Na2SO4 and concentrated in vacuo to afford 7.2 g title compound in 92% yield as a light yellow solid. 1H-NMR (400MHz, CDCI3) delta ppm 7.91 (d, 1 H), 7.79 (s, 1 H), 7.12 (d, 1 H). LCMS (method A): [MH]+ = 232/234, tR = 4.48 min.

Statistics shows that 6-Chloroimidazo[1,2-b]pyridazine is playing an increasingly important role. we look forward to future research findings about 6775-78-6.

Reference:
Patent; NOVARTIS AG; FU, Xingnian; HE, Feng; LI, Yue; LIU, Lei; MI, Yuan; XU, Yao-chang; XUN, Guoliang; YU, Zhengtian; ZHANG, Ji Yue (Jeff); DAI, Miao; WO2011/18454; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2106-02-7,Some common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, molecular formula is C6H5ClFN, 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 150-mL round-bottomed flask containing Compound 9 (0.5 g, 2.2 mmol) in 15 mL of CH2CI2, was added 2-chloro-4-fluoroaniline (0.33 g, 2.3 mmol) and pyridine (2 mL). The reaction mixture was stirred at room temperature for 2 hours. Evaporation of the solvents in vacuo gave an oily material, which was dissolved in EtOAc (15 mL), and the organic phase was separated and washed with 5% brine, dried over Na2SO4. Filtration and evaporation in vacuo gave title Compound 10 (0.7 g, 94%).

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

Reference:
Patent; TAIWANJ PHARMACEUTICALS CO., LTD; YANG, Syaulan S.; LEE, Kuang-Yuan; LIU, Meng-Hsien; HSIAO, Ming-Yu; PENG, Huang-Kai; WANG, Chiung-Wen; WU, Edwin SC; CHIU, Peter JS; (77 pag.)WO2018/156297; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, 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 104-11-0, name: 1-(4-Chlorophenyl)-N-methylmethanamine

General procedure: An amine (1 mmol, 2 equiv) was added to a solution of Nchlorosuccinimide(149 mg, 1.1 mmol, 2.2 equiv) in CH2Cl2(5 mL) at r.t. in the dark. After 3 h, Ir(dtbpy)(ppy)2PF6 (4 mg,5 mumol, 0.01 equiv), Ph3N (245 mg, 1 mmol, 2 equiv), andbenzoxazole (60 mg, 0.5 mmol, 1 equiv) were added. Thereaction rube was sealed and placed at a distance of 5 cm from 3 W blue LED and stirred for 60 h. After the reactionwas complete, the solvent was evaporated under vacuo. Thecrude mixture was purified by flash column chromatographyeluting with a mixture of PE-EtOAc. 2-(4-Morpholinyl)benzoxazole (3a)Known compound; yellow solid; mp 85-87 C. 1H NMR(400 MHz, CDCl3): delta = 7.37 (d, J = 7.6 Hz, 1 H), 7.27 (d,J = 6.4 Hz, 1 H), 7.18 (t, J = 7.6 Hz, 1 H), 7.04 (t, J = 7.6 Hz,1 H), 3.82 (t, J = 4.4 Hz, 4 H), 3.69 (t, J = 5.2 Hz, 4 H). 13CNMR (100 MHz, CDCl3): delta = 162.0, 148.7, 142.8, 124.0,120.9, 116.4, 108.8, 66.1, 45.7.

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:
Article; Wang, Jia-Di; Liu, Yu-Xia; Xue, Dong; Wang, Chao; Xiao, Jianliang; Synlett; vol. 25; 14; (2014); p. 2013 – 2018;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 4152-90-3, A common heterocyclic compound, 4152-90-3, name is (3-Chlorophenyl)methanamine, molecular formula is C7H8ClN, 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.

3- [5,6-bis(methyloxy)-2-pyridinyll -N- [(3-chlorophenvDmethyll -2,4-dioxo-l ,2,3,4-tetrahvdro- 7-quinazolinecarboxamide; 24a) Methyl 2-amino-4-(3-chlorobenzylaminocarbonyl)benzoate; To a stirred suspension of 3-amino-4-(methoxycarbonyl)benzoic acid (1.0 g, 5.13 mmol, 1 eq.) in DMF (7 mL) was added HATU (2.1 g, 0.5.64 mmol, 1.1 eq.) and DIEA (0.98 mL, 0.11 mol, 1.1 eq.) and the mixture was stirred at rt for 5 minutes until all dissolved. The resulting solution was added to 3-chlorobenzylamine (0.69 mL, 5.64 mmol, 1.1 eq.) in DMF (3 mL) via syringe and stirred at rt for 30 minutes when LCMS showed that the reaction was complete. The solution was added dropwise to ice-water with stirring and the precipitate collected by vacuum filtration, washed with ice-water and dried under vacuum to yield the title product methyl 2-amino-4-(3 chlorobenzylaminocarbonyl)benzoate (24a) which was used without further purification. (Yield: 1.52g, 93percent); MS(ES+) m/e 319 (MH+); 1H NMR (400 MHz, OMSO-d6) delta ppm: 3.81 (s, 3 H) 4.44 (d, J 6.06 Hz, 2 H) 6.81 (s, 2 H) 6.97 (d, J 8.59 Hz, 1 H) 7.24 – 7.40 (m, 5 H) 7.77 (d, J 8.59 Hz, 1 H) 9.07 (t, J 6.06 Hz, 1 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; GLAXOSMITHKLINE LLC; SCHULZ, Mark, James; WANG, Yonghui; WO2010/59549; (2010); 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. 102-49-8, name is 3,4-Dichlorobenzylamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H7Cl2N

The product from the Example 20C (0.054 g, 0.20 mmol) in THF (3 mL) was stirred for 16 h at ambient temperature with 3,4-dichlorobenzylamine (0.044 g, 0.25 mmol) in the presence of triethylamine (0.35 mL, 0.25 mmol) and a catalytic amount of DMAP. The reaction mixture was evaporated in vacuo and the residue was chromatographed to yield the title compound as a solid. MS (DCI/NH3) m/z 406 (M+H)+; 1H NMR (DMSO-d6) delta 4.42 (d, 1H), 5.47 (s, 1H), 5.52 (d, 2H), 6.92 (dd, 1H), 7.31 (dd, 1H), 7.5 (d, 2H), 7.62 (m, 4H), 8.18 (s, 1H),8.82 (t, 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; Atkinson, Robert N.; Drizin, Irene; Gregg, Robert J.; Gross, Michael F.; Kort, Michael E.; Shi, Lei; US2004/220170; (2004); 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. 38762-41-3, name is 4-Bromo-2-chloroaniline, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-2-chloroaniline

A degassed solution of l-methyl-3-(nonafluorobutane-l-sulfonyloxy)-lH- pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester (500 mg, 0.99 mmol), 4-bromo-2- chloroaniline (246 mg, 1.19 mmol), Pd2dba3 (91 mg, 0.10 mmol), Xantphos (114 mg, 0.20 mmol) and DBU (352 mul, 2.48 mmol) in toluene (8 ml) was subjected to microwave irradiation at 12OC for 5 minutes. The reaction mixture was cooled to ambient temperature then diluted with ethyl acetate (100 ml). The resultant solution was washed with water (30 ml), dried (Na2SO4) and concentrated in vacuo to give an oil. The oil was purified by flash chromatography (Si- PPC, cyclohexane: ethyl acetate, gradient 90:10 to 0:100) to afford the title compound as a yellow solid (140 mg, 35%). IH NMR (CDCl3, 400MHz) 8.75 (d, J = 1.0 Hz, IH), 8.41 (d, J = 6.1 Hz, IH), 7.68 (s, IH), 7.54 (d, J = 2.3 Hz, IH), 7.19-7.27 (m, 2H), 6.94 (d, J = 8.8 Hz, IH), 4.44 (q, J = 7.2 Hz, 2H), 3.99 (s, 3H), 1.44 (t, J = 7.2 Hz, 3H).

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; GENENTECH, INC.; WO2008/67481; (2008); 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. 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H7ClO2

Example 64: Synthesis of 3-(benzo[d][1 ,3]dioxol-5-ylmethyl)thiazolidine-2,4-dione; A suspension of thiazolidine-2,4-dione (10.0 mmol, 1.17 g), 5- (chloromethyl)benzo[d][1 ,3]dioxole (10.0 mmol, 50% soln in CH2CI2) and potassium fluoride (10.0 mmol, 0.581 g) is stirred at room temperature overnight. The solvent is removed under reduced pressure and the residue dissolved in H2O (50 ml_) and extracted into dichloromethane (3 x 20 ml_). Combined organic fractions were dried over Na2SO4 and the solvent removed under reduced pressure. The obtained oily product is washed with diethyl ether to give 1 .590 g (64%) of 3-(benzo[d][1 ,3]dioxol-5-ylmethyl)thiazolidine-2,4-dione as a white precipitate.

According to the analysis of related databases, 20850-43-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEK PHARMACEUTICAL D.D.; WO2008/43733; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 4090-55-5, 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. 4090-55-5 name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, 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.

BODIE was obtained by the reaction of ethylenediamine with DOPC in trichloromethane.The DOPC (193.79 g, 1. 05 mol) and triethylamine (151.79 g, 1.5 mol)mixture with trichloromethane (200 mL) was put into a dry, four-necked flask equipped asdescribed above. The ethylenediamine (30 g, 0.5 mol) dissolved in trichloromethane(50 mL) was added dropwise at 0-5 C. After the addition, the temperature was increasedslowly to the reflux temperature and then the reaction was stopped after refluxing for 4 h.The resulting white precipitate was filtered and washed with cold distilled water and thendried overnight. The white product (BODIE) was obtained with a yield of 94 %. The massfraction purity of BODIE is 99 % measured by HPLC.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, and friends who are interested can also refer to it.

Reference:
Article; Han, Feng; Pei, Liangjun; Xue, Fengfeng; Li, Dong; Journal of Solution Chemistry; vol. 45; 8; (2016); p. 1146 – 1157;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics