Author: Jessica.F

452-66-4, name is 4-Chloro-1-fluoro-2-methylbenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 452-66-4

4-chloro-2-fluorobenzaldehyde and 5-chloro-2-fluorobenzaldehyde were prepared in an analogous manner from 4-chloro-2-fluorotoluene and 5-chloro-2-fluorotoluene respectively (both supplied by Lancaster Synthesis).

The synthetic route of 452-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Wellcome Foundation; The Regents of the University of California; US5502073; (1996); 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. 110407-59-5, name is 2-Chloro-4-fluorobromobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H3BrClF

To a room temperature solution of 1-bromo-4-fluoro-2-chlorobenzene (1.9 g, 0.97 mmol) in DMSO (10 mL) was added sodium ethanethiolate (0.84 g, 1 mmol) and the resulting reaction mixture was heated to 100 C. for 18 hours. The reaction mixture was partitioned between water (20 mL) and EtOAc (50 mL). The organic layer was separated and the aqueous layer was further extracted with EtOAc (3*50 mL). The organic layers were combined and washed with saturated brine solution (20 mL) then dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by silica gel column chromatography eluting with heptane to afford the title compound as a colourless liquid in 70% yield, 1.6 g. 1H NMR (400 MHz, CDCl3): delta ppm 1.31 (s, 3H), 2.95 (q, 2H), 7.04 (d, 1H), 7.38 (s, 1H), 7.50 (d, 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; Pfizer Limited; Omoto, Kiyoyuki; Owen, Robert McKenzie; Pryde, David Cameron; Watson, Christine Ann Louise; Takeuchi, Mifune; US2014/171435; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 729590-57-2,Some common heterocyclic compound, 729590-57-2, name is 4-(Benzyloxy)-1-bromo-2-chlorobenzene, molecular formula is C13H10BrClO, 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-2: Synthesis of 4-(benzyloxy)-l-(but-l-yn-l-yl)-2-chlorobenzene sealed tube/90 “C/12 h To a stirred solution of 4-(benzyloxy)-l-bromo-2-chlorobenzene (13 g, 43.91 mmol) in 130 mL of DMA in a sealed tube, were added copper iodide (0.833 g, 4.39 mmol) and cesium carbonate (28.63 g, 87.83 mmol) at room temperature. This mixture was degassed with three vacuum/N2 cycles, and were added but-l-yn-l-yltrimethylsilane (11 g, 87.83 mmol, Example-16, Step-2) followed by Pd(OAc)2 (1.079 g, 4.39 mmol) and dppf (2.4 g, 4.39 mmol). The pressure tube was sealed and heated at 90 C for 12 h. Upon completion by TLC, the reaction mixture was diluted with water (250 mL) and extracted with EtOAc (2 x 100 mL). The combined organic extracts were washed with water, brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude product was purified over 230-400 mesh silica gel column chromatography using 3% EtOAc in n-hexane to afford 4-(benzyloxy)-l-(but-l-yn-l-yl)-2-chlorobenzene (9.4 g, 80%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Benzyloxy)-1-bromo-2-chlorobenzene, its application will become more common.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (161 pag.)WO2016/196342; (2016); 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. 39226-95-4, name is 2,3-Dichlorobenzylamine, A new synthetic method of this compound is introduced below., SDS of cas: 39226-95-4

Step 3 To a solution of 60-B (0.10 g, 0.33 mmol ) in CH2C12 (3.5 mL) was added (2,3-diehlorophenyl)methanamine (0.12 g, 0.70 mmol), HATU (0.25 g, 0.66 mmol), and N,N-diisopropylethylamine (DIPEA) (0.29 mL, 1.64 mmol). The resulting solution was stirred at room temperature until judged complete by LC/MS. The reaction mixture was diluted with CH2CI2 and washed with I N HCL The aqueous layer was back-extracted with CH2Ci2, and the combined organic layers were dried over Na2S04 and concentrated in vacuo. The crude material was dissolved in hot DMF and allowed to precipitate upon cooling. Filtration provided 60-C. LCMS-ESI+ (m/z): [M+H]+ calculated for C . -I L -CL O i: 462.10; found: 462.14.

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; GILEAD SCIENCES, INC.; JIN, Haolun; LAZERWITH, Scott, E.; MARTIN, Teresa, Alejandra, Trejo; BACON, Elizabeth, M.; COTTELL, Jeromy, J.; CAI, Zhenhong, R.; PYUN, Hyung-Jung; MORGANELLI, Philip, Anthony; JI, Mingzhe; TAYLOR, James, G.; CHEN, Xiaowu; MISH, Michael, R.; DESAI, Manoj, C.; WO2014/100323; (2014); 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, A new synthetic method of this compound is introduced below., COA of Formula: C3H4Cl3NO

Intermediate 25-2 (17.5 g, 97.6 mmol) was dissolved in acetic acid (220 mL). To the resulting mixture methyl 2,2,2-trichloroacetimidate (CAS 2533-69-9) (12.13 mL, 97.6 mmol) was added at once. The resulting mixture was stirred at 50C for 48 h. The mixture was allowed to cool to room temperature and poured onto ice/water solution. The pH was adjusted to pH=5 by addition of sodium carbonate. The resulting mixture was extracted with dichloromethane (3 X 100 mL). The combined organic layers were successively washed with saturated NaHC03, dried over MgS04 and evaporated. The residue was purified by column chromatography using CH2CI2 to CH2Cl2/EtOAc as the eluent to give an oil which solidified on drying in vacuo (23 g, 77%). m/z = 307 (M+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; JANSSEN R&D IRELAND; COOYMANS, Ludwig Paul; DEMIN, Samuel Dominique; HU, Lili; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; TAHRI, Abdellah; VENDEVILLE, Sandrine Marie Helene; WO2012/80449; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6579-54-0, 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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a) 2-{[(2-Morpholin-4-yl ethyl)carbamoyl]amino}-1,3-benzothiazol-6-yl 2,6-dichlorobenzenesulfonate may be prepared in the following manner:To a solution of 260 mg of 1-(6-hydroxy-1,3-benzothiazol-2-yl)-3-(2-morpholin-4-ylethyl)urea in 19.4 cm3 of aqueous 0.1N sodium hydroxide solution are added 209 mg of finely ground 2,6-dichlorobenzenesulfonyl chloride. After stirring for about 5 hours at a temperature in the region of 20 C., a further 70 mg of 2,6-dichlorobenzenesulfonyl chloride are added. After stirring for about 18 hours at the same temperature, the reaction mixture is concentrated under reduced pressure (13 kPa) to a volume of about 5 cm3. The suspension obtained is cooled for about one hour at a temperature in the region of 5 C. The solid is filtered off by suction, washed with three times 2 cm3 of water precooled to about 5 C., and dried under reduced pressure (13 kPa) over phosphorus pentoxide. 216 mg of 2-{[(2-morpholin-4-ylethyl)carbamoyl]amino}-1,3-benzothiazol-6-yl 2,6-dichlorobenzenesulfonate are thus obtained in the form of a cream-coloured powder, the characteristics of which are as follows:Melting point: melting at 130 to 135 C. (Koefler block)1H NMR spectrum at 300 MHz: from 2.33 to 2.47 (m, 6H); from 3.22 to 3.38 (masked m, 2H); 3.59 (m, 4H); 6.79 (broad t, J=5.5 Hz, 1H); 7.01 (dd, J=2.5 and 9.0 Hz, 1H); 7.56 (d, J=9.0 Hz, 1H); from 7.69 to 7.81 (m, 4H); 10.95 (broad m, 1H)Mass spectrum: LCMS: m/z 531: [M+H]+, m/z 529: [M-H]-

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, 2,6-Dichlorobenzenesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AVENTIS PHARMA S.A.; US2008/194555; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 95-51-2, The chemical industry reduces the impact on the environment during synthesis 95-51-2, name is 2-Chloroaniline, I believe this compound will play a more active role in future production and life.

General procedure: Into a pressure microreactor of stainless steel of 17 mL capacity or into a glass ampule (20 mL) (results of the parallel runs were virtually identic) was charged 5-10 wt % of catalyst (0.94HY-BS, NaY-BS, 0.72KNaX-BS), 100 mmol of aniline or its derivative, and 400 mmol of dimethyl carbonate. The reactor was hermetically closed (the ampule was sealed), and was heated for 1-4 h at 150 C. After the end of the run the reactor was cooled to room temperature, opened, the reaction mixture was filtered through a bed of Al2O3. Dimethyl carbonate was distilled off, the residue was distilled at atmospheric pressure or in a vacuum, or crystallized from ethanol.

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

Reference:
Article; Khusnutdinov; Shchadneva; Mayakova, Yu. Yu.; Ardieva; Khazipova; Kutepov; Russian Journal of Organic Chemistry; vol. 52; 11; (2016); p. 1565 – 1570; Zh. Org. Khim.; vol. 52; 11; (2016); p. 1574 – 1578,5;,
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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Chloro-1H-benzo[d][1,2,3]triazole

a. To a solution of 5-chloro-1H-benzotriazole (1 g) and sodium acetate (1 g) in acetic acid was added bromine (2 g). After 10 days at room temperature, the mixture was treated with a saturated solution sodium thiosulfate, neutralized with a saturated solution of sodium bicarbonate and extracted with ethyl acetate. The organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under reduced pressure to afford a residue that was purified by semi-preparative liquid chromatography to afford 4-bromo-5-chloro-1H-benzotriazole as an off-white solid (213 mg, 14%). MS (ES): M/Z [M+H]=232. 1H NMR: (400 MHz, DMSO-d6): 7.58 (d, J=8.7Hz, 2H) and 7.91 (d, J=8.7Hz, 1H).

The synthetic route of 94-97-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS AGRICULTURE; MERIAL LIMITED; Soll, Mark David; Le Hir de Fallois, Loic Patrick; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; US2014/80862; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2687-12-9, name is Cinnamyl chloride, 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. Application In Synthesis of Cinnamyl chloride

EXAMPLE 1 Obtaining 2-(3-N,N-diisopropylamine-1-phenylpropyl)-4-carboxyphenol (IV’a) Diisopropylamine (2.77 1, 19.65 mol) and sodium iodide (16.95 g, 0.13 mol) were loaded onto a solution of cinnamyl chloride (1 kg, 6.55 mol) in ethanol (3 1/kg) at 20/25C. The mixture was heated at internal 80-85C, the reaction conditions being maintained for 3-4 hours until the end of such reaction. The mixture was cooled at 40-45C and distilled to an internal volume of 1.3 1. The mixture was then cooled at 20-25C, water (4 1) and toluene (3 1) was added and the pH was adjusted to 1.0-1.5. The phases were decanted and dichloromethane (4 1) was loaded onto the aqueous phase, adjusting the pH again to 11.5-12.0. The phases were decanted and the organic phase was washed with water (4 1). Once the phases were decanted, the organic phase was distilled at atmospheric pressure to an internal volume of 1.3 1 in order to then load heptane (0.5 1). Again, it was distilled to 1.3 1 and heptane (2 1) was loaded. The suspension which was obtained was filtered by a prelayer, which was washed with heptane (0.5 1). The filtered organic phase was distilled at atmospheric pressure to an internal volume of 1.3 1. The amine content of the reaction mixture was determined by the potentiometric titration thereof. Acetic acid (1.2 l/kg of amine), 4-hydroxybenzoic acid (0.63 kg/kg of amine, 1 equivalent), and, then, sulfuric acid (1.1 l/kg of amine, 4.5 equivalents) were loaded onto the mixture. It was heated at internal 80-85C, the reaction conditions being maintained for 5-6 hours until the end of the reaction. The reaction mixture was cooled to 35-40C and water (10 l/kg of amine) and ethyl acetate (10 l/kg of amine) were loaded. The phases were decanted and the organic phase was washed out with water (5 l/kg). The aqueous phases were pooled; toluene (5 l/kg of amine) was loaded, the phases were decanted and n-butanol (10 l/kg of amine) was loaded onto the aqueous phase, the pH was adjusted to 7 and it was decanted. The organic phase was distilled to an internal amine volume of 1.5-2.0 l/kg and then heptane (8 l/kg of amine) was loaded. The product which crystallized was cooled at 5-10C, filtered and washed with heptane (5 l/kg of amine). The product was then dried in an oven with air circulation for 10-12 hours, obtaining a product with an overall molar yield of 40% and with a purity greater than 90%. NMR (1H) DMSO: H8: doublet 0.8-0.9 ppm 12H, H5: multiplet 2.0-2.1 ppm 2H, H6: multiplet 2.3 ppm 2H, H7: multiplet 2.8-3.0 ppm 2H, H4: triplet 4.3 ppm 1H, H1: doublet 6.8 ppm 1H, H11: multiplet 7.1 ppm 1H, H10-9: multiplet 7.1-7.3 ppm 4H, H2: doublet 7.5 ppm 1H, H3: singlet 7.8 ppm 1H. NMR(13C) DMSO: 20.52; 20.57; 30.74; 36.11; 39.72; 48.04; 114.35; 125.56; 126.43; 128.59; 128.68; 129.02; 129.47; 129.77, 145.34; 157.76; 169.90.

The synthetic route of Cinnamyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ragactives, S.L.U.; EP2281801; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 61881-19-4 as follows. Computed Properties of C8H5ClF3N

X4 – 4 (594 mg, 1 mmol), N – benzene three fluorine second grades acyl chloride (0.45 ml, 3 mmol, 3 eq) dissolved in 8 ml of acetone, in batches adding potassium carbonate (410 mg, 3 mmol, 3 eq), stirring at room temperature 1 hour (TLC detection consumption end), filtering, the filtrate turns on lathe does, column to obtain white solid (601 mg, yield 79%)

According to the analysis of related databases, 61881-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Lin Feng; Lu Rui; Xu Qiulong; Chen Jianli; Han Jine; (33 pag.)CN104231009; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics