Category: chlorides-buliding-blocks

Application of 932-96-7, 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. 932-96-7, name is 4-Chloro-N-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(a) 5-r(4-Chlorophenv0methylamino]pyridine-2-carbaldehvde The sub-title compound was prepared from 5-bromo-2-formylpyridine and 4-chloro-Lambda/-methylaniline. Toluene (e.g.100 mL) and 4-chloro-Lambda/~methylaniline (e.g. 37.8 mmol) may be added to a mixture of Cs2CO3 (e.g. 53 mmol), Pd(OAc)2 (e.g. 1.9 mmol), BINAP (e.g. 2.8 mmol) and 5-bromo-2-formylpyridine (e.g. 37.8 mmol). The mixture may be stirred at 85 0C for 20 h and filtered through Celite. The solids may be washed with EtOAc. The combined filtrates may be concentrated and the residue purified by chromatography to give the sub-title compound.

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

Reference:
Patent; BIOLIPOX AB; NILSSON, Peter; PELCMAN, Benjamin; KATKEVICS, Martins; WO2010/103297; (2010); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 461432-23-5, 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. 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: (3R, 4S, 5S) -3, 4-bis (benzyloxy) -5- (benzyloxymethyl) -2- (4-chloro-3- (4-ethoxybenzyl) phenyl) tetrahydrofuran-2-ol (1b) To a stirred -78solution of 5-bromo-2-chloro-4? -ethoxydiphenylmethane (0.64 g, 1.54 mmol) in THF (5 mL) under N2was added n-BuLi (0.77 mL, 2.4 M, 1.84 mmol) dropwise while keeping the temperature below -70. After 30 min, a solution of lactone 1a (500 mg, 1.54 mmol) in THF (10 mL) was added to the above solution and the mixture was stirred at -78for another 2 h. the reaction mixture was quenched by adding saturated aqueous NH4Cl solution and extracted with EtOAc (3 × 5 mL) , combine the organic layer, dried and concentrated, the resulting residue was purified by flash column chromatography (silica gel, EtOAc:PE 1:6) to give 0.56 g of lactol 1b as colorless oil, yield: 55.1H NMR (400 MHz, CDCl3) delta 7.53 (d, J 2.0 Hz, 1H) , 7.45-7.43 (m, 1H) , 7.37-7.24 (m, 14H) , 7.10-7.08 (m, 2H) , 7.05 (d, J 8.4 Hz, 1H) , 6.85-6.82 (m, 1H) , 6.80-6.73 (m, 2H) , 4.67-4.44 (m, 6H) , 4.35-4.29 (m, 2H) , 4.14-3.93 (m, 6H) , 3.67-3.60 (m, 1H) , 3.54 (dd, J 3.6, 10.4 Hz, 1H) , 1.39 (t, J 7.2 Hz, 3H) .

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, 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; ZHANG, Zhiyuan; HUANG, Shaoqiang; ZHANG, Zhaolan; SU, Yaning; REN, Yan; (73 pag.)WO2016/41470; (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. 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H3Br2Cl

To a soution of 5- (4,4,55-tetramethy-1 ,3,2-dioxaboroan-2-y-1 H-benzo[d]imidazo2(3H)-one (ntermediate28, 2.0 g, 7.7 mmo), potassium phosphate (3.3 g, 15 mmo), and 1,3-dibromo-2- chorobenzene (2.1 g, 7.7 mmo) in 4:1 dioxane:water (20 mL) was added PdC2(dppf)- CH2C2 (563 mg, 0.77 mmo) at once. The mixture was degassed w[th nitrogen for 10 n,inutes and then heated at 100 C for 16 h. After coong to rt, the reaction mixture wasduted w[th water and extracted with DOM (x3). The combined organic extracts were dried (Na2SO4), ftered and concentrated under reduced pressure. The crude product was trfturated with DCM to provide the tiDe compound as a white sohd (1.7 g, 65% yied). MS (ES): mass cacd. for C13H8BrCN2O, 322.0; m/z found, 322.9 [M+H]. 1H NMR (500 MHz, DMSO-d6)o 10.72 (s, IH), 10.70(s, IH), 7.76(dd, J= 7.9, 1.6 Hz, IH), 746-726 (m,2H), 706 689 (m, 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; 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

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. 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, A new synthetic method of this compound is introduced below., Computed Properties of C6H4ClNaO2S

Example 67: 2-[1-[(4-Chlorophenyl)sulfonyl]-5-(methylsulfonyl)pentyl]naphthalene sodium 4-chlorobenzenesulfinate (211 mg, 1.06 mmol) and 2-bromomethylnaphthalene (235 mg, 1.06 mmol) were added to dimethoxyethane (5 ml).. The resulting mixture was stirred at 70C for 5 hours.. After cooling to room temperature, the solvent was concentrated under reduced pressure.. The residue was added with ethyl acetate and from the resulting mixture, the insoluble matter was filtered off.. The residue obtained by concentrating the filtrate under reduced pressure was washed with hexane to yield a white powder (90 mg). Then, a toluene (10 ml) solution of the resulting white powder (60 mg), the 4-(methylsulfonyl)-1-butanol (59 mg, 0.388 mmol) obtained in Referential Example 3 and cyanomethylenetri-n-butylphosphorane (91 mg, 0.379 mmol) was heated under reflux for 21 hours under an argon atmosphere.. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure.. The residue was subjected to medium-pressure chromatography on a silica gel column, whereby from the fraction eluted with hexane:ethyl acetate(=2:3), the title compound was obtained as a white solid (62 mg). Melting point: 146.0-147.0C. IR (ATR) nu: 2931, 2861, 1581, 1508, 1473, 1457, 1392, 1359, 1309, 1274, 1191, 1147, 1126, 1081, 1010, 968, 902, 869, 819, 752, 734, 703, 646, 624, 566, 522, 472, 453 cm-1.1H-NMR (400MHz, CDCl3) delta: 1.34-1.51(2H,m), 1.78-1.99(2H,m), 2.25-2.40(1H,m), 2.50-2.62(1H,m), 2.84(3H,s), 2.89-3.03(2H,m), 4.19(1H,dd,J=11.2,3.9Hz), 7.18-7.36(4H,m), 7.39-7.61(4H,m), 7.69-7.90(3H,m). MS (m/z): 451 (M++H). Elemental Analysis for C22H23ClO4S2 Calculated: C 58.59%; H 5.14%; Cl 7.86%; S 14.22%. Found: C 58.46%; H 5.03%; Cl 7.94%; S 14.33%.

The synthetic route of 14752-66-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2613-30-1, A common heterocyclic compound, 2613-30-1, name is 4-Chloro-2,5-difluoroaniline, molecular formula is C6H4ClF2N, 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 1H-pyrrolo[3,2-H]quinoline-3-sulfonyl chloride (140 mg, 0.52 mmol) in pyridine (1.5 mL) was added 4-chloro-2,5-difluoroaniline (90 mg, 0.55 mmol). The reaction mixture was stirred at room temperature for 4h and then evaporated to dryness. The residue was triturated in a mixture of water/acetonitrile (8/2) and sonicated. The solid suspension was filtered, rinsed with water, dried under vacuum at 35C, to afford 105 mgof N-(4-chloro-2,5-difluorophenyl)-1 H-pyrrolo[3,2-h]quinoline-3-sulfonamide 1-118, as a beige solid.Yield: 50%.Basic LCMS Method 1 (ES): 394 (M+H), 99 % purity.1H NMR (400 MHz, DMSO-d6) 6 13.26 (s, 1H), 10.51 (s, 1H), 8.93 (dd, J = 4.4, 1.6 Hz,1 H), 8.46 (dd, J = 8.3, 1.6 Hz, 1 H), 8.04 – 7.65 (m, 3H), 7.59 (m, 1 H), 7.51 (dd, J = 9.8,6.8 Hz, 1H), 7.40 (dd, J = 10.4, 7.0 Hz, 1H).

The synthetic route of 2613-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 57310-39-1, A common heterocyclic compound, 57310-39-1, name is 3-Bromo-4-chlorotoluene, molecular formula is C7H6BrCl, 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.

The title compound was prepared from 39 in the same manner as described for 33 (63% yield over two steps, a colorless oil).1H NMR (CDCl3) delta: 2.31 (3H, s), 3.58-3.90 (6H, m), 3.96 (1H, d, J = 10.6 Hz), 4.38 (1H, d, J = 10.4 Hz), 4.50-4.68 (3H, m), 4.78-4.98 (4H, m), 6.91-7.08 (3H, m), 7.12-7.38 (20H, m). MS (FAB) m/z: 649 (M++H), calcd for C41H41ClO5: 648.

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; Ikegai, Kazuhiro; Imamura, Masakazu; Suzuki, Takayuki; Nakanishi, Keita; Murakami, Takeshi; Kurosaki, Eiji; Noda, Atsushi; Kobayashi, Yoshinori; Yokota, Masayuki; Koide, Tomokazu; Kosakai, Kazuhiro; Ohkura, Yasufumi; Takeuchi, Makoto; Tomiyama, Hiroshi; Ohta, Mitsuaki; Bioorganic and Medicinal Chemistry; vol. 21; 13; (2013); p. 3934 – 3948;,
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 30273-47-3 as follows. Product Details of 30273-47-3

First, into a 500-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed dichloromethane (400 mL), 4-bromo-5-chloro-2-methylaniline (25 g, 113.38 mmol, 1.00 equiv). This was followed by the addition of TFAA (trifluoroacetic anhydride, 27.4 g, 130.46 mmol, 1.15 equiv) dropwise with stirring at 0 C. in a water/ice bath. The resulting solution was allowed to react, with stirring, for an additional 1 h at room temperature. The resulting mixture was concentrated under vacuum. This resulted in 30 g (84%) of N-(4-bromo-5-chloro-2-methylphenyl)-2,2,2-trifluoroacetamide as a white solid. First, a solution of 4-bromo-5-chloro-2-methylaniline (5 g, 22.68 mmol, 1.00 equiv), TFAA (5.5 g, 26.19 mmol, 1.50 equiv) in dichloromethane (50 mL) was placed into a 100-mL round-bottom flask. The resulting solution was stirred for 4 h at room temperature. The resulting mixture was concentrated under vacuum. This resulted in 7.9 g (crude) of N-(4-bromo-5-chloro-2-methylphenyl)-2,2,2-trifluoroacetamide as a brown solid.

According to the analysis of related databases, 30273-47-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERIAL, INC.; Meng, Charles; Le Hir de Fallois, Loic; (40 pag.)US2015/366198; (2015); 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. 823-57-4, name is 2-Bromo-5-chloroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 823-57-4

General procedure: To a solution of 2-bromoaniline (1.0 equiv.) and N,N-diisopropylethylamine (2.4 equiv.) in toluene was added cis-1,4-dichlorobut-2-ene (1.8 equiv.). The mixture was stirred at reflux until complete consumption monitored by TLC. The reaction was cooled to room temperature, diluted with water, and extracted with EtOAc. The combined organic layers were washed with saturated NaCl solution and dried over Na 2 SO 4 . The solvents were removed under reduced pressure, purified by flash chromatography to give the pure or crude desired product 3. The product 3 was dissolved in anhydrous THF, then was cooled to -78 oC, n-BuLi (1.2 equiv., 2.5 mol/L in n-hexane) was added dropwise to the mixture and keep temperature no more than -50 oC, the mixture was stirred for 30 minutes, (COOR3) 2 (1.0-1.2 equiv.) in THF was added dropwise at -78 oC and stirred at -78 oC for 2 h. The reaction was warmed to room temperature slowly, then quenched with saturated NH 4 Cl solution, and extracted with EtOAc. The combined organic layers were washed with saturated NaCl solution and dried over Na 2 SO 4 . The solvents were removed under reduced pressure, purified by flash chromatography to give the desired product 1.

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; Du, Hong-Jin; Lin, Chao; Wen, Xiaoan; Xu, Qing-Long; Tetrahedron; vol. 74; 52; (2018); p. 7480 – 7484;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 4584-46-7,Some common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, molecular formula is C4H11Cl2N, 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 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 /-/-pyrazole (100 mg, 0.515 mmol), 2-chloro-A/,A/-dimethylethanamine hydrochloride (82 mg, 0.567 mmol), and Cs2C03 (504 mg, 1.546 mmol) in acetonitrile (2 ml_) was heated at 90 C for 3 d. After cooling to RT, the reaction mixture was partitioned between DCM and water. The aqueous layer was extracted with DCM and the combined extracts were washed (water), dried (MgS04), and concentrated in vacuo to give the title compound (76 mg, 56%) as a colourless oil. LCMS (Method B): RT = 0.61 min, m/z = 266 [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 2-Chloro-N,N-dimethylethanamine hydrochloride, its application will become more common.

Reference:
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin; HARRISON, Tim; HEWITT, Peter; ROUNTREE, Shane; HUGUES, Miel; BURKAMP, Frank; JORDAN, Linda; HELM, Matthew; BROCCATELLI, Fabio; CRAWFORD, James John; GAZZARD, Lewis; WERTZ, Ingrid; LEE, Wendy; (304 pag.)WO2018/73602; (2018); 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. 821-10-3, name is 1,4-Dichlorobut-2-yne, A new synthetic method of this compound is introduced below., Quality Control of 1,4-Dichlorobut-2-yne

1,4-Dichloro-2-butyne (16) (1.26 mL, 13.1 mmol) was added to a solution of malonate 15 (2.50 g, 8.73 mmol) and K2CO3 (3.62 g, 26.2mmol) in MeCN (60 mL) at room temperature. The reaction mixture was stirred for 12h at 90 C, and then H2O (30 mL) was added at 0 C. The resultant mixture was extracted with Et2O (30 mL×3), and the combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue was purified by column chromatography on silica gel (30 g, n-hexane/EtOAc 4/1) to afford chloride 18 (2.54 g, 6.81mmol) in 78% yield.

The synthetic route of 821-10-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Masuda, Keisuke; Tanigawa, Masashi; Nagatomo, Masanori; Urabe, Daisuke; Inoue, Masayuki; Tetrahedron; vol. 73; 26; (2017); p. 3596 – 3605;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics