Month: July 2021

Reference of 2770-11-8, These common heterocyclic compound, 2770-11-8, name is 2-(4-Chlorophenoxy)aniline, 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.

A solution of the aniline (250 mg, 1.14 mmol), l-acetyl-3-indolecarboxaldehyde (107 mg, 0.57 mmol), NaBH(OAc)3 (302 mg, 1.43 mmol) and AcOH (205 mg, 3.42 mmol) in 1,2-DCE (3 ml) was stirred at room temperature for 16 h. The reaction was quenched with a saturated aqueous solution of sodium bicarbonate (5 ml) and extracted with EtOAc (3 x 5 ml). The combined organics were dried (MgSO4), filtered and concentrated in vacuo before purification by flash chromatography (eluant; 8:2 hexane:EtOAc to EtOAc) proceeded to afford the desired product which was recrystallised from EtOAc and hexane to afford a cream solid (174.1 mg, 78%).1H NMR: (CDCl3, 270 MHz): delta 2.56 (3H, s, CH3), 3.77 (IH, br s, NH), 4.47 (2H, br s,CH2), 6.65-7.50 (12H, m, ArH), 8.41 ppm (IH, d, J= 7.9 Hz, ArH). 13C NMR: (CDCl3, 67.93 MHz): 5 24.1, 39.7, 112.1, 117.0, 117.6, 118.5, 119.0, 119.6,120.1, 123.0, 123.7, 125.5, 125.7, 128.0, 129.7, 136.1, 140.0, 143.5, 156.2, 168.6 ppm.LCMS: 1.550 min, (95% MeOH : 5% water at 1.0 ml/min), AP”: 389.20.HPLC: 3.410 min, 95.90% purity, (isocratic, 90% acetonitrile : 10% water at 1.0 ml/min).HRMS (MicroTOF): C23H20ClN2O2 requires 391.1208, found 391.1194. M.Pt. 107-1080C.

Statistics shows that 2-(4-Chlorophenoxy)aniline is playing an increasingly important role. we look forward to future research findings about 2770-11-8.

Reference:
Patent; STERIX LIMITED; WO2009/66072; (2009); A2;,
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. 104-77-8, name is 3-Chloro-N,N-diethylpropan-1-amine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H16ClN

EXAMPLE 17 Methyl 2-(3-diethylamino-propyl)-5-(3,5-dichlorophenylamino)-2H-1,2,3-triazole-4-carboxylate hydrochloride A mixture consisting of 5.8 gm (0.02 mol) of methyl 1-(3,5-dichlorophenyl)-5-amino-1H-1,2,3-triazole-4-carboxylate, 80 ml of absolute dimethylformamide, 0.8 gm of sodium hydride dispersion and 3.0 gm (0.02 mol) of 1-chloro-3-diethylamino-propane was reacted and worked up as in Example 15. 0.9 gm (9.2% of theory) of the desired compound was obtained; melting point 158 C.

According to the analysis of related databases, 104-77-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim KG; US4505912; (1985); A;,
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. 67952-93-6, name is 3-Chloro-4-methylbenzylamine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 67952-93-6

General procedure: Under an Ar atmosphere, to a solution of benzylamine 1a (0.55 mL, 5 mmol) in 20 mL of CH2Cl2, FeCl3 (811 mg, 5.0 mmol) and m-CPBA (2.2 g, 10.5 mmol, 85%) were added successively at 0 C. The reaction mixture was stirred at 0 C for 3h (TLC monitoring) and quenched with saturated aqueous Na2S2O3 (10 mL). Then, 10% NaOH solution (15 mL) and H2O (15 mL) were added and the mixture wasextracted with CH2Cl2. The combined extracts were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using petroleum ether/ethyl acetate as eluant to give the light yellow liquid product of N,N-dichlorobenzylamine 2a 850 mg (97%).

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 67952-93-6.

Reference:
Article; Liu, Jia; Xu, Junchao; Ren, Jiangmeng; Zeng, Bu-Bing; Chemistry Letters; vol. 43; 2; (2014); p. 190 – 192;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2401-24-3, A common heterocyclic compound, 2401-24-3, name is 2-Chloro-5-methoxyaniline, molecular formula is C7H8ClNO, 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.

EXAMPLE 48 4-(2-Chloro-5-methoxyanilino)-6-(methoxymethyl)-2-(2-methyl-1,3-thiazol-4-yl)pyrimidine The title compound was prepared from a mixture of 4-chloro-6-(methoxymethyl)-2-(2-methyl-1,3-thiazol-4-yl)pyrimidine (50 mg, 0.196 mmol) and 2-chloro-5-methoxyaniline (38 mg, 0.196 mmol) similar to Example 13 and isolated as a white solid (33 mg, 45%). 1H NMR (CDCl3): 8.14 (s, 1H), 7.93 (d, J=3.0 Hz, 1H), 7.32 (d, J=8.7 Hz, 1H), 7.22 (s, 1H), 6.86 (s, 1H), 6.64 (dd, J=3.0, 9.3 Hz, 1H), 4.60 (s, 2H), 3.88 (s, 3H), 3.52 (s, 3H), 2.84 (s, 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; Cytovia, Inc.; US2003/69239; (2003); 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

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. 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

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

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

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