Chlorides-buliding-blocks

Electric Literature of 39885-50-2,Some common heterocyclic compound, 39885-50-2, name is 2-Chloro-4-(trifluoromethyl)aniline, molecular formula is C7H5ClF3N, 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 6 A mixture (301 g) of 2-chloro-4-trifluoromethylaniline, 2-chloro-5-trifluoromethylaniline and N-methylpyrrolidone (NMP) (1.06 m/m) was mixed with 500 ml chlorobenzene. Sulfuryl chloride (148.4 g) was added to the mixture at 55-60° C. over a period of 4 hours and the reaction mixture was maintained at 55-60° C. for 4 hours. Reaction medium on treatment and fractionation gave 0.84 m of 2,6-dichloro-4-trifluoromethylaniline, 95percent yield on 2-chloro-4-trifluoromethyl aniline.

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-(trifluoromethyl)aniline, its application will become more common.

Reference:
Patent; Gharda, Keki Hormusji; US2013/30190; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1996-30-1, These common heterocyclic compound, 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, 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: E0 (1.00 equivalent), bromo-chloro-fluorobenzene (1.00 equivalent) tris(dibenzylideneacetone)dipalladium(0) Pd2(dba)3 (0.04 equivalents, CAS: 51364-51-3), XPhos (0.08 equivalents, CAS 564483-18-7) and potassium phosphate (K3PO4, 3.0 equivalents) are stirred under nitrogen atmosphere in toluene/H2O (10:1) at 100 C for 16 h. After cooling down to room temperature (RT) and the reaction mixture is extracted with ethyl acetate/brine. Organic phase is collected, washed with brine and dried over MgSO4. The organic solvent is removed, the crude is recrystallized from toluene.

The synthetic route of 1996-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYNORA GMBH; SZAFRANOWSKA, Barbara; ZINK, Daniel; (205 pag.)WO2019/101746; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1127-85-1, name is 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, 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. SDS of cas: 1127-85-1

9a) 2-(4-(2-Chloro-5,6,7,8-tetrahydrocuinazolin-4-yloxy)phenyl)acetic acid methyl ester 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline (300 mg, 1.477 mmol), 2-(4-hydroxyphenyl)acetic acid methyl ester (245 mg, 1.477 mmol) and potassium carbonate (408 mg, 2.95 mmol) in DMF (4 ml) were stirred for I h at 80C. After adding water the precipitated solid was filtered off, washed with water and dried under vacuum. White solid. Yield: 441 mg (90% of theory)LC-MS (method 1): R 2.43 mm, m/z [M+H] 333 (ES)

The synthetic route of 1127-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; KONETZKI, Ingo; JAKOB, Florian; CRAAN, Tobias; HESSLINGER, Christian; RATCLIFFE, Paul; SHIERS, Jason J.; WO2014/117948; (2014); 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. 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., name: 3-Chloro-4-((3-fluorobenzyl)oxy)aniline

1.20 g (5.7 mmol) of 4-chloro-6-nitro-quinazoline (prepared by referring to WO 2007/082434) and 1.37 g (5.6 mmol) of 4-(3-fluoro-benzyloxy)-3-chloro-aniline (prepared by referring to WO 2007/082434) were dissolved in 80 mL of isopropanol and refluxed for 3 hours. A large amount of yellow solid was precipitated from the system, and was filtered. The filter cake was washed with a saturated sodium bicarbonate solution till pH=8 and dried under vacuum to obtain 1.62 g (3.75 mmol) of yellow solid, which was identified as the compound 4-[3-chloro-4-(3-fluoro-benzyloxy)phenylamino]-6-nitro-quinazoline with a yield of 67%.1H-NMR (400 MHz, CDCl3): delta11.30 (1H, br), 9.54-9.48 (1H, m), 8.45-8.41 (1H, m), 8.31-8.25 (1H, m), 7.98-7.89 (1H, m), 7.50-7.47 (1H, m), 7.35-7.26 (1H, m), 7.05-6.96 (1H, m), 6.90-6.80 (2H, m), 7.74-7.60 (2H, m), 4.84 (2H, s).

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 202197-26-0.

Reference:
Patent; Guo, Jianhui; Jiang, Yong; US2012/4249; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4152-90-3, name is (3-Chlorophenyl)methanamine, 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 4152-90-3, Formula: C7H8ClN

General procedure: In a typical process, into a 25 ml autoclave equipped with a magnetic stirrer were added 5percentRu/AC (0.03 mmol, 3 molpercent), benzylamine (1 mmol), 5 mL toluene at room temperature successively. After which the resulting reaction mixture was heated at 150 °C for 4 h under 0.5 MPa of oxygen atmosphere. The final reaction conversion and selectivity towards the corresponding nitriles were determined by Gas Chromatograph. After reaction, the product was purified by column chromatography of the reaction mixture on neutral alumina using hexanes/dichloromethane (80:20) or hexanes/EtOAc (30:1) as eluent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (3-Chlorophenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Article; Niu, Baoqiang; Lu, Fei; Zhang, Hong-Yu; Zhang, Yuecheng; Zhao, Jiquan; Chemistry Letters; vol. 46; 3; (2017); p. 330 – 333;,
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. 2106-04-9, name is 3-Chloro-2-fluoroaniline, A new synthetic method of this compound is introduced below., Computed Properties of C6H5ClFN

6-Acetoxy-4-chloro-7-methoxyquinazoline (prepared as described in Example 25- 5 of in WO01/66099, 6.00 g, 23. 8 mmol) and 3-chloro-2-fluoroaniline (3.46 g, 23. 8 mmol) were suspended in iso-propanol (200 ml). The mixture was heated to 80C under reflux for 3 hours. The solvent was evaporated; the residue was crystallised from acetonitrile, giving 6-ACETOXY-4- (3-CHLORO-2-FLUOROANILINO)-7-METHOXYQUINAZOLINE hydrochloride as a pale pink crystalline solid (8.16 g, 92%) ; 1H NMR : 2.37 (s, 3H), 4. 00 (s, 3H), 7.34 (ddd, 1H), 7. 48 (s, 1H), 7.52 (ddd, 1H), 7.61 (ddd, 1H), 8. 62 (s, 1H), 8. 86 (s, 1H) ; Mass Spectrum : 362.4, 364.4.

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENEKA UK LIMITED; WO2005/26156; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6940-78-9, name is 1-Bromo-4-chlorobutane, 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 6940-78-9, category: chlorides-buliding-blocks

Example 7 Preparation of 7-CBQ by reaction of 7-HQ with 1-bromo-4-chlorobutane in 2-propanol in Presence of About 85% Solid potassium hydroxide A mixture of 7-HQ (40 g, 0.245 mole), 1-bromo-4-chlorobutane (85.7 ml, 127.5 g, 0.735 mole, 3 eq.) and 85% solid potassium hydroxide (21 g, 0.318 mole, 1.3 eq.) in 2-propanol (200 ml) was heated under reflux for 2 hours. The hot reaction mixture was filtered and the solvent and excess 1-bromo-4-chlorobutane were removed to dryness in vacuum. 2-Propanol (125 ml) was added to the residue thus obtained and the mixture was heated under reflux to obtain a solution. A solution of 47% aqueous sodium hydroxide solution was added to the hot solution to produce a pH of about 10-11 and the mixture was set aside at 10-15 C. for 6 hours. A colorless precipitate was collected by filtration, washed with the cold mixture of water and 2-propanol (1:3, 50 ml) and water (100 ml) and dried under reduced pressure at 50 C. overnight to obtain 7-(4-chlorobutoxy)-3,4-dihydro-2(1H)-quinolinone (56.8 g) in 91.3% yield, having a purity of 98.5% (by HPLC). Re-crystallization from acetone gave colorless needle crystals: mp 104.0-105.5 C.

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-4-chlorobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Naddaka, Vladimir; Brand, Michael; Davidi, Guy; Klopfer, Eyal; Gribun, Irina; Arad, Oded; Kaspi, Joseph; US2006/79689; (2006); 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. 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6ClF2NO

The compound 4-(chlorodifluoromethoxy)aniline (2.86 g, 14.6 mmol) was dissolved in 20 mL of DMF, and 5-bromo-6-chloronicotinic acid (3.45 g, 14.6 mmol), HATU (6.66 g, 17.52 mmol) and DIPEA (3.77 g, 29.2 mmol), stirred at room temperature for 2 hours. The reaction solution was poured into 100mL water and extracted three times with 20mL of ethyl acetate, the combined ethyl acetate and washed with saturated brine. Dry over anhydrous sodium sulfate and concentrate by filtration. Column chromatography (petroleum ether / ethyl acetate, 3/1) gave white solid powder 3.35 g. The yield was 60.3%.

The synthetic route of 39065-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (35 pag.)CN109651359; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 932-96-7, The chemical industry reduces the impact on the environment during synthesis 932-96-7, name is 4-Chloro-N-methylaniline, I believe this compound will play a more active role in future production and life.

(a) 5-((4-Chlorophenyl)(methyl)amino)picolinaldehvde; 4-Chloro-A/-methylaniline (1.6 mL, 12.9 mmol) in toluene (44 mL) was added to a mixture of Cs2C03 (4.9 g, 15.05 mmol), Pd(OAc)2 (0.121 g, 0.538 mmol), BINAP (0.502 g, 0.806 mmol) and 5-bromopicolinaldehyde (2.00 g, 10.75 mmol). The mixture was stirred at 85 C for 15 h and after cooling filtered through Celite. The solids were washed with EtOAc. The combined filtrates were concentrated and the residue purified by chromatography to give the sub-title compound. Yield: 1.537 g (58%).

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-Chloro-N-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOLIPOX AB; NILSSON, Peter; PELCMAN, Benjamin; KATKEVICS, Martins; ROeNN, Robert; KROG-JENSEN, Christian; WO2011/110824; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 33863-76-2,Some common heterocyclic compound, 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, molecular formula is C6H3BrClF, 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.

Preparation 1 [ 1-BROMO-3-CHLORO-5-METHOXYBENZENE] Sodium methoxide (4.5M solution in methanol, 2.20 [ML,] 10.0 [MMOL)] was added dropwise to a stirred solution of 1-fluoro-3-chloro-5-bromobenzene (1.00 g, 4.77 [MMOL)] in methanol (28 ml) at room temperature under a nitrogen atmosphere. The mixture was heated under reflux for 3 days and then cooled to room temperature. The mixture was evaporated under reduced pressure and the resulting yellow oil was dissolved in [DICHLOROMETHANE] (30 [ML).] The [DICHLOROMETHANE SOLUTION] was washed with water [(2X20] [ML)] dried over magnesium sulphate, filtered and evaporated under reduced pressure. The residue was purified by chromatography on silica gel eluting with cyclohexane to provide the title compound as a colourless oil (302 mg).[1 H-NMR (400MHZ, CDC13)] : 8 3.77 (s, 3H), 6.82 (s, [1H),] 6.94 (s, [1H),] 7.09 (s, 1H). Microanalysis : Found: C, 37.94 ; H, 2.75. [C7H6BRCIO] requires; C, 37.96 ; H, 2.73%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-chloro-5-fluorobenzene, its application will become more common.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/31178; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics