Chlorides-buliding-blocks

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. 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., 26487-67-2

To a solution of 1,1-bis(4-hydroxyphenyl)-2-phenylbut-1-ene (26.4 mg, 83.4 mumol) in DMF (0.83 mL) at 0 ¡ãC was added 55percent sodium hydride (dispersion in paraffin liquid, 29.1 mg, 0.667 mmol). The reaction mixture was stirred for 15 min at 50 ¡ãC and then N-(2-chloroethyl)hexahydro-1H-azepine hydrochloride (54.5 mg, 0.275 mmol) was added in portions at room temperature. After the reaction mixture had been stirred for 3.5 h at 50 ¡ãC, saturated aqueous ammonium chloride was added at 0 ¡ãC. The mixture was extracted with dichloromethane and the organic layer was dried over sodium sulfate. After filtration of the mixture and evaporation of the solvent, the crude product was purified by thin layer chromatography on silica (eluant; ammoniacal chloroform/methanol = 15/1) to afford RID-F (compound 6) (37.3 mg, 79percent) as a pale yellow oil

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; Hasegawa, Makoto; Yasuda, Yukari; Tanaka, Makoto; Nakata, Kenya; Umeda, Eri; Wang, Yanwen; Watanabe, Chihiro; Uetake, Shoko; Kunoh, Tatsuki; Shionyu, Masafumi; Sasaki, Ryuzo; Shiina, Isamu; Mizukami, Tamio; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 290 – 305;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

27139-97-5, 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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, A new synthetic method of this compound is introduced below.

Step 1 Ethyl (E)-3-(5-chloro-2-methylphenyl)-2-propenoate To 2-bromo-4-chloro toluene (20.0 g; 97.3 mmol) in 300 mL of THF at -78¡ã C. was added n-BuLi 2.5M (40.8 mL) dropwise. After 20 min. 1-formylpiperidine (11.4 mL; 103.0 mmol) in 10 mL of THF was added dropwise. After 30 min the reaction mixture was brought to 0¡ã C. and quenched with HCl (10percent) and diluted with EtOAc. The organic phase was collected, dry and the solvent evaporated to yield 13.3 g (89percent) of 5-chloro-2-methylbenzaldehyde.

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; Merck Frosst Canada & Co.; US6242493; (2001); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

4863-91-6, Name is 3-Chloro-5-fluoroaniline, 4863-91-6, 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.

To a cooled (0 C) solution of 3-chloro-5-fluoroaniline (5.0 g, 33 mmol) in MeCN (50 ml) was added a suspension of N-bromosuccinimide (5.9 g, 33 mmol) in MeCN (10 ml). After being stirred for 2 h at RT the reaction was quenched by adding 10 % NaHS03 (50 ml). The mixture was concentrated to about half of the volume, diluted with water (50 ml) and extracted with EtOAc (3×50 ml). Combined organic phases were dried over Na2S04 and evaporated to give crude product, which was purified by CombiFlash (column: silica, eluent: 0-100 % EtOAc in heptane) to yield 5.5 g (74 %) of the title compound. -NMR (400MHz; d6-DMSO): delta 5.88 (bs, 2H), 6.45 (dd, IH), 6.64 (m, IH).

Statistics shows that 3-Chloro-5-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 4863-91-6.

Reference:
Patent; ORION CORPORATION; WOHLFAHRT, Gerd; TOeRMAeKANGAS, Olli; SALO, Harri; HOeGLUNG, Lisa; KARJALAINEN, Arja; KNUUTTILA, Pia; HOLM, Patrick; RASKU, Sirpa; VESALAINEN, Anniina; WO2011/51540; (2011); 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. 101-79-1, name is 4-(4-Chlorophenoxy)aniline, A new synthetic method of this compound is introduced below., 101-79-1

A solution of 4-tert-butyl-2-aminopyridine (0.177 g, 1.18 mmol, 1 equiv.) in 1.2 mL of anh. CH2Cl2 (1.2 mL) was added to CDI (0.200 g, 1.24 mmol, 1.05 equiv) and the mixture was allowed allowed to stir under argon at room temperature 1 d. To the resulting solution was added 4-(4-chlorophenoxy)aniline (0.259 g, 1.18 mmol, 1 equiv.) in one portion. The resulting mixture was stirred at room temperature for 1 d, then was treated with a 10percent citric acid solution (2 mL) and allowed to stir for 1 h. The resulting organic layer was extracted with EtOAc (3*5 mL). The combined organic layers were dried (MgSO4) and concentrated in vacuo. The resultant residue was treated with CH2Cl2 (10 mL) and a 1N aqueous NaOH solution. This mixture was allowed to stir overnight. The resulting organic layer was extracted with CH2Cl2 (3*5 mL). The combined organic layers were (MgSO4) and concentrated in vacuo. The resultant solids were suspended in diethyl ether (10 mL) and sonicated for 15 minutes. The resulting white solid were dried to give N-(4-tert-butylpyridyl)-N’-(4-(4-chlorophenoxy)phenyl) urea (42 mg, 9percent): mp 198-199¡ã C.

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; BAYER CORPORATION; US2002/165394; (2002); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, 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. 1871-57-4

Sodium hydride (992.6 mg, 60% in mineral oil, 24.8 MMOL) was added portionwise to a solution of (2-hydroxy-ethyl)-carbamic acid test-butyl ester (2 g, 12.4 MMOL) in 1-methyl-2- pyrrolidinone (20 ML) AT-2 C, in order to maintain the temperature BELOW 5 C. The mixture was then stirred for 30 minutes, cooled TO-5 C, and a solution of 3-chloro-2-chloromethyl- 1-propene (1.44 ml, 12.4 MMOL) in 1-methyl-2-pyrrolidinone (10 ml) added dropwise in order to maintain the temperature below 3 C. Once addition was complete, the reaction mixture was allowed to warm to room temperature and stirred for a further 18 hours. The reaction mixture was diluted with water and extracted with ether (2X50 ml). The combined organic extracts were dried over magnesium sulphate and evaporated under reduced pressure. The residual oil was purified by column chromatography on silica gel using ethyl acetate: pentane (10: 90) to give the title compound as a clear oil, 713 mg. H NMR (400MHZ, CDCI3) : No. 1. 46 (s, 9H), 3.51 (d, 2H), 3.72 (d, 2H), 4.00-4. 20 (m, 4H), 4.95 (s, 1H), 5.04 (s, 1H). APCI M/Z 236 [MNA] +

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1871-57-4, its application will become more common.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/74291; (2004); 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 41965-95-1 as follows. 41965-95-1

Methyl 2-chloro-4-[(3-chloro-4-methoxybenzyl)amino]-6-cyanoquinoline-3-carboxylate, 14 To a heterogenous mixture of quinoline 13 (3.56 mmol) and 3-chloro-4-methoxy benzylamine.HCl (3.92 mmol) in NMP (15 mL) was added iPr2NEt (8.90 mmol). The reaction mixture was heated to 80 C. for 3 h. Subsequently, cooled the reaction mixture to ambient temperature and added 1M aqueous HCl and EtOAc. The resulting layers were separated and the organic layer washed with water (3*) followed by brine (1*). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was dissolved in a minimum amount of hot EtOAc and allowed to cool to ambient temperature. Hexanes was then added to the solution and the intermediate 14 (80% yield) precipitated out and was collected by vacuum filtration. 1H NMR (300 MHz, CDCl3) delta8.20 (s, 1H), 7.95 (d, 1H, J=8.4 Hz), 7.82 (d, 1H, J=7.5 Hz), 7.38 (s, 1H), 7.27-7.22 (m, 1H), 6.98 (d, 1H, J=8.4 Hz), 6.26 (s, 1H), 4.54 (d, 2H, J=4.8 Hz), 3.95 (s, 3H), 3.93 (s, 3H).

According to the analysis of related databases, 41965-95-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; Landry, Donald W.; Deng, Shixian; Arancio, Ottavio; Fiorito, Jole; Wasmuth, Andrew; (41 pag.)US10626113; (2020); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1127-85-1, name is 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, molecular formula is C8H8Cl2N2, 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. 1127-85-1

EXAMPLE XIV STR44 A mixture of 2,4-dichloro-5,6,7,8-tetrahydroquinazoline ?prepared according to the procedure described by M. Botta et al., 40, Tetrahedron, (1984), 3313! (500 mg, 2.4 mmol), phenylhydrazine (270 mg, 2.5 mmol) and N,N-diisopropylethylamine (1 ml, 5.7 mmol) in THF (50 ml) was heated at reflux temperature overnight. The reaction was cooled to room temperature and phosgene (200 ml, 20% in toluene) was added slowly and stirred for an additional 10 min. The mixture was poured into water and extracted with ethyl acetate (3*50 ml). The combined organic layers were washed with brine, dried over Na2 SO4 and evaporated under reduced pressure. The residue was triturated with ethanol and filtered to afford 5-chloro-2-phenyl-7,8,9,10-tetrahydro-1,2,4-triazolo[4,3-c]quinazolin-3-one, m.p. 205-207 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1127-85-1, its application will become more common.

Reference:
Patent; Neurogen Corporation; US5677309; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common heterocyclic compound, 328-84-7, name is 3,4-Dichlorobenzotrifluoride, molecular formula is C7H3Cl2F3, 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. 328-84-7.

Example- 1; N-methylpyrrolidone (1050 ml) was charged in an autoclave along with 102 g anhydrous activated potassium fluoride, 377 g 3,4- dichlorobenzotrifluoride was added. Ammonia (158 g) gas was passed in the reactor from the pressure pot at ambient temperature. The content of the reactor was heated to 245-250¡ãC over a period of 2 hours to get reactor pressure of 30-32 kg/cm2. Excess NH3 was fed from the pressure pot to maintain the reactor pressure at 38-40 kg/cm at 245-250¡ãC liquid temperature. Reaction mixture was maintained at 245-250¡ãC and at 38-40 kg/cm2 pressure for further 8 hours. Reaction mixture was cooled to ambient temperature and NH3 was vented and recovered. Reaction mixture was filtered and on fractionation gave 77percent yield of 2-chloro-4- trifluoromethylaniline and 13percent yield of 2-chloro-5-trifluoro methyl aniline based on consumed 3,4-dichlorobenzotrifluoride.

The synthetic route of 3,4-Dichlorobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GHARDA, Keki Hormusji; WO2011/107998; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

108-37-2, 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. 108-37-2 name is 1-Bromo-3-chlorobenzene, 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.

0.72 g (29.6 mmol) of magnesium dust was immersed in 15 mL of anhydrous tetrahydrofuran, and one iodine was added thereto, and two drops of m-chlorobromobenzene were added dropwise at room temperature. The turbidity was changed by the air gun micro-heating system, and the system was slightly boiled and dropped into 15 mL of tetrahydrofuran and 5.61 g.A mixture of (29.3 mmol) m-bromochlorobenzene was heated and refluxed for 3 hours after the dropwise addition. Decrease to room temperature and use until the next step. To a solution of the format reagent in tetrahydrofuran, 0.34 g (1.8 mmol) of cuprous iodide was added, and the mixture was stirred at room temperature for 1 hour. Slowly drip propargyl alcohol0.66 g (11.7 mmol), after completion of the dropwise addition, was heated to reflux for 24 hours. After cooling, a saturated ammonium chloride solution was added dropwise to adjust pH = 5. Extracted 3 times with 30 mL of ethyl acetate, combined organic phase, washed with saturated sodium hydrogen carbonate solution, washed with saturated sodium chloride solution, anhydrousDry over sodium sulfate. After spin-drying, 10 mL of methanol was added to the system to precipitate a solid, and the solid was taken out and distilled under reduced pressure to give 1.84 g of a pale yellow oily liquid. The yield was 92.3%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-chlorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Hebei University of Science and Technology; Zhang Guogang; Du Wei; Zhao Yanli; Feng Xue; Song Miaomiao; Song Wei; Yang Ying; (11 pag.)CN108484535; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13726-14-2, 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 13726-14-2 as follows.

General procedure: Procedure B: A mixture of substituted 2,4-dichloropyrimidine (1.0 equiv.), and substituted aniline (1.0-1.05 equiv.), and DIPEA (1.2 equiv.) in isopropanol (0.1 M) was stirred and heated at reflux. The reaction time, work-up, and product isolation procedure are described below.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 13726-14-2, and friends who are interested can also refer to it.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics