Category: chlorides-buliding-blocks

Reference of 101-79-1,Some common heterocyclic compound, 101-79-1, name is 4-(4-Chlorophenoxy)aniline, molecular formula is C12H10ClNO, 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.

B. r4- (4-Chloro-phenoxy)-phenylaminol-acetic acid ethyl ester. Oxo-acetic acid ethyl ester (0.243 g, 2.38 mmol) was added to a solution of 4- (4-chloro- phenoxy)-phenylamine (0.5 g, 2.27 mmol) in DCE (48 mL). The mixture was stirred at rt for 15-20 min, before the addition of Na (OAc) 3BH (0.625 g, 2.95 mmol) and AcOH (0.24 mL). The mixture was stirred at rt for 5 h. More oxo- acetic acid ethyl ester (0.08 g) and AcOH (0.03 mL) were added, and the mixture was stirred at rt overnight. Saturated NaHCO3 (50 mL) and excess CH2CI2 (50 mL) were then added to the reaction mixture. The aqueous layer was extracted with CH2CI2 (3 X 50 mL). The combined organic layers were washed with brine (40 mL) and dried (MgS04), and the solvent was removed. Purification by column chromatography with 20-50percent EtOAc/hexanes afforded 0.4 g (61 percent) of the desired product. MS (electrospray) : mass calculated for Ct4H12CINO3, 305.76 ; m/z found, 306.1 [M+H] +.’H NMR (400 MHz, CDCI3) : 7.25-7. 23 (m, 2H), 6.93-6. 86 (m, 4H), 6.64-6. 62 (m, 2H), 4.28 (dd, J= 14.3, 7.1 Hz, 2H), 3.92 (s, 2H), 1.33 (t, J= 7.1 Hz, 3H).

The synthetic route of 101-79-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2005/44810; (2005); A1;,
Chloride – Wikipedia,
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Reference of 626-43-7, A common heterocyclic compound, 626-43-7, name is 3,5-Dichloroaniline, molecular formula is C6H5Cl2N, 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.

To a solution of 3,5-dichloroaniline (3.56 g, 21.97 mmol) in acetonitrile (60 mL) at 0C was added NBS (4.30 g, 24.17 mmol). The reaction was kept at 0C and stirred for 3 h. The solvent was concentrated under reduced pressure and the residue was partitioned between EtOAc (200 mL) and water (100 mL). The organic layer was washed with brine, dried over MgS04, filtered and concentrated in vacuo. The residue was purified by chromatography on silica (Eluant: Hexane:EtOAc = 90: 10) to afford the title compound 4-bromo-3,5-dichloroaniline. LCMS calc. = 239.89; found = 239.84/241.84 (M+H)+. NMR (500 MHz, CDC13): delta 7.71 (s, 2 H); 3.80-

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 SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; ZHANG, Ting; CHEN, Yi-Heng; GUO, Liangqin; HRUZA, Alan; JIAN, Tianying; LI, Bing; MENG, Dongfang; PARKER, Dann, L., Jr.; SHERER, Edward, C.; WOOD, Harold, B.; SAKURADA, Isao; (130 pag.)WO2016/94260; (2016); 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. 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 104-11-0

General procedure: A solution of 0.17g (1.40mmol) of N-benzylmethylamine, 0.20g (1.40mmol) of K2CO3 and 0.40g of (R,S)-3(4-bromobutyl)-5-phenyloxazolidin-2-one 23 in ACN was allowed to stirring under reflux for 6-12h and monitored by TLC until the reaction was completed. The hot solution was filtered and concentrated in vacuo to afford 0.29g (85.0mmol) of a chromatography pure yellow oil 2a.

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 104-11-0.

Reference:
Article; Zampieri, Daniele; Vio, Luciano; Fermeglia, Maurizio; Pricl, Sabrina; Wuensch, Bernhard; Schepmann, Dirk; Romano, Maurizio; Mamolo, Maria Grazia; Laurini, Erik; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 712 – 726;,
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. 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, A new synthetic method of this compound is introduced below., Product Details of 7051-16-3

General procedure: To a solution of 4-bromoanisole (200.8 mg, 1.09 mmol, 1.0 equiv) in acetonitrile (2 mL) was added N-chlorosuccinimide(NCS) (158.3 mg, 1.19 mmol, 1.1 equiv) at rt to give a slightly cloudy mixture. Chlorotrimethylsilane (TMSCl) (14 muL, 0.11 mmol, 0.1 equiv) was then added drop-wise to the reaction mixture. Within a few minutes, the reaction mixture became clear pale yellow solution. The mixture continued to stir at rt for 1 h and was diluted with hexane. The biphasic mixture was concentrated on a rotary evaporator to a crude white solid-oil mixture. This mixture was taken up in hexane and filtered through a short plug of SiO2 and eluted with 5-10% EtOAc-hexane solution. The clear filtrate was concentrated to obtain a mixture of 4-bromo-2-chloro-1-methoxybenzene (2a-Cl) and 2,4-dichloro-1-methoxybenzene (2a-diCl) 237.0 mg (88% of 2a-Cl and 11% of 2a-diCl,based on NMR ratio 2a-Cl: 2a-diCl = 7.1: 1.0; as a pale yellow solid).

The synthetic route of 7051-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maibunkaew, Tapanee; Thongsornkleeb, Charnsak; Tummatorn, Jumreang; Bunrit, Anon; Ruchirawat, Somsak; Synlett; vol. 25; 12; (2014); p. 1769 – 1775;,
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. 1205-71-6, name is 4-Chloro-N-phenylaniline, A new synthetic method of this compound is introduced below., Formula: C12H10ClN

General procedure: 0.248 g (1.00 mmol) of (4-bromophenyl) phenylamine, 0.176 g (1.05 mmol) of 9H-carbazole,4.6 mg (5.0 mumol) of tris (dibenzylideneacetone) dipalladium,14.9 mg (35.0 mumol) of 2- (di-tert-butylphosphino) -2 ‘, 4′, 6′-triisopropyl-1,1’-biphenyl,After 0.144 g (1.50 mmol) of sodium tert-butoxide and 3 mL of o-xylene were added, the inside of the reaction system was replaced with argon gas.Thereafter, the mixture was heated to 140 C. and stirred for 15 hours. After cooling to room temperature, the reaction was stopped by adding 25 mL of water. Further, 20 mL of ethyl acetate and 9- (p-tolyl) -9H-carbazole as an internal standard were added and stirred until the ethyl acetate layer became homogeneous.The ethyl acetate layer (0.2 mL) was collected, diluted with tetrahydrofuran 4 mL, and the conversion of (4-bromophenyl) phenylamine was 99% or more by HPLC analysis,It was confirmed that 98% of 9- [4- (phenylamino) phenyl] -9H-carbazole was formed relative to (4-bromophenyl) phenylamine.

The synthetic route of 1205-71-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAGAMI CHEMICAL RESEARCH INSTITUTE; TOSOH CORPORATION; YAMAKAWA, TETSU; OHTSUKA, YUKI; MIYAZAKI, TAKANORI; (28 pag.)JP2018/90563; (2018); 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. 1939-99-7, name is Phenylmethanesulfonyl chloride, A new synthetic method of this compound is introduced below., Application In Synthesis of Phenylmethanesulfonyl chloride

To a solution of 2-((tert-butyldimethylsilyl)oxy)ethanamine (11.7 g, 66.6 mmol) and triethylamine (11.2 mL, 79.9 mmol) in tetrahydrofuran (222 mL) at 0 C. was slowly added phenylmethanesulfonyl chloride (12.7 g, 66.6 mmol) portion wise and the reaction was stirred at room temperature for 16 hours. MTBE was then added and the Et3N.HCl salt was removed by filtration. The filtrate was then concentrated and purified by silica gel solumn chromatography (0-30% Acetone in heptane, 216 nM) to N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-phenylmethanesulfonamide (17.8 g, 81% yield). LCMS (ESI), m/z, 330. [M+H]+.

The synthetic route of 1939-99-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Fauber, Benjamin; Gobbi, Alberto; Rene, Olivier; van Niel, Monique Bodil; Gancia, Emanuela; Gaines, Simon; Ladduwahetty, Tammy; Vesey, David; Ward, Stuart; Winship, Paul; (101 pag.)US2016/168141; (2016); 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. 766545-20-4, name is 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

Following the procedure described in Example 12,Was reacted with 0.84 g (0.0075 mmol) of N-cyanoethyl ester from 1.03 g (0.005 mol) of 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride,To give 0.8 g of a white solid, A mixture of 1.2 g (0.004 mol) of 2-chloro-4,5,6,7-tetrahydrothiazole [5,4-c] pyridine trifluoroacetate,0.67 g (0.006 mol)N-cyanoethyl esterWas added to a reaction flask equipped with 30 ml of methanol,0.73 g (0.0048 mol) of DBU was added,Heating to reflux reaction,After 2 hours the TLC monitoring reaction was complete,Cooling white solid precipitation,

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 766545-20-4.

Reference:
Patent; Shenyang Sinochem Pesticide Chemical Research and Development Co., Ltd.; Yang, Jichun; Li, Miao; Fan, Xiaoxi; Yang, Fan; Li, Keke; Liu, Zhangling; (46 pag.)CN106467538; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2687-12-9, name is Cinnamyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of Cinnamyl chloride

General procedure: To a solution of [Ru(Cp*)Cl2]2 (1) (6.2 mg, 1.5 mol%) and K2CO3 (226 mg, 1.63 mmol) in dry acetonitrile (0.5 mL) in a schlenk tube was added cinnamyl chloride (92 mul, 0.65 mmol). The resulting mixture was stirred at room temperature under a nitrogen atmosphere for 20 min followed by a slow addition of the corresponding phenols (0.98 mmol) (Table 2) in dry acetonitrile (1 mL) over 15 minutes. The reaction mixture was stirred for another 16 h at room temperature and then filtered through a celite plug and washed with dichloromethane (10 mL). The filtrate was evaporated under reduced pressure and purified by silica gel column chromatography to afford the branched product. Characterization data and copies of NMR spectra were provided below

The synthetic route of 2687-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Siddappa, Ravi Kumara Guralamatta; Chang, Chih-Wei; Chein, Rong-Jie; Tetrahedron Letters; vol. 55; 5; (2014); p. 1031 – 1035;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, 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 14752-66-0, name: Sodium 4-chlorobenzenesulfinate

General procedure: A mixture of sulfinic acid sodium salt 2 (0.60 mmol), PdCl2 (0.10 equiv), Baylis-Hillman adduct 1 (0.50 mmol), and CuCl2 (1.0 equiv) was dissolved in 1,4-dioxane (3.0 mL) in a 10-mL round- bottomed flask. The mixture was vigorously stirred at 90C for 8 h. After cooling to r.t., the mixture was partitioned between EtOAc (25.0 mL) and H2O (25.0 mL) and filtered through a celite pad. The filtrate was transferred to a separatory funnel, and the organic layer was washed with H2O and brine, dried (anhyd Na2SO4), and concentrated in vacuo. The resulting residue was purified by column chromatography (gradient, hexane-EtOAc) to afford the pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Sodium 4-chlorobenzenesulfinate, and friends who are interested can also refer to it.

Reference:
Article; Bal Raju, Kammari; Mari, Vellakkaran; Nagaiah, Kommu; Synthesis; vol. 45; 20; (2013); p. 2867 – 2874;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2533-69-9, 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. 2533-69-9 name is Methyl 2,2,2-trichloroacetimidate, 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.

To a solution of 1,2-benzenediamine (2.6 g, 24 mmol) in acetic acid (60 mL), methyl 2,2,2-trichloroethanimidoate (3.1 mL, 25 mmol) was added dropwise at 10 C. The mixture was stirred at room temperature for 5 h, then poured into water (1.0 L). The precipitate was separated by filtration, air-dried, and was directly used for the next step without purification (4.75 g, 84%).

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

Reference:
Patent; Incyte Corporation; Zou, Ge; Combs, Andrew P.; Buesking, Andrew W.; (62 pag.)US2016/229843; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics