Tag: M.W=100-200

Reference of 4584-46-7, These common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, 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.

Intermediate 115yV,yV-Dimethyl-2-[4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrazol-1 – yljethanamine4-(4,4,5,5-Tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 /-/-pyrazole (2 g, 10.31 mmol), cesium carbonate (6.72 g, 20.61 mmol) and 2-chloro-/V,/V-dimethylethanamine hydrochloride (2.227 g, 15.46 mmol) were suspended in acetonitrile (30 mL) and the mixture was heated at reflux for 5 h, then cooled to room temperature, diluted with Et20 and filtered. The filtrate was concentrated in vacuo to give N,N-dimethyl-2-[4-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-1 H-pyrazol-1 -yl]ethanamine dimethyl{2-[4-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-1 H-pyrazol-1 -yl]ethyl}amine (2.61 g, 9.84 mmol, 95 % yield) as an amber oil which was used in the next step without further purification.

Statistics shows that 2-Chloro-N,N-dimethylethanamine hydrochloride is playing an increasingly important role. we look forward to future research findings about 4584-46-7.

Reference:
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); A1;,
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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. 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloro-N,N-dimethylethanamine hydrochloride

A mixture of the 4-hydroxybenzaldehyde (100g, 0.82mol) and anhydrous K2CO3 (330g,2.5mol) in EtOAc (1000mL) was stirring at 80 C till the disappearance of the startingmaterials 4-hydroxybenzaldehyde. Then 2-chloro-N, N-dimethylethanaminehydrochloride (118.69g, 0.83mol) was added into the reaction system and continued tostir until the reaction finished. After reaction, the mixture was filtered and the filtratewas washed with water and dried with Na2SO4. The extraction was filtered and thefiltrate was evaporated under reduced pressure to recycle the ethyl acetate and give thecrude mass which was further evaporated under high vacuum (bp142 -144oC/0.533 kPa)to give pale yellow oil(181.42g, 94%).

According to the analysis of related databases, 4584-46-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Feng, Chengliang; Yan, Bin; Yin, Guibo; Chen, Junqing; Ji, Min; Synlett; vol. 29; 17; (2018); p. 2257 – 2264;,
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118-69-4, name is 2,6-Dichlorotoluene, 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. Safety of 2,6-Dichlorotoluene

5 g of catalyst, as described in examples 3 and 4, was loaded in the reactor along with the diluent corundum particles (1: 1 by weight) and the reaction was performed under the following conditions. A reaction temperature of 350 to [400C] was used, and the GHSV comprised between 650-750 [H-1.] The contact time consisted of 4.8 to 5.5 seconds. The mole ratio of 2,6-DCT : H20 : NH3: air: N2 was 1: 15: 3-4: 21, the molar concentration of 2,6- DCT was 2.4 % and the ratio of [0/NH3] was 1. [1 %.]

The synthetic route of 118-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TESSENDERLO CHEMIE S.A.; WO2003/101939; (2003); A2;,
Chloride – Wikipedia,
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Application of 6276-54-6, These common heterocyclic compound, 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, 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.

3-chloropropylamine-HCL (5 g, 38.46 mmole, 1.0 equiv) was dissolved in 20 mL dry DCM under inert atmosphere. DIPEA (5.47g , 42.31 mmole, 1.1 equiv) was added via syringe at room temperature to the stirring mixture. When the solution was clear and all reagents solubilized, the reaction mixture was cooled to 00C. Under inert atmosphere, boc-anhydride (8.4 g, 38.49 mmole, 1.1 equiv) was dissolved in 5 mL dry DCM. This solution was added slowly to the stirring solution of 3-chloropropylamine-HCL at 00C. After addition, the solution was allowed to warm up to R.T. and mix for 5 hrs while monitoring for completion by TLC and LC/MS. Upon completion, 25 mL of H2O was added to the reaction at ambient atmosphere while mixing. The mixture was then diluted, transferred to a seperatory funnel, and the water layer extracted into DCM (3 x 20 mL). The organic layer was dried over Na2SO4, filtered, and evaporated to dryness to afford a crude powder. The product was purified by Hex: EtOAc silica chromatography using a CombiFlash purification system. Product eluted at 2 : 1 Hex: EtOAc and collected fractions were evaporated to dryness to afford S1-1 as a white powder (MW: 193.67 g/mol, 6.08 g, 82% yield).1H NMR (400 MHz, CDCl3): 3.58 (t, J = 6.4 Hz, 2H), 3.27 (m, 2H), 1.96 (m, 2H), 1.43 (s, 9H).

Statistics shows that 3-Chloropropan-1-amine hydrochloride is playing an increasingly important role. we look forward to future research findings about 6276-54-6.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; SHOKAT, Kevan, M.; GENTILE, Daniel; MOSS, Steven; (380 pag.)WO2018/112420; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 78068-85-6, These common heterocyclic compound, 78068-85-6, name is 3-Chloro-4-fluorobenzotrifluoride, 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 stirred solution of 6-hydroxyindan-1-one (1.48 g, 10 mmol) in 30 ml of DMF was added 3-chloro-4-fluorobenzotrifluoride (2.46 g, 12 mmol) and cesium carbonate (8.40 g, 25 mmol). The reaction mixture was heated at 80 C. for 12 h. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate, washed with water (2*) and brine, dried over sodium sulfate, filtered and concentrated. The crude product was purified by silica gel chromatography, eluding with ethyl acetate (2-40%) in hexane. The final productproduct was collected as brownish yellow oil.

The synthetic route of 78068-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ge, Min; He, Jiafang; Lau, Fiona Wai Yu; Liang, Gui-Bai; Lin, Songnian; Liu, Weiguo; Walsh, Shawn P.; Yang, Lihu; US2007/265332; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 112-26-5, The chemical industry reduces the impact on the environment during synthesis 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, I believe this compound will play a more active role in future production and life.

NaI (46.2 mg, 0.308 mmol), 1,2-bis(2-chloroethoxy)ethane (48 muL, 0.308 mmol) and Cs2CO3 (100 mg, 0.308 mmol) were mixed in DMF (1.0 mL) at rt. The mixture was protected from light, and heated to 100 C for 15 min, after which time, 7-hydroxy-2H-chromen-2-one (50 mg, 0.308 mmol) was added. The reaction was heated for 75 min more, then cooled to rt. The mixture was quenched with 1 N HCl, and extracted with EtOAc (3 x 4 mL). The combined organic layers were evaporated to dryness. The crude material was purified by flash column chromatography (silica gel, solvent gradient 0-50% EtOAc in heptane) to give 32% yield of intermediate chloride SI-1.

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, 1,2-Bis(2-chloroethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ross, Audrey G.; Benton, Bret M.; Chin, Donovan; De Pascale, Gianfranco; Fuller, John; Leeds, Jennifer A.; Reck, Folkert; Richie, Daryl L.; Vo, Jason; LaMarche, Matthew J.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3468 – 3475;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2533-69-9,Some common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, molecular formula is C3H4Cl3NO, 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 1 N-(3-indolylmethyl)-trichloroacetamidine A solution of 5.72 g. (0.033 mole) of methyl trichloroacetimidate in 15 ml. of benzene is added over 15 minutes to a stirred solution of 3.18 g. (0.022 mole) of 3-aminomethylindole in 25 ml. dry dimethylsulfoxide at room temperature. The mixture is stirred for 20 hours at room temperature, concentrated to dryness, and the residue taken up in warm chloroform. The chloroform solution is washed with 2 portions of water and extracted with 3 portions of dilute hydrochloric acid. The aqueous acid extracts are combined, extracted with 2 portions of chloroform and filtered. The clear aqueous filtrate is made basic with a saturated aqueous solution of sodium bicarbonate and the product extracted into 3 portions of chloroform. The combined chloroform extracts are washed with water, dried over magnesium sulfate, filtered and concentrated to dryness to afford N-(3-indolylmethyl)-trichloroacetamidine, which after crystallization from benzene/hexane has a m.p. of 135.5 to 138.5 C.

The synthetic route of 2533-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US4065465; (1977); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 363-51-9, 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. 363-51-9, name is 2-Chloro-6-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 4-bromo-2-butoxy-5-fluorobenzoic acid (Intermediate 2, 1.36 g, 4.67 mmol) and catalyticDMF in anhydrous DCM (25 mL) was added oxalyl chloride (490 ml, 5.6 mmol) dropwise. The resulting mixture wasstirred for 1 h and concentrated under reduced pressure. A solution of the residue in anhydrous DCM (20 mL) was addeddropwise to a stirred solution of 2-chloro-6-fluoroaniline (750 mg, 5.15 mmol) and triethylamine (720 ml, 5.2 mmol) inanhydrous DCM (30 mL). Following complete addition, the mixture stirred for 1 h. The mixture was concentrated underreduced pressure. The residue was dissolved in ethanol (15 mL) and precipitated by slow addition of water (30 mL).The solid was collected on a filter, washed with water and dried in a vacuum oven to yield 1.73 g (88 % yield) of thedesired product.LC-MS: Rt = 1.55 min; MS (ESIpos): m/z = 418 [M+H]+1H-NMR (400 MHz, DMSO-d6) delta [ppm]: 0.787 (0.48), 0.889 (6.64), 0.908 (16.00), 0.926 (7.83), 1.390 (0.52), 1.408(1.83), 1.427 (3.10), 1.446 (3.07), 1.464 (1.83), 1.483 (0.50), 1.731 (0.76), 1.747 (2.12), 1.767 (2.57), 1.784 (2.05), 1.801(0.67), 2.518 (3.81), 2.523 (2.64), 4.165 (2.33), 4.181 (4.62), 4.197 (2.31), 7.329 (0.79), 7.348 (1.90), 7.367 (1.26), 7.372(1.43), 7.380 (1.00), 7.395 (0.95), 7.400 (1.79), 7.414 (1.86), 7.421 (1.38), 7.433 (4.14), 7.438 (3.57), 7.453 (1.07), 7.458(0.93), 7.579 (2.69), 7.593 (2.74), 7.612 (3.05), 7.634 (2.88), 9.836 (4.40).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-6-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bayer AG; Gradl, Stefan, Nikolaus; Niehues, Michael; Halfbrodt, Wolfgang; (43 pag.)EP3553052; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1716-42-3, These common heterocyclic compound, 1716-42-3, name is 1-(3-Chloropropoxy)-4-fluorobenzene, 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 40 A mixture of 6.5 parts of 1-[(4-fluorophenyl)methyl]-2-(4-piperidinylmethyl)-1H-benzimidazole, 4.2 parts of sodium carbonate and 120 parts of 4-methyl-2-pentanone was stirred and refluxed for 30 minutes using a water separator. 5.2 Parts of 1-(3-chloropropoxy)-4-fluorobenzene were added at reflux temperature and stirring was continued for 3 hours at this temperature using a water separator. After cooling to room temperature, the salts were filtered off and the filtrate was washed twice with water, dried, filtered and evaporated. The residue was converted into the ethanedioate salt in 2-propanone. The salt was filtered off, washed with 2-propanone and crystallized from methanol. The product was filtered off and dried in vacuo at 80¡ã C., yielding 7 parts (53percent) of 2-[[1-[3-(4-fluorophenoxy)propyl]-4-piperidinyl]methyl]-1-[(4-fluorophenyl)methyl]-1H-benzimidazole ethanedioate (1:2); mp. 186.7¡ã C. (119).

Statistics shows that 1-(3-Chloropropoxy)-4-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1716-42-3.

Reference:
Patent; Janssen Pharmaceutica, N.V.; US4695575; (1987); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 10061-02-6, 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. 10061-02-6 name is trans-1,3-Dichloropropene, 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.

A mixture of step (2) obtained N- hydroxy phthalimide was dissolved in 10%aqueous sodium hydroxide was added dropwise at room temperature 65.8g of trans-1,3-D, the reaction is complete, filtration to give 2-(3-chloro-allyloxy)isoindole-1,3-dione

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

Reference:
Patent; Shandong Kaisheng New Materials Co., Ltd.; Wang, Deyao; Zhang, Taiming; Wu, Yixia; Wu, Qiang; Song, Liwei; Xie, Shengming; (5 pag.)CN105348139; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics