Tag: M.W=100-200

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. 433-94-3 name is 2-Chloro-6-(trifluoromethyl)aniline, 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. 433-94-3

General procedure: The salicylic acid (1.2 equiv) was added to a mixture of toluene (0.3 M), aniline (1.0 equiv), phosphorus trichloride (1.1 equiv), and pyridine (0.05 equiv) in a Radley?s Carousel reaction tube (modified from Itai et al.20). The mixture was refluxed under nitrogen for 12 h then cooled to room temperature. Aqueous sodium bicarbonate was added dropwise to attain pH 6-7. The resultant mixture was extracted with EtOAc. The organic extracts were combined, dried (MgSO4), and concentrated under vacuum. After chromatography (1:10 EtOAc:Hex) compounds were recrystallized (EtOAc/Hex).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-6-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Article; Lee, Ill-Young; Gruber, Todd D.; Samuels, Amanda; Yun, Minhan; Nam, Bora; Kang, Minseo; Crowley, Kathryn; Winterroth, Benjamin; Boshoff, Helena I.; Barry III, Clifton E.; Bioorganic and Medicinal Chemistry; vol. 21; 1; (2013); p. 114 – 126;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common heterocyclic compound, 870-24-6, name is 2-Chloroethanamine hydrochloride, molecular formula is C2H7Cl2N, 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. 870-24-6.

Preparation of 2-aminoethylazide 2-chloroethylamine hydrochlorate (Sigma Aldrich) is solubilized in water (133 g/L) at 80 C. Then sodium azide (3 eq., Sigma Aldrich) is added and the mixture is kept under reflux and magnetic stirring for the night. The mixture is cooled to room temperature then to 0 C. using an ice bath. Potassium hydroxide (same amount as 2-chloroethylamine hydrochlorate, Prolabo) is added and after total dissolution, the product is extracted using diethyl ether. Organic phase is dried over magnesium sulfate (Acros Organics), filtered and finally evaporated to obtain 2-aminoethylazide (20 mol.% yield).

The synthetic route of 2-Chloroethanamine hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE BORDEAUX; Centre national de la recherche scientifique; INSTITUT DES CORPS GRAS ETUDES ET RECHERCHES TECHNIQUES-ITERG; INSTITUT POLYTECHNIQUE DE BORDEAUX; Institut Technologique FCBA; CRAMAIL, Henri; GRELIER, Jean-Pierre Albert Stephane; PICHAVANT, Frederique; DA SILVA PEREZ, Denilson; ALFOS, Carine; CHEMIN, Suzanne Maud; (16 pag.)US2018/2453; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 33786-89-9, name is 5-Chloro-m-phenylenediamine, 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. 33786-89-9

To a solution of 5-chloro-benzene-1,3-diamine (3 g, 21 mmol) and dimethylamino-acetic acid (2.2 g, 21 mmol) in CH2Cl2 (300 mL) was added EDC (5 g, 25 mmol), HOBt (2.9 g, 21 mmol), and DIEA (5 mL). The reaction mixture was stirred at RT for overnight. Solvent was removed in vacuum and the residue was purified through flash chromatography on silica gel (0-8% MeOH in EtOAc) to give the desired compound.

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 33786-89-9.

Reference:
Patent; Amgen Inc.; US2003/225106; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

72934-36-2, 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. 72934-36-2 name is 1-(4-Chlorophenyl)cyclopropanamine, 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 methyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)-3-fluorobenzoate (0.93 g, 2.45 mmol) in THF (10 mL) was added 1-(4-chlorophenyl)cyclopropanamine (0.5 g, 2.45 mmol) and Hunig’s Base (1.71 mL, 9.8 mmol). The resulting mixture was refluxed at 80 C. for 16 hs. The precipitate was filtrated through a plug washing with THF to give a crude product that was purified by Biotage eluting with 4/1 to 3/2 hexane/ethyl acetate to give 1.2 g of methyl 4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoro ethoxy)-1,3,5-triazin-2-ylamino)-3-fluorobenzoate as product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Chlorophenyl)cyclopropanamine, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; Wang, Tao; Scola, Paul Michael; Zhang, Zhongxing; Yin, Zhiwei; Zhao, Qian; US2013/203758; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1871-57-4, 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 1871-57-4 as follows.

A solution of methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-lH-indole-6-carboxylate (prepared as described in International patent application WO2006/046030) (0.12 M) in DMF was treated with KO1Bu (2.1 eq) in one portion; the resulting mixture was stirred for 30 min at RT then treated dropwise with 3-chloro-2-(chloromethyl)prop-l-ene (1.1 eq). The resulting solution was stirred at RT overnight before being quenched by addition of HCl (IN) and extracted into EtOAc. The combined organic layers were washed with sat. aq. NaHCO3 and brine, before being dried (Na2SO4), filtered and concentrated in vacuo. The crude material was purified by FC (PE/EtOAc 85:15) affording the product as a yellow oil (97%). (ES+) m/z 402 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1871-57-4, and friends who are interested can also refer to it.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2009/10783; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

14752-66-0, A common heterocyclic compound, 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, molecular formula is C6H4ClNaO2S, 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: A mixture of alkyne 1 (0.25 mmol), sodium sulfinate 2 (0.375 mmol), FeCl3 (20 mol %),K2S2O8 (20 mol %), and water (3 mL) was stirred at rt in an open flask for 6-9 h(Table 2). After completion of the reaction (monitored by TLC), the mixture was extracted with EtOAc (3 5 mL). The combined organic phases were dried over anhyd. Na2SO4, filtered, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography using a mixture of EtOAc-n-hexane (1:4) as eluent to afford an analytically pure sample of beta-keto sulfones 3 (Table 2).

The synthetic route of 14752-66-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Singh, Atul K.; Chawla, Ruchi; Yadav, Lal Dhar S.; Tetrahedron Letters; vol. 55; 17; (2014); p. 2845 – 2848;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 6940-78-9 name is 1-Bromo-4-chlorobutane, 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. 6940-78-9

(1) 3.53 g (20.6 mmol) of 1-bromo-4-chlorobutane was dissolved in 50 ml of absolute ethanol, added to a 250 ml round bottom flask, stirred in an ice bath at 0 C. A constant pressure dropping funnel was slowly added dropwise to a solution containing 3.11 g (22.2 mmol, 1.08 times) of 50% sodium thiomethoxide in anhydrous ethanol, and the temperature was gradually raised to room temperature overnight. The total reaction time was 26 hours. Stirring was carried out, and the ethanol was removed by vacuum at low temperature and extracted three times with n-hexane. The mixture was washed with saturated sodium chloride and dried over anhydrous sodium sulfate. The insoluble material was filtered off. Vacuum at low temperature steaming to remove n-hexane, with a strong mustard odor of 2.69g of colorless oil. The intermediate content of GC-MS was about 81%, and the yield of intermediate was about 76.3%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-chlorobutane, and friends who are interested can also refer to it.

Reference:
Patent; Shenyang Pharmaceutical University; Sun, Lixin; Li, Binglong; Zhou, Hui; (10 pag.)CN106496086; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics