Category: 932-32-1

932-32-1, name is 2-Chloro-N-methylaniline, 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. Recommanded Product: 2-Chloro-N-methylaniline

General procedure: Dichloromethane (20 mL) and phenylpropynoic acid (11 mmol) were added into a 50 mL round bottom glass flask, and then N-alkylaniline (10 mol) was added at 0 C. Thereafter, a solution of DCC (15 mol), DMAP (0.5 mmol) and dichloromethane (20 mL) was slowly added dropwise with stirring. The reaction mixture was allowed to warm to room temperature and then stirred overnight. The mixture was washed with 5 mL saturated NaCO3 solution, 5 mL saturated NaCl solution, and 5 mL water. The organic phase was dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate as the eluent) affording the corresponding N-phenylpropynamide 1.

The synthetic route of 932-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Yuan; Chen, Yu-Jue; Guan, Zhi; He, Yan-Hong; Tetrahedron; vol. 75; 51; (2019);,
Chloride – Wikipedia,
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Electric Literature of 932-32-1, 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. 932-32-1, name is 2-Chloro-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

Example 9-28; Compound 1 (80 mg) was suspended in methylene chloride (12 ml), and then thereto were added DMF (9 mul) and oxalyl chloride (94 mul), and the mixture was heated to reflux for an hour. The reaction solution was cooled, and then concentrated under reduced pressure. The residue was suspended in chloroform (18 ml), and then thereto was added Compound 2 (180 mul). The mixture was stirred at room temperature for 90 minutes. To the reaction mixture was added water, and the mixture was separated, and then the solvent of the organic layer was distilled away under reduced pressure. To the residue were added THF (5 ml), methanol (1 ml) and 1N-aqueous sodium hydroxide solution (550 mul), and the mixture was stirred at room temperature for an hour. The reaction mixture was diluted with ethyl acetate, and then washed with water and saturated saline, and dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent chloroform-ethyl acetate 50:50 to 0:100 gradient), and then the resulting solid was triturated by a mixed solvent of ethyl acetate-n-hexane to give Compound 3 (47 mg) as a colorless powder.MS (APCI) 343/345 [M+H]+

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

Reference:
Patent; Yamaguchi, Tetsuo; Ushirogochi, Hideki; Hirai, Miki; Imanishi, Yasuhiro; US2012/16117; (2012); 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. 932-32-1, name is 2-Chloro-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H8ClN

Examples; General Description General description of the reaction conditions; In a microwave reaction vial (size 0.5-2 ml) fitted with a magnet stirring bar, a solution of 0.5-1.5 mg of the starting ortho-bromo anilines in 250 muL of dry acetonitrile was introduced, followed by the addition of 50 muL of an anhydrous solution of [18F]TBAF in acetonitrile. To the reaction solution, 500 muL of dry acetonitrile was added. The microwave vial was crimped with a Teflon septum, and thereafter purged with argon for 5 min. The resulting reaction vial was kept in the microwave cavity of a microwave system (Initiator EXP, Biotage, Sweden), and heated for 30 min at 180C. The reaction was quenched by cooling the vial with compressed air, after which the contents of the vial were subjected to chromatographic analysis (HPLC with RP18e Chromolith column, internal diameter 4.6 mm; length of 100 mm) eluted with a mixture of acetonitrile/water (27.5 : 72.5% v/v).; Example 1: Model Compounds and Examples of the General Method; Labeling reactions were carried out in acetonitrile in the presence of a tetrabutylammonium salt (TBA+) and [18F]fluoride. Various leaving groups were evaluated. Reaction times were 20-40 minutes, and the reaction temperature was in the range of 150C-200C to result in yields in the range of 7-68% at. The highest yields of 61 +/- 5 % resulted from the use of a ortho-bromo-leaving group and a combination of a reaction temperature of 180C and a reaction time of 30 min. No radioactive by-product except for the desired ortho-[18F]fluorinated aniline derivative has been observed as measured by analytical HPLC. The reactions were according to the general reaction scheme of Scheme 2 below and are summarized in Table 1.

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 932-32-1.

Reference:
Patent; Technische Universitaet Muenchen; EP1944281; (2008); A1;,
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. 932-32-1, name is 2-Chloro-N-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Chloro-N-methylaniline

General procedure: Ureas used in this project were prepared according to reaction equation (1)-(3) and related procedures given below. A 100 mL two-necked flask with a magnetic stir bar was evacuated and backfilled with argon three times. Amine (2 eq) was dissolved in THF. A solution of n-BuLi (2.5 M in hexane, 1.0 eq) was added slowly at -40 C and the resulting mixture was stirred for 15 min at the same temperature. After cooling to -60 C, iodomethane (1.0 eq) was added slowly and the mixture was allowed to warm to rt and stirred for additional 8 h at rt. The mixture was quenched by adding H2O and the organic phase was separated. The aqueous phase was extracted with EtOAc and the combined organic phases were washed with sat. NaHCO3-solution, dried over Na2SO4 and the solvents were evaporated under reduced pressure. After purification by flash chromatography the pure product was obtained. A 100 mL two-necked flask with a magnetic stir bar was evacuated and backfilled with argon three times. Triphosgene (5.0 mmol) and CH2Cl2 (30 mL) were added to the flask. The mixture was cooled at -30 C and dry pyridine (3.0 mL) was slowly added to the flask (Caution: highly toxic phosgene was generated). After stirring for 15 min at -30 C, secondary amine (10 mmol) was slowly added to the mixture. The mixture was warmed to room temperature and stirred for 6 h at room temperature. The reaction mixture was carefully quenched by 1N HCl (10 mL) and was extracted with CH2Cl2 (5 mL x 3). The organic layer was washed with water and brine, then dried over Na2SO4. After the filtration, the solution was concentrated to dryness. The crude product was purified by silica gel column chromatography. Further purification was carried out by recrystallization or distillation under vacuum. MeNH2 methanol solution (33.3%) (1.5 equiv.), acid chloride (1.0 equiv.), Et3N (2.0 equiv.) and CH2Cl2 (0.5 M) were added into a round bottom flask capped with a septum. The mixture was stirred at room temperature. After 2 h, the crude reaction mixture was extracted with CH2Cl2, purified by flash chromatography.

The synthetic route of 932-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Yan; Zhou, Hao; Xu, Ke; Shen, Mei-Hua; Xu, Hua-Dong; Chinese Chemical Letters; vol. 28; 1; (2017); p. 92 – 96;,
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. 932-32-1, name is 2-Chloro-N-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8ClN

To a solution of the 2-chloro-N-methylaniline (Intermediate 237) (8g, 0.057 mol.) in acetonitrile (340 mL) was added oxoacetic acid (42.2 g, 0.57 mol.). After stirring for 0.5 hours at room temperature, NaBH3CN (17.7 g, 0.285 mol) was added in portions by keeping the temperature below 40C. The mixture was stirred at room temperature for 2 hours then acetic acid (23 mL) was added drop-wise. After stirring for 1 hour, the solid material was removed by filtration and the filtrate was concentrated to dryness. The residue was poured in water and the pH was adjusted to 9 with aqueous NaOH. After extraction of the aqueous layer with EtOAc, the aqueous layer was acidified to pH: 4 with diluted HCI. The white solid was filtered, washed with water then dried to give the title compound as a white solid (7g, 62%). LC/MS: m/z 200.1 (M+H) Rt: 1.67 min.

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; SMITHKLINE BEECHAM CORPORATION; WO2008/104524; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 932-32-1, These common heterocyclic compound, 932-32-1, name is 2-Chloro-N-methylaniline, 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.

6-Chloro-l-methyl-lH-imidazo[4,5-c]pyridine (200 mg, 1.19 mmol), 2-chloro-N- methylaniline (185 mg, 1.31 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (57 mg, 0.12 mmol) and sodium tert-butoxide (172 mg, 1.79 mmol) were stirred in 1,4-dioxane (5 mL) and N2(g) was bubbled through the mixture for 10 min. Tris(dibenzylideneacetone)dipalladium(0) (54 mg, 0.06 mmol) was added and the dark mixture heated in a sealed tube at 100C for 2 h. The reaction mixture was cooled to room temperature and DCM and water were added. The aqueous phase was extracted with DCM and the combined organics filtered through a hydrophobic frit and then concentrated in vacuo. The residue was dissolved in DCM (5 mL) and passed through a PL-Thiol MP SPE+ column. DCM was passed through the column and the filtrate concentrated in vacuo. The residue was purified by preparative HPLC to give the desired compound. NuMuRhonu delta (ppm)(DMSO-d6): 8.47 (1 H, s, ArH), 8.02 (1 H, s, ArH), 7.59 (1 H, d, ArH), 7.47-7.38 (2 H, m, ArH), 7.39-7.31 (1 H, m, ArH), 6.39 (1 H, s, ArH), 3.66 (3 H, s, CH3), 3.35 (3 H, s , CH3). LCMS (lOcm ESCI Bicarb MeCN) Rt 3.22 (min) m/z 273 (MH+).

Statistics shows that 2-Chloro-N-methylaniline is playing an increasingly important role. we look forward to future research findings about 932-32-1.

Reference:
Patent; GALAPAGOS NV; MENET, Christel Jeanne Marie; SCHMITT, Benoit Antoine; GENEY, Raphael Jean Joel; DOYLE, Kevin James; PEACH, Joanne; PALMER, Nicholas John; JONES, Graham Peter; HARDY, David; DUFFY, James Edward Stewart; WO2013/117645; (2013); 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. 932-32-1, name is 2-Chloro-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloro-N-methylaniline

General procedure: A suspension of N-arylglycine ester 1 (0.5 mmol), N-substituted anilines 2 (0.6 mmol) and Methylene blue (0.025 mmol) in CH3CN was stirred for 24 h at 50 C under an air atmosphere irradiated by blue lights. After cooling, water (10 mL) was added and the mixture was extracted with CH2Cl2 (3 x 10 mL). The combined organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residues were purified by flash column chromatography (n-hexane-EtOAc) to afford the desired product 3.

According to the analysis of related databases, 932-32-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sun, Bin; Deng, Jiacheng; Li, Deyu; Jin, Can; Su, Weike; Tetrahedron Letters; vol. 59; 49; (2018); p. 4364 – 4369;,
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. 932-32-1, name is 2-Chloro-N-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-Chloro-N-methylaniline

Weigh BTC (58mg, 0.2mmol) in a 25mL two-neck bottle.Add 5 mL of anhydrous dichloromethane, magnetically stir, add equivalents of N-methyl-o-chloroaniline, triethylamine (0.25 mmol) and 5 mL of dichloromethane in a 25 mL constant pressure dropping funnel.Under the ice bath,Slowly add dropwise, remove the ice salt bath after the end of the addition, and stir at room temperature for 4 h.HZA (40 mg, 0.1 mmol) was added to a 10 ml vial, and traces of DMAP, 5 mL of dichloromethane were added, and magnetically stirred at room temperature until completely dissolved. The solution was slowly added dropwise to the above reaction solution under ice salt bath, and the ice salt bath was removed by dropwise addition, and stirred at room temperature. After the reaction is completed, 3 to 6 times the volume of the reaction liquid is added to the above reaction liquid, and distilled water is added.The organic layer was extracted with EtOAc (EtOAc) (EtOAc m.The crude product was then eluted with a petroleum ether:ethyl acetate volume ratio of 20:1 in a mixed solvent, and a thin layer was detected to collect an eluent having a strong ultraviolet at 254 nm and a polarity less than HZA.The combined eluate and the product obtained by evaporating the solvent under reduced pressure are dried to obtain HZAM-12.The yield was 88%.

The synthetic route of 932-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University of Technology; Zhan Zhajun; Shan Weiguang; Chen Yan; Shu Renhuan; Wang Jianwei; Ma Liefeng; (31 pag.)CN109956952; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics