Category: 2533-69-9

These common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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. SDS of cas: 2533-69-9

A solution of aniline of preparation 28 (79 mg, 0.56 mmol) in acetic acid (3 ml) was treated with methyl-2,2,2-trichloroacetimidate (77 mul, 0.62 mmol) and the resulting solution was left to stir at room temperature for 16 hours. Water (10 ml) was added and the reaction stirred for a further hour. The precipitate was filtered off and dried in vacuo. The resulting solid was suspended in a mixture of acetonitrile and water (3:1 by volume, 4 ml) and treated with a solution of (3aR,6aS)-2-methyloctahydropyrrolo[3,4-c]pyrrole (148 mg, 1.17 mmol) in a mixture of acetonitrile (0.75 ml) and water (0.25 ml). After 3 hours the solvent was removed in vacuo and the residue dissolved in dichloromethane (15 ml), washed with saturated sodium bicarbonate (2*15 ml), dried (sodium sulfate) and concentrated in vacuo. Purification by flash column chromatography on silica gel eluding with dichloromethane:methanol:880 ammonia (99:1:0.1 changing to 93:7:0.7, by volume) gave the title compound as a colourless solid (133 mg). 1H NMR (400 MHz, CD3OD): delta 7.19 (1H, s), 6.87-6.84 (1H, d), 4.39-4.27 (2H, m), 3.90-3.84 (1H, m), 3.75-3.71 (1H, m), 3.09-2.95 (2H, m), 2.79-2.72 (2H, m), 2.51-2.40 (2H, m), 2.46 (3H, s), 2.33 (3H, s) ppm. MS (APCI): m/z 303 [M+H]+, 301 [M-H]-

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

Reference:
Patent; Lane, Charlotte Alice Louise; Price, David Anthony; US2006/111416; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2533-69-9, 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 2,2,2-trichloroacetimidate (1.53 g) in acetic acid (10 ml) was added a solution of 4-fluorobenzene-1,2-diamine in acetic acid (10 ml) under ice-cooling, followed by stirring at room temperature for 3 hours. The reaction liquid was concentrated under reduced pressure and to the obtained residue was added water, followed by neutralization with a saturated aqueous sodium hydrogen carbonate solution and extraction with EtOAc. The organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from iPr2O/EtOAc/MeOH to obtain 5-fluoro-2-(trichloromethyl)-benzimidazole (1.5 g) as a beige powder.

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

Reference:
Patent; Astellas Pharma Inc.; EP2351749; (2011); 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C3H4Cl3NO

General procedure: The thiol was placed in a dry round bottom flask and dissolved in anhydrous THF (or toluene) to a concentration of 0.2 M. The trichloroacetimidate (1.2 equiv) was then added and the reaction was warmed to reflux. After 18 hours the reaction was cooled to room temperature and concentrated under reduced pressure. The residue was then pre-adsorbed on silica gel and purified by column chromatography. Alternatively, the residue can be dissolved in ethyl acetate, washed with 2M aq. NaOH(3x), dried (Na2SO4) and concentrated (this workup removes the trichloroacetamide byproduct). Forsome sulfides this workup provided analytically pure material, in others the residue is purified by silicagel chromatography to provide the pure sulfide product.

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

Reference:
Article; Duffy, Brian C.; Howard, Kyle T.; Chisholm, John D.; Tetrahedron Letters; vol. 56; 23; (2015); p. 3301 – 3305;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2533-69-9, A common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, molecular formula is C3H4Cl3NO, 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 mixture of 2,3-diaminobenzonitrile (50.0 mg, 376 imol, 1.0 eq) in DCM (1 mL) was added methyl 2,2,2-trichloroethanimidate (86.1 mg, 488 imol, 1.3 eq), followed by the addition of TFA (107.0 mg, 939 imol, 2.5 eq). The mixture was stirred at 18C for 2 hours under N2 atmosphere. The mixture was diluted with 5 mL of DCM and filtered. The filtrate wasused directly into the next step without further purification. The 97.8 mg of cmde 2- (trichloromethyl)-1H-benzo[djimidazole-4-carbonitrile in 5 mL of DCM was obtained as a brown solution and used in the next step directly.

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

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; BURNETT, Duane, A.; VACCA, Joseph, P.; (310 pag.)WO2018/119395; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2533-69-9, 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, This compound has unique chemical properties. The synthetic route is as follows.

4-Nitrobenzene-1,2-diamine 1a (19.33g, 126mmol) was suspended in 200mL of glacial acetic acid, methyl 2,2,2-trichloroacetimidate 2a (24.5g, 139mmol) was added dropwise. The mixture was stirred at room temperature until a large amount of solid precipitated. The reaction solution was diluted with 200mL of glacial acetic acid, and then 500g of crushed ice and 100mL of ice water were added, stirred until the ice dissolved. The solution was subjected to suction filtration. The filter cake was washed with water (20mL*5) and subjected to infrared drying to obtain 5-nitro-2-(trichloromethyl)-1H-benzo[d]imidazole 2b (27g, yellow solid), yield: 69%. MS m / z (ESI): 281.8 [M + 1]

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

Reference:
Patent; Zhejiang Hisun Pharmaceutical Co., Ltd; CHEN, Lei; GUAN, Dongliang; BAI, Hua; YAN, Xing; MIAO, Shuai; ZHU, Songsong; (54 pag.)EP3339305; (2018); 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, A new synthetic method of this compound is introduced below., COA of Formula: C3H4Cl3NO

Intermediate 25-2 (17.5 g, 97.6 mmol) was dissolved in acetic acid (220 mL). To the resulting mixture methyl 2,2,2-trichloroacetimidate (CAS 2533-69-9) (12.13 mL, 97.6 mmol) was added at once. The resulting mixture was stirred at 50C for 48 h. The mixture was allowed to cool to room temperature and poured onto ice/water solution. The pH was adjusted to pH=5 by addition of sodium carbonate. The resulting mixture was extracted with dichloromethane (3 X 100 mL). The combined organic layers were successively washed with saturated NaHC03, dried over MgS04 and evaporated. The residue was purified by column chromatography using CH2CI2 to CH2Cl2/EtOAc as the eluent to give an oil which solidified on drying in vacuo (23 g, 77%). m/z = 307 (M+H)+.

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; JANSSEN R&D IRELAND; COOYMANS, Ludwig Paul; DEMIN, Samuel Dominique; HU, Lili; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; TAHRI, Abdellah; VENDEVILLE, Sandrine Marie Helene; WO2012/80449; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, COA of Formula: C3H4Cl3NO

General procedure: Preparation of 2-methyl-6-nitro-2H-indazole (5d). To a stirred mixture of 6-nitro-1H-indazole (1.0 g, 0.0061 mmol) in dichloromethane (25.0 mL) was added trifluoromethanesulfonic acid (0.54 mL, 0.0061 mmol), stirred for 5-10 min at 25-35 C. To this mixture was added methyl 2,2,2,-trichlroacetimidate (2.69 g, 0.015 mmol) at room temperature. The reaction mixture was stirred at room temperature for 16-18 h under N2. After reaction completion, chilled saturated NaHCO3 solution was added. The aqueous and organic phases were separated. Aqueous phase was extracted with dichloromethane 10 mL. Combined organic layers were washed with DM water (2 × 10 mL). Organic layer was dried over anhydrous Na2SO4, filtered, and evaporated completely under vacuum to obtain 2-methyl-6-nitro-2H-indazole (1.03 g, 95.0%) as a yellow solid. 1H NMR (400 MHz, CDCl3) delta 8.683 (s, 1H), 8.03 (s, 1H), 7.91 (d, 1H), 7.89 (d, 1H), 4.31 (s, 3H); 13C NMR (400 MHz, CDCl3) 146.93, 146.46, 124.52, 121.24, 115.70, 115.27, 41.06; MS (+ve ES) 178 (M+H).

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; Baddam, Sudhakar Reddy; Uday Kumar; Panasa Reddy; Bandichhor, Rakeshwar; Tetrahedron Letters; vol. 54; 13; (2013); p. 1661 – 1663;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, COA of Formula: C3H4Cl3NO

EXAMPLE 2 The preparation of a mixture of 1,1′-bis(tridecyloxycarbonyl)-dimethyl-2,2′-bibenzimidazoles in which each benzene ring contains a methyl group in the 5- or 6-position. 3,4-Diaminotoluene (100.8 g) was dissolved in methanol (600 cm3) at room temperature. The solution was stirred while methyl 2,2,2-trichloroacetimidate (70.6 g) was added in a manner similar to that described in Example 1. The mixture was allowed to cool and was stirred at room temperature for 36 hours, then diluted with water (1.5 dm3) and filtered. The solid was added again to water (1 dm3) stirred at room temperature and filtered. The solid was added to aqueous 2N sodium carbonate solution (1 dm3) stirred at 70 C. for 12 hours, cooled and filtered. The solid was repeatedly washed with methanol (3*500 cm3) by slurrying and filtering to leave a pale tan coloured solid. This solid was treated with activated carbon, recrystallized from boiling dimethylformamide, and dried, yielding 49 g of 5,5′-dimethyl-2,2′-bibenzimidazole. By this method the free base rather than the monohydrochloride was isolated (found Cl<0.2%). The structure was confirmed by measurement of the proton NMR spectrum using a solution in trifluoracetic acid with tetramethylsilane as internal standard. 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, Methyl 2,2,2-trichloroacetimidate, other downstream synthetic routes, hurry up and to see. Reference:
Patent; Imperial Chemical Industries PLC; US5258524; (1993); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2533-69-9, These common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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.

Methyl trichloroacetimidate (32.8 g=22.75 ml) is added all at once to a solution of 2,3-diaminopyridine (19.7 g) in acetic acid (400 ml) and the reaction mixture is left to stand at the ambient temperature (20 to 25 C.) for 72 hours. The reaction mixture obtained is then poured onto ice-water (1.5 liters). The crystalline precipitate is drained, washed with water and dried. 2-Trichloromethylimidazo[4,5-b]pyridine (21.15 g) of melting point 210 C. is thus obtained.

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

Reference:
Patent; Rhone-Poulenc Agrochimie; US4579853; (1986); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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 2533-69-9, Product Details of 2533-69-9

(a) 2-Trichloromethyl-6-trifluoromethyl-1H-benzoimidazole. To a solution of 4-trifluoromethyl-benzene-1,2-diamine (1.76 g, 10 mmol, Lancaster) in DCM (20 mL) was added methyl 2,2,2-trichloroacetimidate (1.94 g, 11 mmol, Aldrich) and glacial acetic acid (3 mL) with stirring at room temperature. The reaction mixture was stirred at room temperature for 16 h and concentrated in vacuo. The residue was purified by silica gel column chromatography (35% EtOAc/hexane) to give the title compound as a brown solid. MS (ESI, pos. ion) m/z: 303 (M+1).

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; Hulme, Christopher; Ncube, Mghele Vellah; Norman, Mark H.; Ognyanov, Vassil I.; Pettus, Liping H.; Wang, Xianghong; Zhu, Jiawang; US2005/165049; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics