Category: 2533-69-9

Synthetic Route 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.

A three-necked flask was charged with 10 mL of dimethylformamide and 0.26 g (0.001 mol) of alpha-N-Boc-L-Lys-OMe. To this solution was added 0.35 g (0.002 mol) of methyl trichloroacetimidate and 0.53 mL (0.003 mol) of diisopropylethylamine. This solution was allowed to stir and warm to 25 C. overnight. Concentration in vacuo removed the dimethylformamide.

Statistics shows that Methyl 2,2,2-trichloroacetimidate is playing an increasingly important role. we look forward to future research findings about 2533-69-9.

Reference:
Patent; G. D. Searle & Co.; US6344483; (2002); B1;,
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.

3) A solution of N-(4-methoxybutyl)-o-phenylenediamine in toluene was cooled to 0-10 C., and acetic acid (65.2 g, 1.09 mol) and methyl 2,2,2-trichloroacetimidate (70.3 g, 0.398 mol) were added. After stirring at 0-10 C. for 30 min, the mixture was stirred at 20-30 C. for 3 hr. The reaction mixture was successively washed with 5 w/v % brine (250 mL), a mixed solution of 2N hydrochloric acid/5 w/v % brine (1:1, 250 mL*2), 5 w/v % sodium bicarbonate water (250 mL) and 5 w/v % brine (250 mL). Under a nitrogen stream, magnesium sulfate (25.0 g) was added to the organic layer at 20-30 C., and the mixture was stirred at the same temperature for 30 min. Magnesium sulfate was filtered off and the residue was washed with toluene (100 mL). The filtrate was concentrated under reduced pressure to give the content (150 mL). The concentrated solution was stirred at 20-30 C., the crystals were precipitated, and heptane (750 mL) was added dropwise. The crystallized solution was heated to 40-50 C. and stirred for 30 min. After stirring, the solution was cooled to 0-10 C. and stirred at the same temperature for 2 hr. The precipitated crystals were collected by filtration, washed with toluene-heptane (1:5, 150 mL) and dried under reduced pressure at 40 C. to give 1-(4-methoxybutyl)-2-trichloromethyl-1H-benzimidazole as pale brown crystals (96.5 g, yield 82.9% from o-nitroaniline).1H-NMR (300 MHz, CDCl3) delta: 1.68-1.85 (m, 2H), 1.99-2.17 (m, 2H), 3.37 (s, 3H), 3.48 (t, J=6.1 Hz, 2H), 4.50-4.65 (m, 2H), 7.27-7.49 (m, 4H), 7.82-7.93 (m, 1H).[0086]Anal. Calcd for C13H15Cl3N2O: C, 48.55; H, 4.70; N, 8.71; Cl, 33.07. Found: C, 48.30; H, 4.61; N, 8.74; Cl, 33.30.

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

Reference:
Patent; Kitayama, Masato; US2013/90337; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products 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.

EXAMPLE 7 Preparation of 1H-benzoimidazole-2-carboxylic acid[6-(2-methyl-pyridine-3-yloxy)-pyridine-3-yl]-amide 1,2-phenylenediamine (1 g, 9.25 mmol) was dissolved in acetic acid (30 ml), methyltrichloroacetimidate (1.26 ml, 10.18 mmol) was added to the solution at 0 C. and then the mixture was stirred at room temperature. After the reaction was completed, the product was washed, filtered, and dried to obtain 2-trichloromethyl-1H-benzoimidazole.

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

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; US2009/258876; (2009); 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

To a solution of 2,3-diamino-benzamide (302 mg, 2 mmol) in ether (12 mL) and DCM(9mL), methyl 2,2,2-trichloroacetimidate (0.44 mL, 2.5 mmol) and TFA (1.0 mL, 12.8 mmol)were added. The reaction mixture was stirred at room temperature for 6 h. After evaporation, andchromatography (DCM/methanol=70:1) gave the title compound 5 as a white solid (340 mg,61.3%).

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:
Article; Zhou, Jie; Ji, Ming; Zhu, Zhixiang; Cao, Ran; Chen, Xiaoguang; Xu, Bailing; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 26 – 41;,
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

2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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: 2533-69-9

A round-bottom 3 neck flask was charged with 3,4-diaminobenzenesulfonic acid (8.0 g, 42.5 mmol) and anhydrous MeOH (0.85 L). O-Methyl-1,1,1-trichloroacetimidat was added (2.8 mL, 3.74 g, 21.2 mmol). The resultant suspension was stirred for 24 h at ambient conditions. Additional amount of O-methyl-1,1,1-trichloroacetimidat was added (1.4 mL, 1.87 g, 10.5 mmol) after this time, then reaction mixture was stirred for 72 h days at ambient conditions, heated for 3 h at 50 C. and triethylamine (14 mL, 9.4 g, 93.5 mmol) was added. Stirring was continued at this temperature for 18 h. Then reaction mixture was cooled to 30 C., and an intensive flow of dry HCl was passed through the solution until a precipitate formed. The suspension was filtered off at 40 C., precipitate was washed with MeOH (4¡Á150 mL, stirring of suspension for 10-15 min each turn) and with MeOH-HCl 3.5% solution (100 mL, 1 h of stirring). Product 1H,1’H-2,2′-bibenzimidazole-5,5′-disulfonic acid was pale yellow or colorless, weight 3.5 g, yield 42%. It may contain own hydrochloride as a salt. NMR1 H spectrum (Brucker Avance 300 instrument; solvent d6-dimethyl sulfoxide; delta, ppm; J, Hz): 5.27 br.s (-SO3H in exchange with H2O and NH) 7.73 m (2Ha,2Hb), 8.01 br.s (2Hx). NMR 13C{1H} spectrum (Brucker Avance 300 instrument; solvent d6-dimethyl sulfoxide; delta, ppm): 113.00, 115.41, 123.27, 136.44, 137.60, 142.24, 145.34.

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

Reference:
Patent; CRYSOPTIX KK; US2010/279122; (2010); 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, Product Details of 2533-69-9

A solution of 5,6-difluorobenzene-1,2-diamine (1.76 g, 12.2 mmol) in acetic acid (70 ml) was treated with methyl-2,2,2-trichloroacetimidate (1.5 ml, 12.2 mmol) and the resulting solution left to stir at room temperature for 16 hours. The solvent was removed in vacuo and the residue was dissolved in methanol (100 ml) and heated to reflux for 4 hours. The solvent was removed in vacuo and the residue partitioned between saturated aqueous sodium bicarbonate (100 ml) and ethyl actetae (100 ml). The organic phase was separated, dried (sodium sulphate) and reduced in vacuo. Purification by flash column chromatography on silica gel eluting with pentane:ethyl acetate (90:10 changing to 50:50, by volume) gave the title compound as a yellow solid (963 mg).

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

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. 2533-69-9.

2-Cyano-5-[2-chloro-4-(trifluoromethyl)phenoxy]-benzimidazole was prepared from 4-[2-chloro-4-(trifluoromethyl)phenoxy]-1,2-diaminobenzene as described below: To a solution of 4-[2-chloro-4-(trifluoromethyl)-phenoxy]-1,2-diaminobenzene (35 g; 0.122 mole) in acetic acid (165 ml), methyl trichloroacetimidate (15.1 ml; 0.122 mole) is added.

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

Reference:
Patent; Rhone-Poulenc Agrochimie; US4622323; (1986); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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.

Step D4-bromo- 6-cyclopropyl-2-(trichlorom ethyl)- 1 H-benz imidazole[00176] A suspension of (2-amino-3-bromo-5-cyclopropylphenyl)amine (11 .16 g, 42.3 mmol) in acetic acid (123 ml) followed by the drop-wise addition of methyl 2,2,2- trichloroethanimidoate (6.42 ml, 50.8 mmol). The mixture was stirred at room temperature overnight. The suspension was treated by additional methyl 2,2,2,-trichloroethanimidoate (3.0 mL) and stirred for 2 hours. The mixture was diluted with Et20 and treated with water and the layers were separated. The aqueous layer was extracted with Et20 (3x) and then the combined organic phase was washed with water (2 x), brine (2x), dried Na2S04, filtered, and concentrated. The residue was co-evaporated with toluene (2x) to give a brownish-black residue. The residue was triturated with Et20 and then solids were filtered and discarded. The filtrate was concentrated and then co-evaporated from toluene (2x) to give the title compound (8.44 g, 46.7%). ES-LCMS: 355.0, 357.0 (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; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John G; FANG, Jing; PEAT, Andrew James; TAI, Vincent; TURNER, Elizabeth; WO2011/97491; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2533-69-9, A common compound: 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Reference Example 1 To 100 ml of acetic acid solution containing 20 g of 2-benzylamino-4-chloroaniline was added 15 ml of O-methyl-trichloroacetoimidate at 0 to 25 C., and stirred the mixture at room temperature for 3 hours. Then water was added to the reaction mixture, the separated crystals were collected by filtration to obtain 29.6 g of 1-benzyl-6-chloro-2-trichloromethylbenzimidazole in the form of pale brown powder. 1 H-NMR (250 MHz, DMSO-d6) delta ppm: 5.94 (2H, s), 7.04 (2H, d, J=6.5 Hz), 7.25-7.5 (5H, m), 7.88 (1H, d, J=9.0 Hz).

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; Otsuka Pharmaceutical Co., Ltd.; US5998437; (1999); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics