Category: 50667-69-1

50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, belongs to amides-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: 50667-69-1

A solution of 2-chloro-6-methyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid (1.70 g, 5.75 mmol) in cone. HC1 (10 mL) and dioxane (2 mL) was heated at reflux for 12 h. The reaction mixture was concentrated and the concentrate was dissolved in THF (1 mL). The solution was treated with NaOH (690 mg, 17.25 mmol) in H20 (2 mL) at 0C followed by iert-butyl dicarbonate (2.51 g, 11.50 mmol). The reaction mixture was stirred rt for 16 h. The reaction mixture was acidified with IN HC1 and the pH was adjusted to 2-3. The reaction mixture was extracted with 5% MeOH in CHCI3. The organic layer was separated, dried, filtered and concentrated. The concentrate was dissolved in CH3CN (20 mL) and the solution was treated with K2CO3 (1.60 g, 11.50 mmol) and CH3I (11.50 mmol) at rt. Then the reaction mixture was heated at 50 C for 1-2 h before it was quenched with water and was extracted with EtOAc. The organic layer was washed with brine, separated, dried, filtered and concentrated. The concentrated was purified by column chromatography to provide 1.4 g of the title product and methyl 3-(((ierf-butoxycarbonyl)amino)methyl)-6-chloro-2- methylbenzoate as mixture of products.

The synthetic route of 50667-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; PAWAR, Mahesh Yashwant; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/38308; (2013); A1;,
Amide – Wikipedia,
Amide – 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. 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, A new synthetic method of this compound is introduced below., Application In Synthesis of 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide

A/-(Hydroxymethyl)trifluoroacetamide (6.6 mmol; 0.946 g) is added to a mixture of 2,6- dichloro-nitrobenzene (0.899 mL; 6.6 mmol) and cone. H2S04 (15 mL) at 75C. The mixture is stirred at 75C overnight, poured into ice water and stirred for 1 h. The precipitate is collected by filtration and dried. Yield 0.32 g (15%). MS [M-H]” = 315, HPLC-method B: Rt = 1.43 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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; PRIEPKE, Henning; DOODS, Henri; KUELZER, Raimund; PFAU, Roland; STENKAMP, Dirk; PELCMAN, Benjamin; ROENN, Robert; LUBRIKS, Dimitrijs; SUNA, Edgars; WO2012/22792; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 50667-69-1, A common heterocyclic compound, 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, molecular formula is C3H4F3NO2, 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.

Step i): A mixture of 2,6-dichlororbenzoic acid (4 g; 20,94 mmol), cone. H2S04 (50 mL) and N-(hydroxymethyl)trifluoroacetamide (2,996 g; 20,94 mmol) was stirred at rt overnight. The mixture was diluted with 500 mL crushed ice and 200 mL H20, the precipitate was filtered and dried to give crude 3-(trifluoromethylcarbonylamino-methyl)-2,6-dichloro-benzoic acid.

The synthetic route of 50667-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; PRIEPKE, Henning; DOODS, Henri; KUELZER, Raimund; PFAU, Roland; STENKAMP, Dirk; ROENN, Robert; PELCMAN, Benjamin; WO2011/48004; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 50667-69-1, These common heterocyclic compound, 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, 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 solution of 2,3,4,5-tetrachloro-6-(2-(4′-carboxyphenyl)-7-chloro-6-hydroxy-3-oxo-3H-xanthen-9-yl)-benzoic acid (200 mg, 0.32 mmol, as prepared in Example 1), and N-(hydroxymethyl) trifluoroacetamide (44 mg, 0.31 mmol, Lancaster, Inc) in sulfuric acid (3 mL) was stirred at room temperature over a period of 16 h then poured into crushed ice (25 g). The crude product was extracted with EtOAc (250 mL) and the combined organic portions were washed with water (150 mL) and saturated NaCl (150 mL), dried (MgSO4) and concentrated. Purification via column chromatography (silica gel, 60 g, 1/1 EtOAc/hexanes 1% AcOH) gave the title compounds as a mixture (105 mg, 62%).

The synthetic route of 50667-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; O’Neill, Roger; Fisher, Peter V.; US2004/73014; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, 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. Computed Properties of C3H4F3NO2

To a solution of 2-chloro-6-methylbenzoic acid (2.0 g, 11.72 mmol) in cone H2SO4 (4 mL) was added 2,2,2-trifluoro-N-(hydroxymethyl)acetamide (1.26 g, 8.80 mmol). The mixture was stirred at rt for 16 h. The reaction mixture was poured into ice-water and stirred for 2 h. The precipitate was collected by filtration and dried to afford 1.80 g of the title product and 6- chloro-2-methyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid as mixture of products. A solution of 2-chloro-6-methyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid (1.70 g, 5.75 mmol) in cone. HC1 (10 mL) and dioxane (2 mL) was heated at reflux for 12 h. The reaction mixture was concentrated and the concentrate was dissolved in THF (1 mL). The solution was treated with NaOH (690 mg, 17.25 mmol) in H20 (2 mL) at 0C followed by iert-butyl dicarbonate (2.51 g, 11.50 mmol). The reaction mixture was stirred rt for 16 h. The reaction mixture was acidified with IN HC1 and the pH was adjusted to 2-3. The reaction mixture was extracted with 5% MeOH in CHCl3. The organic layer was separated, dried, filtered and concentrated. The concentrate was dissolved in CH3CN (20 mL) and the solution was treated with K2CO3 (1.60 g, 11.50 mmol) and CH3I (11.50 mmol) at rt. Then the reaction mixture was heated at 50 C for 1-2 h before it was quenched with water and was extracted with EtOAc. The organic layer was washed with brine, separated, dried, filtered and concentrated. The concentrated was purified by column chromatography to provide 1.4 g of the title product and methyl 3-(((ierf-butoxycarbonyl)amino)methyl)-6-chloro-2- methylbenzoate as mixture of products.

The synthetic route of 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; PAWAR, Mahesh Yashwant; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/38308; (2013); A1;,
Amide – Wikipedia,
Amide – 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. 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows., name: 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide

To a solution of 2-chloro-6-methylbenzoic acid (2.0 g, 11.72 mmol) in cone H2SO4 (4 mL) was added 2,2,2-trifluoro-N-(hydroxymethyl)acetamide (1.26 g, 8.80 mmol). The mixture was stirred at rt for 16 h. The reaction mixture was poured into ice-water and stirred for 2 h. The precipitate was collected by filtration and dried to afford 1.80 g of the title product and 6- chloro-2-methyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid as mixture of products.

According to the analysis of related databases, 50667-69-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; PAWAR, Mahesh Yashwant; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/38308; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 50667-69-1, A common heterocyclic compound, 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, molecular formula is C3H4F3NO2, 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 solution of l-chloro-2-nitrobenzene (10.0 g, 0.063 mmol) in cone, sulphuric acid (150 mL) was added N-hydroxy methyl trifluoro acetamide (9.98 g, 0.069 mmol). The reaction mixture was heated at 70-80C for 24 h. The reaction mass was quenched in ice cold water, neutralised with sodium hydroxide and extracted with DCM. The organic layer was concentrated and the obtained crude product was purified by column chromatography on silica gel eluting with 4% EtOAc: pet. ether to afford 5.5 g of desired product. 1H NMR (300 MHz, DMSO d6): 4.48 (d, J = 3.9 Hz, 2H), 7.62- 7.64 (m, 1H), 7.72- 7.78 (m, 1H), 7.97- 8.01 (m, 1H), 10.09 (brs, 1H) .

The synthetic route of 50667-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; MUTHUKAMAN, Nagarajan; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/186692; (2013); A1;,
Amide – Wikipedia,
Amide – 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. 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows., name: 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide

Intermediate 1 Preparation of 2-chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoic acid To a solution of 2-chlorobenzoic acid (930.0 gm,5.96 mol) in cone, sulphuric acid (5580 ml), 2,2,2-trifluoro-N-(hydroxymethyl)acetamide (930.0 gm ,6.0 mol) was added at 20 C and the reaction mixture was stirred for 15.0 h at 25-30 C. After the completion of the reaction, the reaction was slowly quenched with cold water (37.0 lit) at 10-15 C. The precipitated product was filtered and dried. The obtained product was purified using mixture of toluene and methylethylketone (7:1 x 4 times) to obtain 580.0 gm of the tittle compound having chemical purity of 98.0%, determined by HPLC.

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 50667-69-1.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; MUTHUKAMAN, Nagarajan; GHARAT, Laxmikant Atmaram; KADAM, Suresh Mahadev; GAVHANE, Sachin; KHANDAGALE, Sandeep Bandu; NIRGUDE, Sunil Pandurang; (59 pag.)WO2016/199104; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 50667-69-1, These common heterocyclic compound, 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, 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.

N-(Hydroxymethyl)trifluoracetamide (0.82 g; 5.73 mmol) was added to a mixture of 10 mL conc. H2SO4 and 2-chlor-6-fluorobenzoic acid (1 g; 5.73 mmol) under ice bath cooling and stirred at rt overnight. The mixture was poured into ice, DCM was added, the resulting precipitate was filtered, washed with DCM and water and dried. The residue was purified by HPLC.Yield: 400 mg (23%; Purity: 95%) MS: [M-H]-=298

Statistics shows that 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide is playing an increasingly important role. we look forward to future research findings about 50667-69-1.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/263556; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics