Category: 72505-21-6

Some common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, molecular formula is C8H6F3NS, 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. Recommanded Product: 72505-21-6

Step B 2-(4-Trifluoromethylphenyl)thiazole A stirred solution of 5.0 grams (0.024 mole) of 4-trifluoromethylbenzthioamide, 4.4 grams (0.026 mole) of bromoacetaldehyde dimethyl acetal, and 4 drops of concentrated hydrochloric acid in 50 ml of ethanol was heated at reflux for 18 hours. After this time the reaction mixture was subjected to column chromatography on silica gel. Elution was accomplished using 20% ethyl acetate in hexane. The appropriate fractions were combined and concentrated under reduced pressure, yielding 3.3 grams of 2-(4-trifluoromethylphenyl)thiazole. The nmr spectrum was consistent with the proposed structure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 72505-21-6, its application will become more common.

Reference:
Patent; FMC Corporation; US5073564; (1991); A;,
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. 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-(Trifluoromethyl)thiobenzamide

4- (Trifluoromethyl) thiobenzamide (20.5 g, 0.1 mol) was dissolved in tetrahydrofuran (300 [UN)] at room temperature, and then methyl [2-CHLOROACETOACETATE] (12.2 [UN,] 0.1 mol) was added slowly for about 20 minutes therein while stirring. After completion of addition, the mixture was stirred again at room temperature for 30 minutes, and then the mixture was heated and refluxed at 78 to 80 C for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature. Subsequently, 50% aqueous solution of sodium hydroxide [(150 NE)] was added and stirred for 20 minutes. The resultant organic layer was separated by extraction with ethyl acetate, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to thereby yield 28.8 g of the title compound (yield: 95. 6%). ‘H-NMR (300 MHz, [CDCI3)] : 8.01 (d, 2H, [J =] 8.4 Hz), 7.64 (d, 2H, [J= 8. 3] Hz), 3. 84 [(S, 3H),] 2. [73] (s, [3H).]

According to the analysis of related databases, 72505-21-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KANG, Heonjoong; HAM, Jungyeob; WO2003/106442; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 72505-21-6, 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. 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, This compound has unique chemical properties. The synthetic route is as follows.

Example 18; Intermediate: 4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5- carboxylic acid methyl ester; To a solution of 3-oxo-heptanoic acid methyl ester (5.0 g, 31.6 mmol) in dry dichloromethane (80 mL) add sulfurylchloride (2.82 mL). Stir the reaction mixture at room temperature for 30 minutes then add water (20 mL) and the reaction mixture extracted five times with portions of 30 mL of dichloromethane. Wash the combined organic extracts with water, saturated aqueous solution of NaHC03 and brine and then dry over MgS04. Remove the solvent under reduced pressure to give 2-chloro-3-oxo-heptanoic acid methyl ester (6.0 g), which was used in the next step without further purification. To a solution of 2-chloro-3-oxo- heptanoic acid methyl ester (6.0 g, 31.1 mmol) in ethanol (50 mL) add 4-(trifluoromethyl) thiobenzamide (6.4 g, 31.2 mmol). Heat the reaction mixture to reflux overnight. Remove the solvent under reduced pressure and purify the residue by chromatography on silica gel (eluting with a gradient of n-heptane:ethyl acetate (100:1 to 60:1)) to give 4-butyl-2-(4- trifluoromethyl-phenyl) -thiazol-5- carboxylic acid methyl ester (7.4 g) as a yellow oil. MS (ESI) m/z 344 (M+H).

The chemical industry reduces the impact on the environment during synthesis 4-(Trifluoromethyl)thiobenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2005/97762; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, molecular formula is C8H6F3NS, 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 C8H6F3NS

Step B 2-(4-Trifluoromethylphenyl)thiazole A stirred solution of 5.0 grams (0.024 mole) of 4-trifluoromethylbenzthioamide, 4.4 grams (0.026 mole) of bromoacetaldehyde dimethyl acetal, and 4 drops of concentrated hydrochloric acid in 50 ml of ethanol was heated at reflux for 18 hours. After this time the reaction mixture was subjected to column chromatography on silica gel. Elution was accomplished using 20% ethyl acetate in hexane. The appropriate fractions were combined and concentrated under reduced pressure, yielding 3.3 grams of 2-(4-trifluoromethylphenyl)thiazole. The nmr spectrum was consistent with the proposed structure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 72505-21-6, its application will become more common.

Reference:
Patent; FMC Corporation; US5073564; (1991); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 72505-21-6,Some common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, molecular formula is C8H6F3NS, 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.

5.0 g of Methyl 3-oxoheptanoate were dissolved in 80 ml dry dichloromethane. 2.82 ml Sulfurylchloride was added and the reaction mixture was stirred at room temperature for thirty minutes. Water was added and the mixture was extracted five times with dichloromethane (30 ml). The combined organic extracts were washed with water and brine and dried over MgSO4. The solvent was evaporated in vacuo to obtain 6.0 g 2-Chloro-3-oxo-heptanoic acid methyl ester as crude material. 6.0g 2-Chloro-3-oxo-heptanoic acid methyl ester was dissolved in 50 ml ethanol and 6.4 g 4-(Trifluoromethyl)thiobenzamide was added. The mixture was heated under reflux overnight. The cooled reaction mixture was evaporated in vacuo and column chromatography (n-heptane:ethyl acetate = 100:1 => 60:1) of the residue gave 7.4 g 4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid methyl ester as yellow oil. C16H16F3NO2S (343.37), MS(ESI): 344.1 (M+H+), Rf(n-heptane:ethyl acetate = 4:1) = 0.62.

The synthetic route of 72505-21-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aventis Pharma Deutschland GmbH; EP1586573; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 72505-21-6, A common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, molecular formula is C8H6F3NS, 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 intermediate 15 (530.3 g, 2.59 mol) in EtOH (2.6 l) was added 2- chloro-3-oxo-butyric acid ethyl ester (465 ml, 1.3 eq) and the mixture was stirred at rt for 7 hours and at 70C for 14 hours. After cooling at 0C the precipitate was filtered and washed with cold EtOH (500 ml) to give the title compound (573.0 g, 1.89 mol) as a beige powder in a 73% yield; 1H NMR (CDCI3, 300 MHz) delta 7.9 (d, 2H), 7.6 (d, 2H), 4.3 (q, 2H), 2.65 (s, 3H), 1.25 (t, 3H).

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; GLAXO GROUP LIMITED; WO2004/6924; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 72505-21-6, 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. 72505-21-6 name is 4-(Trifluoromethyl)thiobenzamide, 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.

General procedure: A solution of 3-bromo-1-benzofuran-2(3H)-one (0.5 g,2.35 mmol) in toluene (5 mL) was added dropwise to a suspensionof the corresponding thioamide (2.35 mmol) and pyridine (65 mL,0.8 mmol) in toluene (5 mL) at room temperature. The reactionmixturewas stirred and heated at 80C for 2 h and then cooled. The amorphous precipitate was collected by filtration and thenrecrystallized from 80% aqueous ethanol to give products 1a-h as orange crystals. Alternative method for synthesis of 1a is alsodescribed in Ref. [25].

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

Reference:
Article; Kammel, Richard; Tarabova, Denisa; Machalicky, Old?ich; Nepra?, Milo?; Frumarova, Bo?ena; Hanusek, Ji?i; Dyes and Pigments; vol. 128; (2016); p. 101 – 110;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 72505-21-6, 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. 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-(trifluoromethyl)benzothioamide 1 (10 mmol/2.05 g) in the minimum required quantity of absolute ethanol (10 mL), ethyl 2-chloroacetoacetate 2 (15 mmol/2.46 g) was added and the resulting mixture was heated on the water bath for 5 h. The solution was cooled down and neutralized with a solution of potassium carbonate. The resulting solid was filtered, washed with water, recrystallized from ethanol to give the target compound.

The chemical industry reduces the impact on the environment during synthesis 4-(Trifluoromethyl)thiobenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Article; Nastasa, Cristina; Tiperciuc, Brindusa; Duma, Mihaela; Benedec, Daniela; Oniga, Ovidiu; Molecules; vol. 20; 9; (2015); p. 17325 – 17338;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 72505-21-6, 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. 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Appropriate thiobenzamides or thioacetamides (1 mmol) and alpha-chloroacetoacetate 3 (150 mg, 1.2 mmol) were added to absolute ethanol (15 mL). The reaction mixture was heated at reflux for 24 h. After removal of solvent under reduced pressure, the residue was purified by silica gel chromatography using hexanes-ethyl acetate (7:3) to provide the desired compounds.

The synthetic route of 4-(Trifluoromethyl)thiobenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mayhoub, Abdelrahman S.; Khaliq, Mansoora; Botting, Carolyn; Li, Ze; Kuhn, Richard J.; Cushman, Mark; Bioorganic and Medicinal Chemistry; vol. 19; 12; (2011); p. 3845 – 3854;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 72505-21-6, These common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, 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.

Intermediate Example P; EMI70.1Ethyl 4- (1-methylethyl)-2- [4- (trifluoromethyl) phenyl]-1, 3-thiazole-5-carboxylate(XI-5a) Ethyl isobutyrylacetate(XI-3a) (3.006 g, 19.0mmol) was dissolved in chloroform (20 mL). Sulfuryl chloride (1.70 mL, 21.2mmol) was added and the solution was stirred at RT for 18 hours, then was concentrated. The residue was dissolved in ethanol (50 mL).4- (Trifluoromethyl) benzenethioamide (4.234 g, 20.6mmol) was added and the solution was heated to reflux for 24 hours. The mixture was cooled to RT and filtered. The solid was washed with cold ethanol and dried to provide the title product (2.68 g, 32%) as a pale yellowsolid.’H NMR (400 MHz,CDCI3)6 8.09 (d, J= 8.1 Hz, 2H), 7.69 (d, J= 8.1 Hz, 2H), 4.35 (q, J= 7.1 Hz, 2H), 3.99 (qu, J= 6.8 Hz,1H), 1.39 (t, J= 7.1 Hz,3H), 1.35 (d, J= 6.8 Hz, 6H).

Statistics shows that 4-(Trifluoromethyl)thiobenzamide is playing an increasingly important role. we look forward to future research findings about 72505-21-6.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/51890; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics