Category: amides-buliding-blocks

Some common heterocyclic compound, 108-13-4, name is Malonamide, molecular formula is C3H6N2O2, 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: Malonamide

(1) Production of 1,2-dihydro-2-oxo-6-(trifluoromethyl)pyridine-3-carboxamide; Sodium methoxide (74g, 1.37 mol) was dissolved in methanol (1,000 mL), and malon diamide (100g, 0.979 mol) was added to this solution at room temperature. To this mixture, 4-ethoxy-1,1,1-trifluoro-3-buten-2-one (191g, 1.14 mol) was added dropwise at a temperature between 25 and 30C, and the resultant mixture was refluxed under heating for 2 hours. After cooling to 45C, concentrated hydrochloric acid was added to the mixed solution to give a pH of 3 to 4, and 500 mL of methanol was distilled off at normal pressure. To the residue, water (500 mL) was added, and the mixture was stirred for a day at room temperature. The resultant product was precipitated while cooling with ice. Thus obtained crystal was collected by filtration, washed with water, and then dried under reduced pressure, to obtain 167g of a subject compound (yield: 83%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 108-13-4, its application will become more common.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY CO., LTD.; EP1982978; (2008); A1;,
Amide – Wikipedia,
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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. 50487-72-4, name is N,N-Diallyl-4-methylbenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of N,N-Diallyl-4-methylbenzenesulfonamide

General procedure: A solution of 18 (0.001-0.0025 mmol, 1.00 mol%-10.0 mol%) was added to a solution of alkene (0.10 mmol) in toluene (0.10 mL; 1.0 M) under nitrogen. The resulting mixture was stirred at 100 C for 2-12 h. Then, the solvent was removed under reduced pressure to yield a crude product, which was purified by flash chromatography (c-hexane-CH2Cl2) to remove the Ru residue. Conversions were obtained as confirmed by 1H NMR spectroscopy by comparing the ratios of the integrals of the starting materials with those of the products. The catalytic activities of ruthenium carbyne 18 to a variety of substrates are shown in Table 1.

The synthetic route of 50487-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 2623-33-8, 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. 2623-33-8, name is 4-Acetamidophenyl acetate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 6 Preparation of 4-Acetoxy-2-nitroacetanilide (V) A 500 mL, Erlenmeyer flask equipped with a magnetic stirring bar and a thermocouple was charged with 4-acetoxyacetanilide (10.3 g, 0.05 mol), methylene chloride (50 mL), and acetic anhydride (16.2 g, 0.16 mol). The mixture was stirred at ambient temperature for 15 minutes (incomplete solution), and then was cooled to 0C (ice-salt bath). Nitric acid (5.0 mL, 0.08 mol, 70% acid, d=1.42) was added over a 30 second period. The ice bath was removed and the mixture was heated to boiling (42.5C) and maintained at that temperature for 30 minutes. The reaction temperature was slowly increased to 75C to distill methylene chloride, and then the mixture was allowed to cool slowly to ambient temperature and stand for 16 hours. The crystalline precipitate was isolated by filtration and vacuum dried to yield 7.1 g, 0.03 mol of 4-acetoxy-2-nitroacetanilide (mp 143-146C).

The synthetic route of 4-Acetamidophenyl acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IOLAB CORPORATION; EP282294; (1988); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

98-10-2, name is Benzenesulfonamide, 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: 98-10-2

General procedure: To a mixture of sulfonamide (2 mmol) and alcohol (10 mmol) in 1,4-dioxane (3 mL) was added Tf2O (2 mmol). The mixture was then sealed and stirred at 120 C until the reaction was completed as judged by TLC. After quenching with satd. aq. NaHCO3, the reaction mixture was extracted three times with EtOAc, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography with PE and EtOAc (3: 1) as the eluent to give the pure product.

The synthetic route of 98-10-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Ting Ting; Qi, Lan-Jun; Cui, Dong-Mei; Zhang, Chen; Zhao, Yan; Bulletin of the Chemical Society of Japan; vol. 88; 4; (2015); p. 610 – 612;,
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These common heterocyclic compound, 24566-95-8, name is 1-(3-Aminopropyl)azepan-2-one, 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. name: 1-(3-Aminopropyl)azepan-2-one

General procedure: p-Chloro-N-alkylbenzenesulfonamides (1-8) (1 equiv.) andaminolactam N-(3-aminopropyl)-2-pyrrolidinone (APP)(1.25 equiv.) or N-(3-aminopropyl)-2-azepanone (APA)(1.25 equiv.) were added to a 50 mL round-bottomed flaskand dissolved in dimethylsulfoxide (10 mL) for a nucleophilicaromatic substitution reaction (SNAr). The contents were then stirred in a reflux system for 1-2 h at 85 C.Afterward, the solvent was removed with frozen water andthe product was treated with diluted HCl (5 %) for removalof amino-lactam excess. The crude product was filtered offand recrystallized from 1:1 ethyl ether-petroleum ether (bp60-80 C). All obtained compounds were structurally confirmedby 13C and 1H NMR analyses (see Supplementarymaterial).

The synthetic route of 1-(3-Aminopropyl)azepan-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Martins, Carina C.; Bassetto, Carlos A. Zanutto; Santos, Jandyson M.; Eberlin, Marcos N.; Magalhaes, Alvicler; Varanda, Wamberto; Gonzalez, Eduardo R. Perez; Amino Acids; vol. 48; 2; (2016); p. 445 – 459;,
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Reference of 5466-88-6, 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. 5466-88-6, name is 2H-1,4-Benzoxazin-3(4H)-one, This compound has unique chemical properties. The synthetic route is as follows.

General procedure for compound 26:; To a solution of compound 21 (3.0 gm, 20.1 mmol) in DMF, potassium carbonate (8.3 gm, 60.4 moles) was added followed by methyl iodide (2 mL, 30.1 mmol) at room temperature. The resulting mixture was stirred for 2 hrs at the same temperature. After completion of the reaction, the mixture was washed with ethyl acetate and water and the organic layer was dried over Na2S04 and concentrated under reduced pressure to obtain a residue which turned into a solid compound 26 (2.5 gm, 78.12% yield) on washing with pentane solvent. The obtained product was used for further step directly without purification.

The chemical industry reduces the impact on the environment during synthesis 2H-1,4-Benzoxazin-3(4H)-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; SALITURO, Francesco, G.; SAUNDERS, Jeffrey, O.; WO2012/88314; (2012); A1;,
Amide – Wikipedia,
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Synthetic Route of 118753-70-1, A common heterocyclic compound, 118753-70-1, name is tert-Butyl bis(2-chloroethyl)carbamate, molecular formula is C9H17Cl2NO2, 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.

(4-Chloro-2-fluorophenyl)acetonitrile (2.3 g, 13.7 mmol, 1.0 equiv) was added to a suspension of NaH (2.1 g, 52.5 mmol, 3.8 equiv) in DMSO (20 mL) at 23 C. The resulting yellow suspension was stirred for 10 min and the color turned red-brown. Boc-N(CH2CH2Cl) (N,N-bis(2-chloroethyl)-t-butylcarbamate) (3.7 g, 15.3 mmol, 1.1 equiv) in DMSO (20 mL) was added to the reaction mixture (bubbling observed) and the resulting suspension was heated to 85 C. with stirring for an additional 1.5 hours. The reaction mixture was cooled to 23 C. then poured onto a 1:1 mixture of ethyl acetate and hexanes (300 mL). The organic fraction was washed with water (100 mL) and a saturated aqueous solution of NaCl (100 mL). The organic layer was dried over anhydrous sodium sulfate. The dried solution was then filtered and the filtrate was concentrated. The residue was purified by flash silica chromatography (0%-30% ethyl acetate in hexanes) to afford the bis-alkylation product 1,1-dimethylethyl 4-(4-chloro-2-fluorophenyl)-4-cyano-1-piperidinecarboxylate (1.9 g, 5.6 mmol, 38%) as a yellow crystalline solid. MS (ES) m/e 239 [M-Boc+H]+.

The synthetic route of 118753-70-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eidam, Hilary Schenck; Haile, Pamela A.; Hughes, Terry Vincent; Sehon, Clark A.; US2008/318990; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1628-29-1, name is 1-(10H-Phenothiazin-10-yl)ethanone, belongs to amides-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 1628-29-1, Application In Synthesis of 1-(10H-Phenothiazin-10-yl)ethanone

Under argon atmosphere,Firstly, NaOH and triethylboron are stirred to form a transparent clear solution at room temperature.The concentration is 1M/L;Then,The above triethylboron solution was successively treated with 10umol (2mol%),Amide substrate 5mmol,Triethoxysilane or polymethylhydrogensiloxane 15mmol,MTBE 2mL added to the 10mL sealed tube,It is heated and stirred in an 80C oil bath for 6 hours.The reaction is over,Exposing the reaction to air quenching,The amine product is then separated directly by column chromatography.According to the results of column chromatography separation, when using triethoxysilane or polymethylhydrogensiloxane (PMHS),The yield of the target product was:

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, 1-(10H-Phenothiazin-10-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Taizhou University; Yao Wubing; Li Rongrong; Jiang Huajiang; (10 pag.)CN107337573; (2017); 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. 1171331-39-7, name is 2-Amino-N-(2,2,2-trifluoroethyl)acetamide hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Amino-N-(2,2,2-trifluoroethyl)acetamide hydrochloride

To a stirred solution of (Z)-2-bromo-4-(4,4,4-trifluoro-3-(3,4,5-trichlorophenyl)but-1-en-1-yl)benzoic acid (200 mg, 0.41 mmol) in anhydrous THF (5.0 mL) was added carbonyldiimidazole (82 mg, 0.51 mmol). The mixture was heated in a 50 C. oil bath for 1.5 h, treated with 2-amino-N-(2,2,2-trifluoroethyl)acetamide hydrochloride (109 mg, 0.057 mmol) and the resulting mixture heated to reflux for 8 h. After cooling to ambient temperature, the mixture was taken up in Et2O and washed twice with aq. 5% NaHSO4 (2*) and once with sat. NaCl (1*). After dying over MgSO4, concentration in vacuo and purification by medium pressure chromatography on silica with EtOAc/Hexanes as the eluents, the title compound was obtained as a white foam (160 mg, 41%) mp 48-61 C.: 1H NMR (400 MHz, CDCl3) delta 7.58 (d, J=7.9 Hz, 1H), 7.44-7.29 (m, 3H), 7.14 (dd, J=7.9, 1.6 Hz, 1H), 6.86 (d, J=11.4 Hz, 1H), 6.76 (t, J=5.9 Hz, 1H), 6.59 (br s, 1H), 6.21-6.04 (m, 1H), 4.23 (d, J=5.5 Hz, 1H), 3.98 (qd, J=9.0, 6.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta -69.31, -72.3; EIMS m/z 626.9 ([M+1]+).

According to the analysis of related databases, 1171331-39-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171312; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 122334-37-6, These common heterocyclic compound, 122334-37-6, name is 4-Chloro-N-methoxy-N-methylbenzamide, 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 1; 3-(4-chloro-phenyl)-2-(2>4-dichloro-phenyl)-4,5,6,7-tetraliydro-2H- indazole-7-carboxylic acidpiperidin-1-ylamide (Cpd 33); To a solution of LHMDS (21 mL, 2.1 mmol) in 50 mL of anhydrous THF under a nitrogen atmosphere at -78 0C was added 2-oxo-cyclohexanecarboxylic acid ethyl ester Compound Ia (1.80 g, 10.0 mmol) in 10 mL of anhydrous THF. The resultant homogeneous mixture was left to stir at -78 0C for 40 min followed by the drop wise addition of 4-chloro-N-methoxy-N-methyl-benzamide Compound Ib (2.0 g, 10 mmol) in 10 mL of anhydrous THF. The reaction mixture was allowed to stir for 18 hours and allowed to warm to ambient temperature. The reaction mixture was quenched with water (50 mL) and the organic layer was extracted with EtOAc (200 mL) and washed with brine, separated and dried with anhydrous Na2SO4, then filtered and concentrated in vacuo to yield 3-(4-chloro-benzoyl)-2-oxo-cyclohexanecarboxylic acid ethyl ester Compound Ic (1.7 g) as an oil, which was used in the next step without further purification.

Statistics shows that 4-Chloro-N-methoxy-N-methylbenzamide is playing an increasingly important role. we look forward to future research findings about 122334-37-6.

Reference:
Patent; JANSSEN PHARMACEUTICA, NV; WO2007/95513; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics