Amides-buliding-blocks

3119-02-6, Adding some certain compound to certain chemical reactions, such as: 3119-02-6, name is 4-Cyanobenzenesulphonamide, 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 3119-02-6.

General procedure: To a stirred suspension of nitrile (30 mmol) and hydroxylaminehydrochloride (3.13 g, 45 mmol) in EtOH (50 mL) a NaHCO3 (3.78 g,45 mmol)was added. The reaction mixturewas stirred under refluxfor 6 h. After the reaction had completed, the reaction mixture wasconcentrated under reduced pressure, and the residue was dilutedwith cold water (80 mL). The resulting precipitate was filtered off,washed with cold water (20 mL) and dried in air at roomtemperature.4.2.3. N’-Hydroxypicolinimidamide (10a) [35]Yield 3.54 g (86%); White solid; m.p. 117-118 C. 1H NMR(400 MHz, DMSO) delta ppm 9.90 (s, 1H), 8.57 (d, J 4.8 Hz, 1H), 7.86 (d,J 7.9 Hz, 1H), 7.82 (t, J 8.1 Hz, 1H), 7.40 (t, J 6.6 Hz, 1H), 5.80(br.s, 2H).

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 3119-02-6.

Reference:
Article; Krasavin, Mikhail; Shetnev, Anton; Sharonova, Tatyana; Baykov, Sergey; Kalinin, Stanislav; Nocentini, Alessio; Sharoyko, Vladimir; Poli, Giulio; Tuccinardi, Tiziano; Presnukhina, Sofia; Tennikova, Tatiana B.; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 92 – 105;,
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34801-09-7, A common compound: 34801-09-7, name is N-(2-Aminophenyl)acetamide, belongs to amides-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.

General procedure: added 4-dimethylaminopyridine (DMAP) to compound 9 of anhydrous tetrahydrofuransolution, stirring at room temperature for 30 min. Then added N-(3-dimethylaminopropyl)-N’-ethylcarbodiimidehydrochloride (EDCI?HCl) was to the reaction mixture and continued stirring 0.5-1h. Phenylenediamine derivatives were added to the reaction mixture, continued stirringat room temperature under nitrogen until the disappearance of the startingmaterial 9 (TLC monitoring). Afterevaporation of the solvent, residue was diluted in CH2Cl2and washed with saturated NaHCO3, water and saturated NaCl. Theorganic layer was dried over Na2SO4, filtrated, and evaporatedthe solvent in vacuo. The resulting residue was purified by silica gelchromatography to yield the corresponding product.

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, N-(2-Aminophenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Song, Jiao; Peng, Peng; Chang, Jun; Liu, Ming-Ming; Yu, Jian-Ming; Zhou, Lu; Sun, Xun; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2174 – 2178;,
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A common compound: 627-12-3, name is Propyl carbamate, belongs to amides-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. 627-12-3

General procedure: CuI (10mol%) and EDA (10mol%) were added to a mixtureof O-alkyl carbamate (1mmol), NaOtBu (1.5mmol) and aryl halide (1mmol) in 2mL toluene and the mixture wasstirred for the appropriate time, which was determined byTLC monitoring, at 100C. After completion of the reaction,the catalyst was removed by filtration and 20mL H2Owas added to the filtrate. The resultant mixture was extractedwith CHCl3.Then the organic phase was washed with water(2 ¡Á 10mL) and dried over anhydrous Na2SO4.After evaporationof CHCl3under reduced pressure, the correspondingcrude product was purified by flash chromatography to givethe desired pure cross-coupling product in good to excellentyield. In the case of using arylboronic acids as couplingpartners, Cu(OAc)2 was employed instead of CuI.

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, 627-12-3, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sardarian, Ali Reza; DindarlooInaloo, Iman; Zangiabadi, Milad; Catalysis Letters; vol. 148; 2; (2018); p. 642 – 652;,
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636-76-0,Some common heterocyclic compound, 636-76-0, name is 3-Sulfamoylbenzoic acid, molecular formula is C7H7NO4S, 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. 3-Sulfamoylbenzoyl chloride 10 g of ground 3-sulfamoylbenzoic acid were reacted as prescribed in Example 70b), the thionyl chloride was distilled off and the residue was crystallized under a mixture of petroleum ether and diethyl ether (1:1). Melting point: 123 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Sulfamoylbenzoic acid, its application will become more common.

Reference:
Patent; Hoechst Aktiengesellschaft; US4061761; (1977); A;,
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Some common heterocyclic compound, 6973-09-7, name is 5-Amino-2-methylbenzenesulfonamide, molecular formula is C7H10N2O2S, 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. 6973-09-7

To a solution of Intermediate Example 4 (200 mg, 0.695 mmol) and 5-amino-2- methylbenzenesulfonamide (129.4 mg, 0.695 mmol) in isopropanol (6 ml) was added 4 drops of cone. HCI. The mixture was heated to reflux overnight. The mixture was cooled to rt and diluted with ether (6 ml). Precipitate was collected via filtration and washed with ether. The hydrochloride salt of 5-({4-[(2,3-dimethyl-2/-/-indazol-6- yl)(methyl)amino]-pyhmidin-2-yl}amino)-2-methylbenzenesulfonamide was isolated as an off-white solid. 1H NMR (400 MHz, d6DMSO+NaHCO3) delta 9.50 (br s, 1 H), 8.55 (br s, 1 H), 7.81 (d, J = 6.2 Hz, 1 H), 7.75 (d, J = 8.7 Hz, 1 H), 7.69 (m, 1 H), 7.43 (s, 1 H), 7.23 (s, 2H), 7.15 (d, J = 8.4 Hz, 1 H), 6.86 (m, 1 H), 5.74 (d, J = 6.1 Hz, 1 H), 4.04 (s, 3H), 3.48 (s, 3H), 2.61 (s, 3H), 2.48 (s, 3H). MS (ES+, m/z) 438 (M+H).

The chemical industry reduces the impact on the environment during synthesis 5-Amino-2-methylbenzenesulfonamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/143483; (2007); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

402-46-0, A common heterocyclic compound, 402-46-0, name is 4-Fluorobenzenesulfonamide, molecular formula is C6H6FNO2S, 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.

General procedure: The synthesis route of compounds 1-24 followed the general pathway outlined in Scheme 1. The substituted nicotinic acid (1 mmol) mixed with benzenesulfonamide (1 mmol) through by using 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC¡¤HCl) (1.2 mmol) and 4-dimethylaminopyridine (DMAP) (1.2 mmol) in anhydrous CH2Cl2 for 6-8 h at 70-80 C. The reaction was monitored by TLC. The products are extracted with ethyl acetate. The extract is washed successively with 1 N HCl, water, 1 M NaHCO3, and water, dried over MgSO4, filtered and evaporated. The residue is purified by column chromatography using petroleum ether and ethyl acetate (1:1).

The synthetic route of 402-46-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Hui; Lu, Xiang; Zhang, Li-Rong; Liu, Jia-Jia; Yang, Xian-Hui; Wang, Xiao-Ming; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 4; (2012); p. 1411 – 1416;,
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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. 22726-00-7, name is 3-Bromobenzamide, A new synthetic method of this compound is introduced below., 22726-00-7

To a tube charged with 3-Bromo-benzamide (180 mg, 0.9 mmol) and Pd(dppf)Cl2 (40 mg, 0.054 mmol), was added 4-Hydroxy-5-methoxy-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde (250 mg, 0.9 mmol, Example 160, step d) as a solution in 2 mL of DMF followed by the addition of K2CO3 (248 mg, 1.8 mmol) in 0.5 mL H2O. The tube was sealed with a cap and allowed to heat for 16 hours at 85 C. Reaction mixture was then filtered and purified on reverse phase HPLC. Fractions containing the desired product were combined and the solvent was removed under reduced pressure to yield 82 mg of product 2?-Formyl-5?-hydroxy-4?-methoxy-biphenyl-3-carboxylic acid amide.

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; Zhou, Jinglan; Robinson, Leslie; Gubernator, Nikolaus M.; Saiah, Eddine; Bai, Xu; Gu, Xin; US2003/225110; (2003); A1;,
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6292-59-7, 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. 6292-59-7 name is 4-(tert-Butyl)benzenesulfonamide, 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.

Example 3: Preparation of 4-tert-Butyl-N-[6-chloro5-(2-methoxyphenoxy) [2,2]- bipyrimidinyl-4-yl] -benzene sulfonamide compound of formula-4.p-t-butyl benzene sulphonamide (2.2g,0.0104mol) was taken in Dimethyl Sulphoxide and potassium carbonate was added (2.75g,0.0198mol) under inter atmosphere and stirred for 0.5h. 3.4g of 4,6- dichloro 5-(2-methoxyphenoxy) [2,2]-bipyrimidinyl compound (formula-3) 3.44g, 0.009mol was added and heated to 120¡ãC and maintained at the same temperature for 2h. The reaction mass was quenched in IN hydrochloric acid and stirred for 2h. Product precipitates out and was filtered and washed with water and dried under vacuum yielding 4.3g(96percent) of pale yellow crystalline solid 4,6- dichloro 5-(2-methoxyphenoxy) [2,2]- bipyrimidinyl compound of formula-3 having the X-ray diffraction pattern with peaks at 8.547, 9.867, 11.068, 11.97, 13.851, 14.726, 15.539, 17.213, 18.428, 20.463, 22.232, 22.704, 23.536, 23.937, 24.827, 26.291, 26.545, 27.294, 27.815, 28.223, 29.278, 30.022, 30.5, 31.447, 31.996, 32.454, 33.43, 33.644, 34.251, 34.89, 35.662, 36.393, 37.402, 38.523, 39.022, 40.238, 40.724, 41.35, 41.93, 43.732, 44.289, 45.24, 47.267, 47.978, 49.123, 49.438, 50.22, ¡À 0.2 degrees two theta values.This was optionally purified using acetonitrile under the reflux condition to give pure pale yellow to off white crystalline product for formula-4 having the XRD.

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

Reference:
Patent; BIOCON LIMITED; VENKATA, Srinivas, Pullela; KOTHAKONDA, Kiran, Kumar; RAJMAHENDRA, Shanmughasamy; CHANDRASEKARAN, Indrajit; KALIAPPAN, Mariappan; MAILAR, Rekha, Shivappa; WO2013/57545; (2013); A1;,
Amide – Wikipedia,
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Adding some certain compound to certain chemical reactions, such as: 711007-44-2, name is 2,3-Diaminobenzamide, 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 711007-44-2. 711007-44-2

2: To a solution of 2-(tert-butoxycarbonyl)-7-((tert-butoxycarbonyl)amino)- l,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (200 mg, 0.51 mmol) in anhydrous DMF (3 mL) was added EDCHCl (293 mg, 1.53 mmol), HOAt (105 mg, 0.77 mmol) and triethylamine (0.107 ml, 0.77 mmol) at RT and the mixture was stirred for 10 min. To this reaction mixture, 2,3-diaminobenzamide (77 mg, 0.51 mmol) was added and heated to 800C over night. The reaction mixture was concentrated and purified by preparative TLC to afford tert-butyl 3-((2- amino-3-carbamoylphenyl)carbamoyl)-7-((tert-butoxycarbonyl)amino)-3,4-dihydroisoquinoline- 2(lH)-carboxylate. MS (ES+): m/z 526.30 [M+H]+

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 2,3-Diaminobenzamide.

Reference:
Patent; ANGION BIOMEDICA CORP.; PANICKER, Bijoy; LIM, Dong, Sung; SMITH, David, E.; WO2011/2520; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6269-91-6, 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. 6269-91-6 name is 2-Methyl-5-nitrobenzenesulfonamide, 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.

To a stirred solution of 2-methyl-5-nitrobenzenesulfonamide (4.6 g, 0.021 mol) in 2-methoxyethyl ether (43 mL), at 0¡ã C., was added a solution of 16.1 g of tin(II) chloride in 32 mL of concentrated HCl dropwise over 15 min. After the addition was complete, the ice bath was removed and the solution was allowed to stir for an additional 30 min. Approximately 130 mL of diethyl ether was added to reaction. The mixture was stirred vigorously for 1 h. The mixture was basified with a solution of NaOH and NaHCO3, and extracted with ethyl acetate (*3). The combined ethyl acetate layers were dried over anhydrous MgSO4, filtered and concentrated to give crude product. Trituation of the crude product with methanol provided 2.4 g of pure 5-amino-2-methylbenzenesulfonamide as light brown solid. 1H NMR (300 MHz, DMSO-d6) delta 7.11-7.10 (m, 3H), 6.95 (d, J=8.1 Hz, 1H), 6.60 (dd, J=8.1 and 2.4 Hz, 1H), 5.24 (s, 2H), 2.36 (s, 3H). MS (ES+, m/z) 187 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methyl-5-nitrobenzenesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; US2008/293691; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics