Amides-buliding-blocks

109903-35-7, Adding a certain compound to certain chemical reactions, such as: 109903-35-7, name is 4-Amino-N-methylbenzenemethanesulfonamide, 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 109903-35-7.

4-Amino-3-iodo-N-methylbenzenemethanesulfonamide To a suspension of 1.06 g (5.31 mmol, 1.0 equiv.) of 4-amino-N-methylbenzenemethanesulfonamide in 20 mL of acetonitrile was added 0.862 g (5.31 mmol, 1.0 equiv.) of iodine monochloride. The reaction was stirred for 15 minutes at room temperature. The mixture was partitioned between 25 mL of ethyl acetate and 15 mL of 20% aqueous sodium thiosulfate. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to yield an oil. The oil was filtered through a plug of silica gel using 40% ethyl acetate in hexane to yield 1.13 g (65%) of 4-amino-3-iodo-N-methylbenzenemethanesulfonamide.

According to the analysis of related databases, 109903-35-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US5434154; (1995); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 83948-53-2, name is tert-Butyl N-(3-Bromopropyl)carbamate, 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 83948-53-2. 83948-53-2

The synthesis of the second key synthon 23 is described in scheme 2. This synthon will bear a masked (Boc protecting group) amine function enabling for example a bioconjugation reaction with an antibody or a biomolecule. The compound 17 was prepared according to the procedures descrinbed in the literature (WO 2014/111661). The diol 8 is activated in ditosylate form then condensed with the compound 19 resulting in the compound 21 with a good yield. The Sonogashira reaction followed by the deprotection of the nosy group enables the synthon 23 to be obtained.

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 tert-Butyl N-(3-Bromopropyl)carbamate.

Reference:
Patent; CISBIO BIOASSAYS; UNIVERSITE PAUL SABATIER; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; LAMARQUE, Laurent; PICARD, Claude; GALAUP, Chantal; LEYGUE, Nadine; ZWIER, Jurriaan; BOURRIER, Emmanuel; (48 pag.)US2018/362549; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6292-59-7, name is 4-(tert-Butyl)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. 6292-59-7

Example 5 A solution of 1 g of 2-(1,3-benzodioxol-5-yl)-2-(1,3-dihydro-1,3-dioxoisoindol-5-yloxy)acetic acid and 0.71 g of carbonyldiimidazole in 100 ml of THF is heated at 60¡ã for 2 hours. 0.93 g of 4-tert-butylbenzenesulfonamide and 0.67 g of 1,8-diaza-bicyclo[5.4.0]-undec-7-ene are then added and the mixture is stirred for a further 1 hour at this temperature. After customary working up, 2-(1,3-benzodioxol-5-yl)-2-(1,3-dihydro-1,3-dioxo-isoindol-5-yloxy)-N-(4-tert-butylphenylsulfonyl)acetamide, m.p. 215¡ã, is obtained.

Statistics shows that 6292-59-7 is playing an increasingly important role. we look forward to future research findings about 4-(tert-Butyl)benzenesulfonamide.

Reference:
Patent; Merck Patent Gesellschaft mit Beschrankter Haftung; US5821256; (1998); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 563-83-7, name is Isobutyramide, 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. 563-83-7

Compound 119 (10 g, 0.11 mol) , Lawson’s reagent (24 g, 0.06 mol) was added to a round bottom flask containing 150 mL of anhydrous tetrahydrofuran, protected with nitrogen, and stirred at 70 for 16 h. LCMS monitoring, after the reaction was completed, quenched with saturated sodium bicarbonate solution, extracted with EtOAc (400 mL ¡Á 2) , and the combined extracts were washed with saturated aqueous sodium chloride (100 mL) , dried with anhydrous Na 2SO 4, concentrated under reduced pressure, and then purified by column chromatography (eluent: ethyl acetate/petroleum ether, 1/3, v/v) , obtained 5 g of a yellow soild, yield: 42.4%. 1H NMR (400 MHz, CDCl 3) : delta ppm 1.29 (d, J = 6.8 Hz, 6H) , 2.84-2.97 (m, 1H) , 6.95 (s, 1H) , 7.73 (s, 1H) . LCMS: Rt = 0.82 min, MS Calcd.: 103.0, MS Found: 104.2 [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 563-83-7.

Reference:
Patent; ZHUHAI YUFAN BIOTECHNOLOGIES CO., LTD; LIAO, Xuebin; (208 pag.)WO2019/206049; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

7341-96-0,Some common heterocyclic compound, 7341-96-0, name is Propiolamide, molecular formula is C3H3NO, 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: 2-Azanorbornene 1 (2 mmol) was dissolved in dry CHCl3 (15mL) at ambient temperature, then the substituted acetylene (2.2 mmol) was added to the solution and the homogenous mixture stirred at r.t (24 h for MP and PA; 72 h for dialkyl acetylene dicarboxylates; TLC monitoring). Evaporationof the solvent under reduced pressure gave a crude brown oil which was purified by silica gel column chromatography (hexane-EtOAc with increasingpolarity as eluent) to provide products 2-4 as colorless oils or white powders. In the case of the reaction with MP, the obtained products 2a-e were unstable at r.t in air (quickly became dark), but relatively stable under a N2 atmosphere at -16 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7341-96-0, its application will become more common.

Reference:
Article; Nasirova, Dinara K.; Malkova, Anastasia V.; Polyanskii, Kirill B.; Yankina, Kristina Yu.; Amoyaw, Prince N.-A.; Kolesnik, Irina A.; Kletskov, Alexey V.; Godovikov, Ivan A.; Nikitina, Eugeniya V.; Zubkov, Fedor I.; Tetrahedron Letters; vol. 58; 46; (2017); p. 4384 – 4387;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 4664-01-1 name is 3,4-Pyridinedicarboximide, 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. 4664-01-1

NaOH (10% aqueous, 640 ml) was cooled to 7 C. and bromine (15 ml, 286.82 mmol) added dropwise. Pyrrolo[3,4-c]pyridine-1,3-dione (41.711 g, 281.6 mmol) was then added to the reaction mixture before it was heated to 80 C. for 30 minutes. After this time the reaction was allowed to warm to 37 C. and the pH modified to 5.5 by the addition of acetic acid (70 ml). A suspension formed that was removed by filtration and washed with 20 ml of ice cold methanol to give the title compound (26.58 g, 68.33%) in a suitably clean form to be used without any further purification. m/z (LC-MS, ESP): 139 [M+H]+, R/T=0.72 mins.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,4-Pyridinedicarboximide, and friends who are interested can also refer to it.

Reference:
Patent; Kudos Pharmaceuticals Ltd; US2006/199804; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1746-77-6, These common heterocyclic compound, 1746-77-6, name is Isopropyl carbamate, 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 491 -methylethyl (2E)-2-butenoylcarbamateIsopropyl carbamate (30 g, 291 mmol, available from TCI) was charged to a 3L Lara vessel and dry Tetrahydrofuran (THF) (150 ml) added. (2E)-2-butenoyl chloride (31.2 ml, 326 mmol, available from Aldrich) was added under nitrogen and the jacket cooled to – 30C. When the solution temperature reached -17C 1 M Lithium tert-butoxide (655 ml, 655 mmol) was added by peristaltic pump over 2 hours, keeping the reaction temperature between -10C and -18C. Once the addition was complete the mixture was complete the mixture was stirred for 30 mins and brought to 0C. Diethyl ether (450ml) and 1 M HCI (375ml) were added and the mixture brought to 20C with vigourous stirring. The stirring was stopped, the layers allowed to separate and the aqueous layer run off. Brine (375ml) was added and the mixture stirred vigourously. The stirring was stopped, the layers allowed to separate and the aqueous layer run off. The organic layer was dried (magnesium sulfate), filtered and evaporated to a brown oil (60g). The mixture was loaded on to a 40+M Biotage silica column and eluted with DCM:ethyl acetate (1 :1 to 0:1 , 10CV). The product containing fractions were evaporated to dryness and loaded on to a 1500g Redisep Isco silica column and eluted with a gradient of 0 to 40% ethyl acetate in cyclohexane. The clean, product containing fractions were evaporated to an off white solid (15.41 g). LCMS (Method C): Rt = 0.68 , MH+ = 172

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 1746-77-6.

Reference:
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

14433-76-2, 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. 14433-76-2, name is N,N-Dimethylcapramide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

the reaction formula of this embodiment is as follows:In a 25 ml reaction flask, add compound 1a (0.3mmol, 0.1561g), compound 2j (3mmol, 0.5980g), water 1.5 muL), toluene (1.5mL) to dissolve the above materials, and stir the reaction at 80 C. The reaction time is 3h After the reaction was completed, the solvent was removed by spin-drying, and the residue was subjected to flash column chromatography (PE: EA = 30: 1) to obtain pure 3aj (0.0850 g) with a yield of 85%.

The synthetic route of N,N-Dimethylcapramide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xuzhou Medical University; Wu Nan; Xu Zhou; Mi Jiajia; Li Chuang; Yuan Changyong; Zheng Yan; (15 pag.)CN110668937; (2020); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 20348-09-8 name is 2H-Pyrido[3,2-b][1,4]oxazin-3(4H)-one, 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. 20348-09-8

Step 1. 7-Bromo-2H-pyrido[3,2-b]1,4-oxazin-3(4H)-one To a solution of 5.6 g 2H-pyrido[3,2-b]-1,4-oxazin-3(4H)-one dissolved in 85 ml of DMF under nitrogen is added 7.96 g NBS in 50 ml of DMF. This is allowed to stir at room temperature overnight. To this is added 35 ml of water and the mixture is chilled The solid material which separates is filtered and washed with 3*100 ml H2 O. This is then dried under vacuum at 70 C. and then used directly in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2H-Pyrido[3,2-b][1,4]oxazin-3(4H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Rorer Pharmaceutical Corporation; US4906629; (1990); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

711007-44-2, 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. 711007-44-2, name is 2,3-Diaminobenzamide, A new synthetic method of this compound is introduced below.

Example 90G 2-((1R,5S)-6-((S)-1-phenylethyl)-6-azabicyclo[3.2.1]octan-5-yl)-1H-benzo[d]imidazole-4-carboxylic acid A mixture of (1R,5S)-6-((S)-1-phenylethyl)-6-azabicyclo[3.2.1]octane-5-carbaldehyde (2.0 g, 8.2 mmol), 2,3-diaminobenzamide (1.85 g, 8.2 mmol) and KHSO3 (2.14 g, 20.6 mmol) in DMA (30 mL) was stirred at 140 C. for 17 h. The reaction mixture was poured into ice. The resulting mixture was extracted with ethyl acetate three times. The combined organic layers were washed brine twice and dried over anhydrous Na2SO4. The solvent was removed and the residue was purified by column (silica gel, Hex/EtOAc/HOAc=2:1:0.01) to yield 2-((1R,5S)-6-((S)-1-phenylethyl)-6-azabicyclo[3.2.1]octan-5-yl)-1H-benzo[d]imidazole-4-carboxylic acid (930 mg, 30%). 1H NMR (DMSO, 400 MHz), delta: 10.9~11.2 (s,1H), 7.72~7.80 (m, 1H), 7.80~7.90 (m, 1H), 7.40~7.58 (m, 2H), 7.19~7.40 (m, 4H), 3.95~4.05 (m, 1H), 3.12~3.23 (m, 1H), 2.22~2.46 (m, 4H), 1.68[1.88 (m, 2H), 1.42~1.59 (m, 2H), 1.15~1.26 (m, 2H), 0.69~0.80 (m, 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; LEAD THERAPEUTICS, INC.; US2009/62268; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics