Category: 16091-26-2

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 16091-26-2 as follows. Product Details of 16091-26-2

(c) N-(3-((7-Chloro-5-hydroxy-1 ,1 -dioxido-2H-benzo[e][1 ,2,4]thiadiazin-3- yl)amino)phenyl)benzamide To a solution of 3-bromo-7-chloro-5-hydroxy-4H-benzo[e][1 ,2,4]thiadiazine 1 ,1 -dioxide (lnt-3, 200 mg) in t-BuOH (10 mL) was added KH2P04 (105 mg) at RT followed by N-(3- aminophenyl)benzamide (164 mg). The reaction mixture was stirred at 1 10 C for 16 hr. The reaction mixture was allowed to cool to RT and then quenched with water. The resulting precipitate was collected by filtration, washed with water, and dried under vacuum to afford the titled compound (158 mg). LCMS m/z 443.02 (M+H). 1H NMR after D20 exchange (400 MHz, DMSO-c/e) delta ppm 7.10 (d, J=2.19 Hz, 1 H) 7.20 (d, J=2.19 Hz, 1 H) 7.34 – 7.46 (m, 2 H) 7.48 – 7.64 (m, 4 H) 7.85 – 8.10 (m, 3 H).

According to the analysis of related databases, 16091-26-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Jerry Leroy; ATOR, Laura E.; DUFFY, Kevin J.; GRAYBILL, Todd L.; KIESOW, Terence John; LIAN, Yiqian; MOORE, Michael Lee; RALPH, Jeffrey M.; RIDGERS, Lance Howard; (370 pag.)WO2017/98421; (2017); A1;,
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Electric Literature of 16091-26-2,Some common heterocyclic compound, 16091-26-2, name is 3′-Aminobenzanilide, molecular formula is C13H12N2O, 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.

In a 250 mL three-necked flask equipped with a stirrer, a thermometer and a reflux condenser (with a water separator), 130.0 g of methyl chloroacetate was added.42.4 g of m-anilinoaniline was added under stirring.24.5 g of sodium carbonate was uniformly mixed under stirring, and the temperature was raised to 100 to 105 C, and refluxed for 2.0 h. 4.2 g of potassium bromide and 0.3 g of zinc powder were added, and the mixture was refluxed at 110 to 130 C for 3.0 h. The sample was sampled and detected by high pressure liquid chromatography, and the purity of the target product was 99.2%. After methyl chloroacetate was distilled off under reduced pressure, acetic acid was added to obtain an acetic acid solution of m-benzoylamino-N,N-di(methyl acetate) aniline in a yield of 98.4%.

The synthetic route of 16091-26-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Central South University of Forestry and Technology; Zhao Ying; Hu Renjie; Xiong Yuanfu; Zhao Qi; Yuan Yao; Tan Xiaoyan; (8 pag.)CN109796365; (2019); A;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 16091-26-2 as follows. Recommanded Product: 16091-26-2

(c) N-(3-((7-Chloro-5-hydroxy-1 ,1 -dioxido-2H-benzo[e][1 ,2,4]thiadiazin-3- yl)amino)phenyl)benzamide To a solution of 3-bromo-7-chloro-5-hydroxy-4H-benzo[e][1 ,2,4]thiadiazine 1 ,1 -dioxide (lnt-3, 200 mg) in t-BuOH (10 mL) was added KH2P04 (105 mg) at RT followed by N-(3- aminophenyl)benzamide (164 mg). The reaction mixture was stirred at 1 10 C for 16 hr. The reaction mixture was allowed to cool to RT and then quenched with water. The resulting precipitate was collected by filtration, washed with water, and dried under vacuum to afford the titled compound (158 mg). LCMS m/z 443.02 (M+H). 1H NMR after D20 exchange (400 MHz, DMSO-c/e) delta ppm 7.10 (d, J=2.19 Hz, 1 H) 7.20 (d, J=2.19 Hz, 1 H) 7.34 – 7.46 (m, 2 H) 7.48 – 7.64 (m, 4 H) 7.85 – 8.10 (m, 3 H).

According to the analysis of related databases, 16091-26-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Jerry Leroy; ATOR, Laura E.; DUFFY, Kevin J.; GRAYBILL, Todd L.; KIESOW, Terence John; LIAN, Yiqian; MOORE, Michael Lee; RALPH, Jeffrey M.; RIDGERS, Lance Howard; (370 pag.)WO2017/98421; (2017); 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. 16091-26-2, name is 3′-Aminobenzanilide, A new synthetic method of this compound is introduced below., Recommanded Product: 3′-Aminobenzanilide

General procedure: Compound (1a-e) (1 eq.) and compound (2a-e) (1 eq.) were suspendedin 5 mL of glacial acetic acid. The suspension dissolved completely uponheating. The reaction was refluxed for 15-30 min. After completion ofreaction (as monitored by TLC), reaction mixture was allowed tocooled, and then 10 mL of water was added. The resulting precipitatewas then filtered and was washed with water, cold ethanol, and hexanesto give the product.25N-(3-(2-methyl-4-oxoquinazolin-3(4H)-yl)phenyl) benzamide (4a):TLC carried out in Hexane: Ethyl acetate (60:40) Rf=0.13; cream colorsolid (70%); M.P: 248-249 C; IR: 3290 cm-1 (NeH stretch),1658 cm-1 (C]O amide); HRMS: m/z calcd for C22H17N3O2: 355.39[M+H]+; found: 356.1565.

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:
Article; Qureshi, Shahnawaz I.; Chaudhari, Hemchandra K.; Bioorganic and Medicinal Chemistry; vol. 27; 12; (2019); p. 2676 – 2688;,
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Amide – an overview | ScienceDirect Topics

Related Products of 16091-26-2, 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. 16091-26-2, name is 3′-Aminobenzanilide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The solid 5 (0.5 mmol) and quinazoline compound 6 (0.55 mmol) was dissolved in 20 mL of ethyl acetate and 4 mL of DMF. The reaction mixture was stirred for about 48-72 h at 45 oC. The reaction color gradually transformed from pale yellow to orange. The resulting mixture was washed with water (30 mL), dried over Na2SO4, concentrated and purified by flash column chromatography to afford the product 7 (yield 40 to 85%). N-(3-(4-Hydroxy-8-nitroquinazolin-5-ylamino)phenyl)benzamide7a Brown solid; 65% yield, M.p. 264.8-265.3 C IR (KBr): 3419, 2929, 1654, 1597, 1540, 1499, 1454, 1339, 1266, 1098, 890, 829 cm-1; 1H NMR (500 MHz, DMSO-d6): deltappm 6.70-6.72 (d, J = 10 Hz, 1H, ArH), 7.10-7.12 (d, J = 10 Hz, 1H, ArH), 7.25-7.28 (m, 1H, ArH), 7.52-7.56 (m, 3H, ArH), 7.59-7.61 (d, J = 10 Hz, 2H, ArH), 7.94-7.95 (d, J = 5 Hz, 2H, ArH), 8.23-8.24 (d, J = 10 Hz, 1H, ArH), 8.30 (s, 1H, NCH=N), 10.27 (s, 1H, NH), 11.59 (s, 1H, NHC=O), 12.99 (br.s, 1H, OH); 13C NMR (125 MHz, DMSO-d6): deltappm 112.55, 113.55, 115.78, 118.25, 118.53, 129.94, 130.68, 131.59, 133.92, 134.29, 134.74, 137.13, 142.53, 142.99, 150.28, 156.24, 166.48, 167.90; HRMS (TOF ESI-): m/z calcd for C21H15N5O4 [(M-H)-], 400.1051; found, 400.1056

The chemical industry reduces the impact on the environment during synthesis 3′-Aminobenzanilide. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhao, Yongqiang; Liu, Feifei; He, Guojing; Li, Ke; Zhu, Changcheng; Yu, Wei; Zhang, Conghai; Xie, Mingjin; Lin, Jun; Zhang, Jihong; Jin, Yi; Bioorganic and Medicinal Chemistry Letters; vol. 29; 23; (2019);,
Amide – Wikipedia,
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