Month: August 2021

Application of 98-18-0,Some common heterocyclic compound, 98-18-0, name is 3-Aminobenzenesulfonamide, molecular formula is C6H8N2O2S, 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 3-aminobenzenesulfonamide (1.0 g, 5.81 mmol) and pyridine (4.7 mL, 58.07 mmol) in dichloromethane (10.3 mL) at 0 C was added dropwise 2,5-difluorobenzoyl chloride (719.3 mu, 5.81 mmol). The mixture was allowed to warm to 25 C and was stirred for 72 hours. The reaction mixture was diluted with ethyl acetate and water. The layers were separated and the organic layer washed with brine (2x). The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give a clear oil that crystallized upon standing. The solid was re-dissolved in ethyl acetate and washed with IN HCl (3x). The organic layer was dried with MgS04, filtered and evaporated to yield 2,5-difluoro-N-(3-sulfamoylphenyl)benzamide (1.17 g, 64%) as a white solid. ESI- MS m/z calc. 312.04, found 313.3 (M+l) +; Retention time: 1.31 minutes (3 minutes run). 1H NMR (400 MHz, DMSO-d6) delta 10.81 (s, 1H), 8.31 (s, 1H), 7.84 (d, J = 9.1 Hz, 1H), 7.59 – 7.54 (m, 3H), 7.50 – 7.39 (m, 4H) ppm.

The synthetic route of 98-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara Sabina; ANDERSON, Corey; TERMIN, Andreas P.; BEAR, Brian Richard; ARUMUGAM, Vijayalaksmi; KRENITSKY, Paul; JOHNSON, James Philip; WO2015/10065; (2015); A1;,
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. 698-67-9, name is 4-Bromobenzamide, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H6BrNO

The under nitrogen atmosphere, 4-bromobenzamide (597 mg, 3 mmol, 1.0 eq.) was dissolved in 25 ml of triethylamine, and then added trimethylsilylacetylene (2.94 g, 30 mmol, 10 eq), bis(triphenylphosphine) palladium dichloride (421 mg, 0.6 mmol, 0.2 eq.), cuprous iodide (228 mg, 1.2 mmol, 0.4 eq.). The reaction mixture was heated to 50 °C with stirring. Reaction was diluted with ethyl acetate release, filtered through Celite, washed twice with ethyl acetate, and the filtrate was concentrated in vacuo, the residue was purified by to give the title compound as a brown oil was purified by column 4-trimethylsilylethynylbenzamide (780 mmol g, crude).

According to the analysis of related databases, 698-67-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou Kaisheng Beite Pharmaceutical Co., Ltd.; Cai, Xiong; Qian, Changgeng; Liu, Bin; Li, Junqi; Lin, Mingsheng; Qing, Yuanhui; Weng, Yunwo; Wang, Yanyan; Xue, Weicai; You, Huajin; Zhou, Shiqing; (67 pag.)CN105622638; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 518057-72-2, name is 5-Amino-2-fluorobenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 5-Amino-2-fluorobenzamide

To a well-stirred solution of 2-fluoro-5-aminobenzamide (43b)(0.20 g, 1.3 mmol) and 1-bromononane (0.30 g, 1.4 mmol) in ACN(20 mL) was added K2CO3 (0.25 g, 1.8 mmol). The reaction mixture was heated to reflux for 4 h. After the complete disappearance ofstarting material as indicated by TLC, the reaction mixture wassubjected to pass through a short pad of silica gel. The filtrate obtainedwas evaporated under reduced pressure and subjected topurification by flash column chromatography on silica gel. Thetitled compound (0.11 g) was obtained in 30% yield. 1H NMR(400 MHz, CDCl3) d 7.23e7.34 (m, 1H), 6.94 (d, J 8.8 Hz, 1H), 6.76(s, 1H), 6.62e6.71 (m, 1H), 6.28 (br. s., 1H), 3.70 (br. s., 1H), 3.11 (t,J 7.0 Hz, 2H),1.61 (quin, J 7.0 Hz, 2H),1.22e1.44 (m,12H), 0.89 (t,J 6.6 Hz, 3H); 13C NMR (101 MHz, CDCl3) d 165.6 (s, CONH2), 153.7(d, JCF 232 Hz, C2), 145.4 (d, JCF 2.0 Hz, C5), 120.1 (d, JCF 26 Hz,C1), 117.4 (d, JCF 9.1 Hz, C4), 116.5 (dd, JCF 12 Hz, C3), 114.3 (d,JCF 9.1 Hz, C6), 44.4, 31.9, 29.5, 29.4, 29.3, 27.1, 22.7, 14.1; LRMS(ESI) m/z 281 (M H, 100), 303 (M Na, 50); HRMS (ESI) calcdfor C16H26N2OF (M H) 281.2029, found 281.2033.

The synthetic route of 518057-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lui, Hok Kiu; Gao, Wei; Cheung, Kwan Choi; Jin, Wen Bin; Sun, Ning; Kan, Jason W.Y.; Wong, Iris L.K.; Chiou, Jiachi; Lin, Dachuan; Chan, Edward W.C.; Leung, Yun-Chung; Chan, Tak Hang; Chen, Sheng; Chan, Kin-Fai; Wong, Kwok-Yin; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 95 – 115;,
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. 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H14FNO2

To a solution of 4-fluorophenylcarbamic acid te/t-butyl ester (1.3 g, 6.2 mmol) in anhydrous tetrahydrofuran (15 mL) was added sodium hydride (60% dispersion in mineral oil, 261 mg, 6.8 mmol). After the initial gas evolution had ceased, the reaction was allowed to stir for 15 minutes. Tetra-n-butylammonium iodide (227 mg, 0.6 mmol) was then added followed by addition of the 2-chloro-5-chloromethyl thiazole prepared above. The mixture was heated to reflux for 1 hour. After cooling, the reaction was carefully neutralized with cold saturated sodium bicarbonate (10 mL) and extracted with ethyl acetate (2 x 20 mL). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and the solvent removed under reduced pressure to provide a dark oil. Flash chromatography (silica gel; 5%- 10% ethyl acetate in hexanes) provided 2-chloro-thiazol-5-ylmethyl-4- fluorophenylcarbamic acid te/t-butyl ester (1.5 g, 4.4 mmol) as a yellow oil.

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 60144-53-8.

Reference:
Patent; WYETH; WO2008/73929; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 10268-06-1, The chemical industry reduces the impact on the environment during synthesis 10268-06-1, name is 2-(2-Chlorophenyl)acetamide, I believe this compound will play a more active role in future production and life.

To a solution of compound methyl 2-(5-chloro-1–(2-fluoroethyl)-1H– indol?3?yl)?2-oxoacetate (200 mg, 0.710 mmol, 1.00 equiv.) and compound 2-(2-chlorophenyl)acetamide (132 mg, 0.780 mmol, 1.10 equiv.)in THF (10 mL, 0.071 M) was added with t-BuOK solution (190 mg, 1.69 mmol, 2.40 equivj/THF (5.00 mL) at 0 °C under nitrogen atmosphere. After the reaction mixture was stirred at 0 00 for another 5 h, it was quenched by iN HC1 (10.0 mL). The excess acid was neutralized by sodium bicarbonate. The solution was extracted with EtOAc (10 mL x3), washed with brine, dried with MgSO4, filtered, and concentrated in vacuo. The residue was purified through column chromatography using EtCAc:hexanes (1 : 1.5 (v/v)) to afford the title compound as a light yellow solid (64.8 mg, 0.161 rnm0l, 23percent yield). NMR Spectroscopy: ?H NMR (700 MHz, (CD3)2S0, 25 °C, ) : 11.22 (s, lH), 8.21 (s, lH), 7.58(d, J = 8.7 Hz, lH), 7.55 (d, J = 7.9 Hz, lH), 7.51?7.49 (m, 1H),7.41?7.40 (m, 2H), 7.13 (dd, J 2.0, 8.7 Hz, 1H), 6.19 (d, J 2.0Hz, 1H), 4.76 (t, J = 4.6 Hz, lH), 4.70 (t, J= 4.6 Hz, 1H), 4.65 (t,J 4.6 Hz, 1H), 4.60 (t, J = 4.6 Hz, 1H). 13C NMR (175 MHz, (CD3)2S0,25 °C, ) 171.7, 171.2, 135.7, 135.0, 134.2, 133.5, 132.2, 130.8,129.4, 127.6, 127.0, 126.2, 125.2, 122.2, 119.8, 112.4, 104.4, 83.0,82.0, 46.6 (d, J =19.9 Hz). Z9p NMR (376 MHz, (0D3)2S0, 25 °C, oe) -222.1 (m) . HRMS (ESI?TOF) (m/z) : calcd for C2flH14N2O2FC12 ( [M + H]),403.0416, found, 403.0408.

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

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; NGAI, Ming-Yu; LEE, Katarzyna, N.; HU, Kongzhen; NASDEV, Neil; HAGGARTY, Stephen, J.; (120 pag.)WO2018/132636; (2018); 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. 2896-98-2, name is Tetrahydro-1,4-thiazepan-5-one, A new synthetic method of this compound is introduced below., SDS of cas: 2896-98-2

To a solution of 1,4-thiazepan-5-one (3.0 g) in distilled THF (90 mL) cooled to 0 C. is added dropwise a solution of LiAlH4 in THF (1M solution, 22.9 mL). The mixture is stirred at room temperature for 2 h. The reaction is quenched by successive addition of water (2 mL), 15% NaOH (2 mL) and water (2 mL). The reaction mixture is filtered to remove the aluminum salt that had precipitated. The filtrate was dried (Na2SO4), filtered, and concentrated to obtain 2.63 g (98%) of 1,4-thiazepane as a yellow residue. Physical characteristics are as follows: 1H NMR (300 MHz, CDCl3) delta3.07, 2.96, 2.75, 1.92.

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; Pharmacia & Upjohn Company; US6248739; (2001); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics