Month: March 2021

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. 108468-00-4, name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene

2,4-dichloro-3-nitroquinoline (150 mg, 0.617 mmol) was dispersed in anhydrous DCM (10 mL) and stirred at room temperature for 5 min before a solution of l-(N-Boc-aminomethyl)-4-(aminomethyl)benzene (146 mg, 0.617 mmol) in DCM (lOmL) with EbN (90pL) was added in dropwise. This mixture was then stirred at 20 C for 3 h, then added asolution of l-(N-Boc-aminomethyl)-4-(aminomethyl)benzene (90 mg) with EbN (90 uL) and was allowed to stir at 20 C for 24 h, where LCMS saw full conversion of the dichloro-nitro-quinoline. The reaction mixture was diluted with DCM to 25 mL and was washed with brine, which was extracted with 2x 50 mL DCM. The combined organic phases were dried with Na2S04, filtered, and concentrated before the crude product was purified by flash column chromatography on silica (hexane/ethyl acetate 3:2). Product containing fractions with single spot by TLC were pooled and concentrated to an orange oil that was further concentrated to an orange solid at 0.2 mbar. Yielded 246.9 mg (90%). Rf = 0.57 (hexane/ethyl acetate 1 : 1 (v/v)). UPLCMS of product (LC2, C’ is): Retention time = 4.58 min. Calculated mass of C22H23CIN4O4 = 442.14; Observed [M+Na:M+Na+2]? as m/z = 465.1/467.2 in a 3: 1 ratio. NMR (400 MHz, DMSO-d6) d 8.53 (d, J= 8.5 Hz, 1H), 8.48 (t, J= 6.3 Hz, 1H), 7.88- 7.81 (m, 2H), 7.67 (ddd, J= 8.4, 5.3, 2.9 Hz, 1H), 7.36 (t, J= 6.2 Hz, 1H), 7.21 (d, J= 8.3 Hz, 2H), 7.17 (d, J= 8.4 Hz, 2H), 4.41 (d, J= 6.1 Hz, 2H), 4.09 (d, J= 6.2 Hz, 2H), 1.38 (s, 9H).13C NMR (101 MHz, DMSO) d 155.8, 145.3, 144.4, 141.1, 139.5, 136.1, 132.3, 128.6, 127.0, 126.9, 126.7, 126.5, 123.1, 119.7, 77.8, 46.6, 43.0, 28.2.

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 108468-00-4.

Reference:
Patent; TORQUE THERAPEUTICS, INC.; ANDRESEN, Thomas Lars; HENRIKSEN, Jonas Rosager; KRAEMER, Martin Kisha; (217 pag.)WO2020/23680; (2020); A1;,
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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. 136927-63-4, name is Pyrrolo[1,2-a]pyrazin-1(2H)-one, A new synthetic method of this compound is introduced below., Quality Control of Pyrrolo[1,2-a]pyrazin-1(2H)-one

PREPARATION 20 1-chloropyrrolo[1,2-a]pyrazine (A compound of formula (BB)) To pyrrolo[1,2-a]pyrazin-1(2H)-one (0.35 g, 2.61 mmol) was added phosphorous oxychloride (4.0 g, 26.1 mmol). The reaction mixture was agitated for approximately 16 hours. The reaction mixture was then made alkaline by the addition of sodium bicarbonate. The reaction mixture was then extracted with hexane, washed with a saturated sodium bicarbonate solution, dried over MgSO4 and evaporated. The product was purified by recrystallization in hexane and cooled with a mixture of dry ice and acetone to give the title compound, 1-chloropyrrolo[1,2-a]pyrazine (71%), m.p. 56-57 C.

The synthetic route of 136927-63-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Syntex (U.S.A.) Inc.; US5041442; (1991); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 5349-24-6, These common heterocyclic compound, 5349-24-6, name is N-Butyl-2-chloroacetamide, 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: Compound 1,2,4-triazol-3-thiol (4) (0.01 mol) was dissolved in aqueous potassium hydroxide solution (0.61g in 100 ml distilled water) with stirring till a clear yellow color solution was obtained. It was filtered to remove any suspended impurities. Then various N-substituted-alpha-chloroacetanilides (0.01 mol) compound were dissolved in ethanol and added with shaking at 55C stirred for 4.5 h. Then the reaction mixture was left overnight and the next day, the separated solid was filtered and washed twice with cold distilled water to remove KCl, dried and recrystallized from dilute glacial acetic acid. In case of aliphatic N-substituted-alpha-chloroacetanilides, the amide was added at room temperature.

The synthetic route of 5349-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rajoriya, Vaibhav; Kashaw, Varsha; Kashaw, Sushil K.; Letters in drug design and discovery; vol. 15; 5; (2018); p. 451 – 462;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 1882-71-9, name is 2-Amino-5-methoxybenzamide, 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. Product Details of 1882-71-9

General procedure: A 12mL vial was charged with MCM-41-2P-Pd(OAc)2 (2molpercent), 2-aminobenzamide (1mmol), aryl iodide (1mmol) (if solid) and a stirring bar. Then, DMF (2mL), aryl iodide (1mmol) (if liquid) and DBU (2mmol) were injected by syringe under an argon atmosphere. The vial was placed in an alloy plate, which was transferred into a 300mL Parr Instruments 4560 series autoclave under an argon atmosphere. After flushing the autoclave three times with CO, a pressure of 10bar CO was fixed at ambient temperature. The autoclave was heated for 20hat 120¡ãC. After completion of the reaction, the autoclave was cooled to room temperature and the pressure was released carefully. The reaction mixture was diluted with ethyl acetate (10mL) and filtered. The palladium catalyst was washed with distilled water (2¡Á5mL) and acetone (2¡Á5mL), and reused in the next run. The filtrate was concentrated in vacuo and the pure product was isolated by either washed with water, ethyl acetate and finally hexane or recrystallization from MeOH.

The synthetic route of 2-Amino-5-methoxybenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Article; You, Shengyong; Huang, Bin; Yan, Tao; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 875; (2018); p. 35 – 45;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 579474-47-8, name is tert-Butyl 2-amino-4-fluorophenylcarbamate, 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 579474-47-8, Product Details of 579474-47-8

Step 4. A mixture of tert-butyl 2-amino-4-fluorophenylcarbamate (2.70 g, 11.95 mmol), 4,6-dichloro-2-(methylsulfonyl)pyrimidine (2.71 g, 11.95 mmol) and DMSO (15 mmol) was stirred at ambient temperature overnight. The mixture was partitioned betweenethyl acetate and water. The organic phase was washed twice with water, then brine, dried over Mg504, then filtered and the remaining liquid evaporated. The residual tert-butyl 2-(6-chloro-2-(methylsulfonyl)pyrimidin-4-ylamino)-4-fluorophenylcarbamate was used directly in the next step.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; PTC THERAPEUTICS, INC.; DU, Wu; BAIAZITOV, Ramil; LEE, Chang-sun; MOON, Young-Choon; PAGET, Steven, D.; REN, Hongyu; SYDORENKO, Nadiya; WILDE, Richard, Gerald; WO2015/30847; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 316146-27-7, These common heterocyclic compound, 316146-27-7, name is N-(4-Bromophenyl)-3-phenylpropanamide, 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.

b) Preparation of intermediate 5; The reaction was carried out twice. POCl3 (1.225 mol) was added dropwise at 10¡ãC to DMF (0.525 mol). Then intermediate 4 (0.175 mol) was added at room temperature. The mixture was stirred overnight at 80¡ãC, poured out on ice and extracted with CH2Cl2. The organic layer was dried (MgSO4), filtered, and the solvent was evaporated. The product was used without further purification. Yield: 77.62 g of intermediate 5 (67 percent).

The synthetic route of 316146-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/14885; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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 758-96-3 as follows. Computed Properties of C5H11NO

Weigh benzothiazole (0.5mmol, 67mg), K2S2O8 (2mmol, 0.54g) and Eosin Y (0.01mmol, 6.5mg) in a 25mL Schlenk reaction tube, and then add N, N-dimethylpropionamide (38mmol, 3.8g), placed under a 20W LED white light to react, stirred the reaction at room temperature, followed by TLC to monitor the progress of the reaction, the reaction was completed after 24 hours, the reaction solution was concentrated to remove the solvent, and the concentrated solution was separated by column chromatography (eluent Petroleum ether / ethyl acetate) in a volume ratio of 5: 1) to give a yellow oil, the derivative Ik. The yield was 66%.

According to the analysis of related databases, 758-96-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang University of Technology; Weng Jianquan; Xu Wenxiu; Dai Xiaoqiang; Liu Xinghai; (11 pag.)CN110432282; (2019); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 513-74-6, These common heterocyclic compound, 513-74-6, name is Ammonium carbamodithioate, 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: Following literature procedures,1 ammonia gas was bubbled into carbon disulfide 1 (16.7g, 0.22 mol) in THF (100 ml) keeping the temperature below 45 ¡ãC. After 1 hr, the reaction was stopped by allowing the temperature to decrease to rt. The excess ammonia gas was removed by streaming N2 for 30 min or by rotary evaporation under vacuum. The precipitate was collected by filtration to afford white solid ammonium dithiocarbamate 2 (23.1 g, 96percent). Methyl iodide (17.8 g, 0.125 mol) was added to a solution of 2 (5.5 g, 0.05 mol) in acetone (100 ml) at rt and the mixture was stirred for 24 hr. The solid was collected by filtration, washed with chilled acetone (20 ml) and dried under vacuum to provide white solid S,S?-dimethyliminodithiocarbonate hydroiodide ammonium iodide 3 (18.9 g, 96percent). 3 (7.9 g, 0.02 mol) was treated with sat. aq. NaHCO3 solution (100 ml x 2) and the organic products extracted with dichloromethane (50 ml). The organic layer was dried over Na2SO4 and concentrated in vacuo to a clear, colorless liquid 4 (2.3 g, 95percent). 1H NMR (400 MHz, CDCl3) delta 8.88 (s, 1H), 2.42 (s, 6H). 13C NMR (101 MHz, CDCl3) delta 172.10, 14.50. HRMS (ESI+) m/z calcd for C3H8N+ 122.0098, found 122.0096.

Statistics shows that Ammonium carbamodithioate is playing an increasingly important role. we look forward to future research findings about 513-74-6.

Reference:
Article; Pollock, Julie A.; Kim, Sung Hoon; Katzenellenbogen, John A.; Tetrahedron Letters; vol. 56; 44; (2015); p. 6097 – 6099;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 2603-10-3, 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 2603-10-3 as follows.

In a fixed bed reactor, 20 g of a supported heteropoly solid acid catalyst having a phosphomolybdic acid content of 1% added, the dimethyl carbonate was continuously added to a fixed bed reactor with a pump, and the temperature was raised to 80 C. Respectively, the preheating mass concentration of 5% phenylcarbamic acid methyl ester-dimethyl carbonate solution and concentration 10% formaldehyde solution to 80 C and simultaneously with a pump in a fixed bed reactor, Adjust the flow rate of phenylcarbamic acid methyl ester-dimethyl carbonate solution 0.4 ml/min, formaldehyde solution flow rate of 0.1 ml/min, Under normal pressure conditions for continuous condensation reaction, reaction material timing sampling analysis,MDC conversion rate of 99. 1%,The selectivity was 81.6%.Distillation crystallization gave dimethyl 4,4′-diphenylmethane dicarbamate.

According to the analysis of related databases, 2603-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Petroleum & Chemical Corporation; Research Institute of Nanjing Chemical Industry Group; He, yu miao; Jin, Hanjiang; Wu, Qijian; Jin, Yu Cun; Liu, Zhuo; Chen, Yongping; (5 pag.)CN106565545; (2017); A;,
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. 3118-68-1, name is 3-Cyanobenzenesulfonamide, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

Production Example 27 N-hydroxy-3-sulfamoylbenzene carboximidamide A mixture of 3-cyanobenzenesulfonamide (5.00 g), 50% hydroxylamine aqueous solution (1.84 mL) and ethanol (27 mL) was heated to reflux for 6 hours. Thereafter, the reaction solution was concentrated under a reduced pressure, so as to obtain the title compound (5.80 g) in the form of a colorless amorphous substance. 1H NMR (600 MHz, DMSO-d6) delta ppm 5.92 (s, 2H) 7.36 (s, 2H) 7.57 (t, J=7.79 Hz, 1H) 7.72-7.93 (m, 2H) 8.09-8.21 (m, 1H) 9.80 (s, 1H); MS (ESI neg.) m/z: 214 [M-H]-

The synthetic route of 3118-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Nakamura, Toshio; Sakagami, Kazunari; Konishi, Kazuhide; Yamamoto, Kanako; Masuda, Seiji; Matsuda, Yohei; Okada, Kumiko; Shibata, Tsuyoshi; Ohta, Hiroshi; Yasuhara, Akito; Kawamoto, Hiroshi; Amada, Hideaki; Urabe, Hiroki; Nishikawa, Rie; Kashiwa ASHIWA, Shuhei; US2013/137865; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics