Tag: M.W=100-200

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. 78888-18-3, name is tert-Butyl allylcarbamate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl allylcarbamate

Tert-butyl N-(2-oxiranylmethyl)carbamate was synthesized according to the method of Rocheblave (30). 1 g (6 mmol, 1 equiv) of N-t-BOC protected 3 was dissolved in 50 mL dry CH2Cl2. The solution was brought to 0 C. and kept cold upon addition or 2.8 g (12 mmol, 2 equiv) MCPBA. The solution was then brought to room temperature and stirred overnight.About half of the reaction mixture was taken and diluted with additional 80 mL of CH2Cl2. The solution was washed with 10% Na2SO3, followed by washing with saturated NaHCO3 3 times, and finally by washing with water. The organic layer was dried over Na2SO4 and concentrated in vacuo, yielding crude epoxide 4. By 1H NMR, approximately 85% yield was achieved.1H NMR (400 MHz, CDCl3): delta 1.44 (s, 9H), 2.59-2.78 (brm, 2H), 3.04-3.54 (m, 3H), 4.75 (brs, 1H).

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; University of Southern California; US2008/312440; (2008); A1;,
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Reference of 1882-71-9,Some common heterocyclic compound, 1882-71-9, name is 2-Amino-5-methoxybenzamide, molecular formula is C8H10N2O2, 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: A mixture of 2-aminobenzamide (1, 4.0 mmol), carboxamide (2, 6.0 mmol), Yb(OTf)3 (0.20 mmol,5.0 molpercent), and mesitylene (5.0 mL) was placed in a 20-mL Pyrex flask equipped with a magnetic stirring bar and a reflux condenser under a flow of argon. The reaction was carried out at 120-165 oC (bath temp.) for 6 h with stirring. Then, the reaction mixture was cooled to room temperature, and analyzed by GLC, GC-MS (EI), and LC-MS (ESI). After evaporation of mesitylene under vacuum,the products (3) were isolated by recrystallization from MeOH/hexane and/or medium pressure column chromatography on silica gel (eluent: EtOAc/hexane = 50/50 ~ EtOAc 100percent. For 3j, eluent:MeOH/CHCl3 = 50/50). 1H NMR spectra were recorded at 400 MHz, and 13C NMR spectra wererecorded at 100 MHz in DMSO-d6. The analytical and spectral data of 3a-e,38 3f,39 3g,40 3h,41 and3j,42 were consistent with those reported previously. The product, 3i, was characterized below.

The synthetic route of 1882-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yoshimura, Tsutomu; Yuanjun, Di; Kimura, Yu; Yamada, Hisatsugu; Toshimitsu, Akio; Kondo, Teruyuki; Heterocycles; vol. 90; 2; (2015); p. 857 – 865;,
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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. 960234-99-5, name is 3-Amino-5-methoxybenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Amino-5-methoxybenzamide

General procedure: 3-aminobenzamide (50 mg, 0.37 mmol) and maleic anhydride (43.2 mg, 0.44 mmol) were dissolved in dry THF (1 ml) and stirred at room temperature for 18 hours. The precipitate was filtered off and dried in vacuo to give 2 (71 mg, 83%).

The synthetic route of 960234-99-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ekblad, Torun; Lindgren, Anders E.G.; Andersson, C. David; Caraballo, Remi; Thorsell, Ann-Gerd; Karlberg, Tobias; Spjut, Sara; Linusson, Anna; Schueler, Herwig; Elofsson, Mikael; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 546 – 551;,
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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. 198989-07-0, name is tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

7-CHLORO-2-FURAN-2-YL- [1, 2, 4] triazolo[1, 5-c] PYRIMIDIN-5-YLAMINE (0. 5 mmol ; see US patent 6, 222, 035 B1) was dissolved in 4 mL of DMSO along 2 mmol of 2, 5-diaza- bicyclo [2. 2. 1] heptane-2-carboxylic acid tert-butyl ester (Aldrich-Sigma, St. Louis, MO) and 0. 6 mmol of CsF. The reaction mixture was stirred at 120C for 18 hours. It was then diluted with EtOAc, washed with water and brine, dried with NA2S04, and concentrated. The resulting residue was dissolved in 4 mL of 25% TFA in CHUCK and allowed to stand at room temperature for 18 hours. It was then concentrated to afford the TFA salt OF 7- (2, 5-diaza-bicyclo [2. 2. 1] hept-2-yl)-2-furan-2-yl- [1, 2, 4] triazolo [1, 5- C] PYRIMIDIN-5-YLAMINE. This material was dissolved in 3 mL of CH2C12 along with 0. 6 mmol of 2, 6-difluorobenzaldehyde and 1 mmol of sodium triacetoxyborohydride. The resulting reaction mixture was concentrated and purified by preparative HPLC to afford the title COMPOUND. 1H NMR (400 Hz, DMSO-d6) 8 7. 80 (d, J= 1. 0 Hz, 1H), 7. 00 (d, J = 3. 6 Hz, 1H), 7. 2-7. 4 (m, 3 H), 6. 60 (dd, J= 3. 6, 1. 0 Hz, 1H), 5. 7 (s, 1 H), 4. 80 (brs, 2H), 2. 4-3. 6 (m, 8H). MS m/z : 424 [M + H] +.

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; BIOGEN IDEC MA INC.; WO2004/92173; (2004); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 154748-63-7,Some common heterocyclic compound, 154748-63-7, name is tert-Butyl (3-hydroxycyclobutyl)carbamate, molecular formula is C9H17NO3, 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.

Compound 2 (4g 21.6 mmol) was dissolved in HCI/EA (25 mL). The mixture was stirred at RT for 2 h. The solvent was removed to give the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (3-hydroxycyclobutyl)carbamate, its application will become more common.

Reference:
Patent; NOVIRA THERAPEUTICS, INC.; HARTMAN, George D.; FLORES, Osvaldo A.; WO2013/96744; (2013); A1;,
Amide – Wikipedia,
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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. 579-10-2, name is N-Methylacetanilide, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks

A solution of N-methyl-N-phenylacetamide (73.8 mmol) in dichloromethane (20 mL) was added dropwise to sulfurochloridic acid (690 mmol) at 5 C. and the resulting solution was allowed to warm to rt and was maintained 16 h. The reaction mixture was diluted with iced water (100 mL) and was extracted with dichloromethane (2×50 mL). The combined organic layers were dried (sodium sulfate) and concentrated. The residue was purified by Flash chromatography (10/1 ethyl acetate/petroleum ether) to give 4-(N-methylacetamido)benzene-1-sulfonyl chloride in 11% yield as a white solid. 1H NMR (CDCl3) delta 8.09 (d, 2H), 7.48 (d, 2H), 3.38 (s, 3H), 2.17 (s, 3H).

According to the analysis of related databases, 579-10-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Memory Pharmaceuticals Corporation; US2010/29629; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 148017-28-1, A common heterocyclic compound, 148017-28-1, name is tert-Butyl sulfamoylcarbamate, molecular formula is C5H12N2O4S, 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 a sulfamide compound To a solution of (2R,4S)-4-acetylthio-1-t-butoxycarbonylpyrrolidine-2-methanol (i.e., a substrate) in tetrahydrofuran (THF), triphenylphosphine (PPh3), N-t-butoxycarbonylsulfamide (BSMD), and azodicarboxylic acid diethyl ester (DEAD) are successively added under ice cooling. The conditions for this reaction are shown in Table 2, Step A-6. The reaction mixture is diluted with toluene, concentrated, diluted with toluene, and the formed crystals are filtered off. The filtrate is concentrated. The residue is purified by silica gel column chromatography to give (2R,4S)-4-acetylthio-1-t-butoxycarbonyl-2-(N-t-butoxycarbonyl-N-sulfamoylamino)methylpyrrolidine. NMR delta(CDCl3) ppm: 1.41(s, 9H), 1.55(s, 9H), 1.19 to 2.0(m, 2H), 2.35(s, 3H), 3.32(dd, J=11.4 Hz, J=8.2 Hz, 1H), 3.6 to 3.9(m, 3H), 3.9 to 4.1(m, 1H), 4.5(m, 1H), 6.15(s, 2H). IR nu (KBr) cm-1: 3420, 3320, 1706, 1686, 1666.

The synthetic route of 148017-28-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi Seiyaku Kabushiki Kaisha; US5317016; (1994); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 98-18-0, 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. 98-18-0, name is 3-Aminobenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 3-aminobenzenesulfonamide (413.3 mg, 2.40 mmol), 2,5- difluoro-4-methyl-benzoic acid (344.3 mg, 2.0 mmol), HATU (684.4 mg, 1.80 mmol) and N- methylmorpholine (439.8 mu, 4.0 mmol) in DMF (2 mL) was stirred at 40 °C for 2 hours. The reaction was poured into IN HCl and extracted with ethyl acetate (3x). The organics were combined, washed with water, brine, dried with Na2S04 and evaporated to dryness to give 2,5-difluoro-4-methyl-N-(3-sulfamoylphenyl)benzamide (610 mg, 94percent) as a solid that was used in the next step without further purification. ESI-MS m/z calc. 326.05, found 327.3 (M+1) +; Retention time: 1.25 minutes (3 minutes run).

The synthetic route of 3-Aminobenzenesulfonamide 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;,
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Related Products of 67442-07-3, A common heterocyclic compound, 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, molecular formula is C4H8ClNO2, 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.

Step 1: 4-bromo-1-chloro-2-fluorobenzene (64 kg) and dry toluene (170 kg) were charged to the 2000 L steel reaction vessel under nitrogen. The reactor was evacuated and backfilled with N2 for three times, and cooled to between -10 and 5° C. under nitrogen atmosphere. To the solution was added dropwise i-PrMgCl.LiCl (280 kg, 1.3M in THF) at between -10 and 10° C. The reaction was stirred for a further 15 to 30 min at between -10 and 10° C. and then warmed to about 20 to 25° C. over 1 h. The reaction mixture was stirred for another 6 h stir to complete the exchange. The resulting solution was cooled to between -50 and -40° C. A solution of 2-chloro-N-methoxy-N-methylacetamide (44.5 kg) in dry toluene (289 kg) was added dropwise to the above solution at while maintaining the temperature between -50 and -30° C. The reaction mixture was warmed to between 20 and 25° C. over 1 h and then stirred for 3 h to complete the reaction. The reaction was quenched by addition of 1N aq. HCl (8081 g) at a temperature between -5 and 15° C. The aqueous layer was separated and organic layer was filtered through a pad of diatomaceous earth. The organic layer was washed with 10percent aq. NaCl solution (320 kg) twice, then concentrated to about 300 L to obtain 1-(4-chloro-3-fluorophenyl)-2-chloroethanone (51.8 kg, 81.9percent yield) as product in toluene.

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; Genentech, Inc.; Lin, Jinguang; Chestakova, Alexandra; Gu, Wei; Iding, Hans; Li, Jing; Linghu, Xin; Meier, Patrik; Sha, Chunbo; Stults, Jeffrey; Wang, Youchu; Zhang, Haiming; Zhang, Jianqian; Zhang, Tao; (56 pag.)US2017/22183; (2017); 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 72179-84-1 as follows. Quality Control of (Methylsulfamoyl)amine

Material from Example 73-Step 1 (40 mg, 0.098 mmol) was dissolved in tetrahydrofuran (5 mL) and 1,1?-carbonyldiimidazole (47.5 mg, 0.293 mmol) was added. The mixture was heated to 60 C for 1 hour, then 1,8-diazabicyclo[5.4.0]undec-7-ene (44.6 mg, 0.293 mmol) and Nmethylsulfuric diamide (32.3 mg, 0.293 mmol) were added followed by stirring at room temperature for 12 hours. The mixture was concentrated, and the residue was dissolved in CH3OH (1.3 mL) to which a couple of drops of acetic acid were added to adjust the pH to 6-7. The filtered solution was purified by preparative HPLC (0.1% CF3CO2H/H20/CH3CN) to give the titled compound (28 mg, 0.056 mmol, 57.1% yield). ?H NMR (400 MHz, DMSO-d6) ppm 11.25 (s, 1H), 7.42 -7.36 (m, 1H),7.33 – 7.08 (m, 4H), 7.06 – 6.96 (m, 2H), 6.86 (d, J = 7.6 Hz, 2H), 3.73 (s, 2H), 3.26 – 3.16 (m, 3H),2.46 (s, 2H), 2.32 – 2.20 (m, 2H), 2.09 (t, J = 7.2 Hz, 1H), 1.73 (s, OH), 1.43 (s, 2H), 1.34 (s, 1H), 1.30- 1.21 (m, 1H), 1.18 (s, 1H), 1.13 (s, 1H), 1.07 (s, 1H), 0.93 (s, 1H).

According to the analysis of related databases, 72179-84-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE INC.; BLACK, Lawrence, A.; BUNNELLE, William, H.; CHEN, Da; CLAPHAM, Bruce; DEGOEY, David, A.; DENG, Xiangjun; FU, Liqiang; HAZELWOOD, Lisa, A.; KONG, Linglong; LANG, Qingyu; LEE, Chih-Hung; LI, Mingfeng; LUNDGAARD, Greta, L.; PATEL, Meena, V.; TAO, Ruihong; ZHANG, Lin; ZHANG, Qingwei; ZHENG, Qiangang; ZHU, Wei; (289 pag.)WO2017/177004; (2017); A1;,
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