Category: amides-buliding-blocks

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;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16313-66-9, name is 2-Amino-5-bromobenzamide, 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 16313-66-9, category: amides-buliding-blocks

General procedure: A dry 50 mL flask was charged with 2-aminobenzamide 1 (1.1 mmol), 5,5-dimethyl-1,3-cyclohexanedione 2 (1.0 mmol), iodine (0.026 g, 0.01 mmol) and toluene (10.0 mL). The mixture was stirred at 80 C until the reactant 1 was consumed. Then, another equivalent of 2-aminobenzamide was added to the mixture, and refluxed for a few hours. After the completion of the reaction monitored by TLC, toluene was recovered by distillation under reduced pressure, and the residue was purified by silica column chromatography using ethyl acetate and petroleum ether (1:2) as the eluent to give products 6.

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:
Article; Lu, Lian; Zhang, Mei-Mei; Jiang, Hong; Wang, Xiang-Shan; Tetrahedron Letters; vol. 54; 8; (2013); p. 757 – 760;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 71026-66-9, name is tert-Butyl (4-aminophenyl)carbamate, molecular formula is C11H16N2O2, 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. Computed Properties of C11H16N2O2

2,4-dichloro-5-nitro-pyrimidine (95 mg, 0.49 mmol) was placed into a 10 mL round bottom flask, 3 mL of 1,4-dioxane was added, and stirred at room temperature. Tert-butyl (4-aminophenyl) carbamate (100 mg, 0.48 mmol) and N,N-diisopropylethylamine (69 mg, 0.53 mmol) were dissolved in 2 mL of 1,4-dioxane. The resulting solution was added dropwise into the reaction solution as said above. Upon completion of addition, the resulting mixture was stirred at room temperature for 0.5 h, and TLC showed that the raw material was completely conversed. The solvent was removed by rotary evaporation, and the crude product was separated through silica gel column chromatography (petroleum ether/ethyl acetate=10:1, V/V) to obtain tert-butyl (4-(2-chloro-5-nitropyrimidyl-4-amino)-phenyl)carbamate as orange solids (144 mg, yield 82%). 1H NMR (400 MHz, DMSO-d6): delta 10.38 (s, 1H), 9.46 (s, 1H), 9.12 (s, 1H), 7.49 (d, J=8.6 Hz, 2H), 7.39 (d, J=8.6 Hz, 2H), 1.49 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 71026-66-9, its application will become more common.

Reference:
Patent; Li, Honglin; Xu, Yufang; Zhao, Zhenjiang; Liu, Xiaofeng; Zhou, Wei; Bai, Fang; Xue, Mengzhu; Zhang, Lei; Zhang, Youli; US2015/126508; (2015); 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. 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,
Amide – an overview | ScienceDirect Topics

Application of 85006-25-3, 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. 85006-25-3, name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Method D: To a solution of acyl Meldrum?s acid (1.69mmol, 1.8equiv) in dry toluene (4.5mL) at room temperature was added N,O-bis(tert-butoxycarbonyl)hydroxylamine (219mg, 0.938mmol, 1.0equiv), and the reaction mixture was immersed in an oil bath preheated to 90C. The reaction was monitored for the complete consumption of N,O-bis(tert-butoxycarbonyl)hydroxylamine. Leaving the reaction for longer time can lead to loss in yield and competing side reactions. After concentration in vacuo, the residue was purified on silica gel chromatography using 5% ethyl acetate in hexane to yield beta-keto hydroxamic acid (12a, d, f-i, l, p) as colorless oil.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (tert-butoxycarbonyl)oxycarbamate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Verma, Astha; Wong, Dawn M.; Islam, Rafique; Tong, Fan; Ghavami, Maryam; Mutunga, James M.; Slebodnick, Carla; Li, Jianyong; Viayna, Elisabet; Lam, Polo C.-H.; Totrov, Maxim M.; Bloomquist, Jeffrey R.; Carlier, Paul R.; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1321 – 1340;,
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. 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

Adding a certain compound to certain chemical reactions, such as: 18469-37-9, name is 4-Bromo-N,N-dimethylbenzamide, 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 18469-37-9, SDS of cas: 18469-37-9

N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0243) To a solution of 4-bromo-N,N-dimethylbenzamide (11.0 g, 48.23 mmol) in dioxane (300 mL) were added 4,4,5,5-tetramethyl-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane (14.7 g, 57.89 mmol), Pd(dppf)Cl2 (3.5 g, 4.78 mmol) and potassium acetate (14.2 g, 144.69 mmol) at room temperature. The resulting mixture was stirred for 16 h at 100 C. The reaction mixture was cooled to room temperature and the resulting solid was removed by filtration. The filtrate was concentrated under reduced pressure and the resulting residue was purified by flash chromatography eluting with EtOAc in hexane (0% to 40% gradient) to yield N,N-dimethyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide as orange solid (10.0 g, 70%). MS: m/z=276.0 [M+H]+.

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

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; KARRA, Srinivasa; XIAO, Yufang; (407 pag.)US2016/376283; (2016); 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

Reference of 340187-12-4, These common heterocyclic compound, 340187-12-4, name is (9H-Fluoren-9-yl)methyl (2-bromoethyl)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.

A mixture of Example 123 (21 mg, 0.05 mmol), (9H-fluoren-9-yl)methyl2- bromoethylcarbamate (36 mg, 0.1 mmol) and K2CO3 (20 mg, 0.15 mmol) in DMF (1 mL) was stirred stirred at rt overnight. Piperidine (0.5 mL) was added and the mixture was stirred for another hour. The reaction mixture was purified by etaPLC to afford the product as a white solid. 1H-NMR (400 MHz, CD3CN) delta = 7.97 (br s, 2H), 7.04 (d, J = 8.1 Hz, IH), 6.76 (dd, J = 2.8, 8.4 Hz, IH), 6.72 (d, J = 2.4 Hz, IH), 4.75 (t, J = 5.6 Hz, 2H), 4.31 (s, 2H), 4.02 (m, 2H), 3.95 (t, J = 6.4 Hz, 2H), 3.49 (t, J = 5.6 Hz, 2H), 3.45 (t, 7 = 6.0 Hz, 2H), 2.93-2.86 (m, 4H), 2.80 (s, 3H), 1.80-1.76 (m, 4H), 1.53 (m, IH), 1.43- 1.38 (m, 2H), 1.24 (ddd, J = 4.0, 12.4, 24.2 Hz, 2H); MS calcd. for [M+H]+ C2iH34N7O3S: 464.2; found: 464.2.

The synthetic route of 340187-12-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2008/97428; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics