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. 683-57-8, name is 2-Bromoacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C2H4BrNO

(0.86 g, 10 mmol) piperazine was dissolved in THF and (2.76 g, 20 mmol) potassium carbonate was added and mixture was stirred at room temperature for 20 min and then (2.90 g, 21mmol) 2-bromoacetamine was added. The mixture was stirred for 15 h and the completion of the reaction was monitored by TLC analysis and upon the completion, the solid was filtered with sintered glass funnel. The filtrate was evaporated by rotary evaporator and the residue was dried in vacuum desiccator. The best yields of the desired products were obtained when the reaction was carried out in THF at room temperature with a 1:2 mole ratio of the reagents. Formation of HBr is eliminated with subsequent treatment of this salt with saturated aqueous sodium carbonate. The white crystals were obtained. The compound was characterized using different spectroscopic techniques, including IR, NMR and MS, elemental analyses. Reaction scheme is given in Scheme 1. (0005) Yield: 77%, 1.6g. Anal. calcd. for C8H16N4O2, (200.24g/mol): C 47.99%; H 8.05%; N 27.98%. Found: C 47.83%; H 8.14%; N 27.82%. FT-IR (KBr, cm-1): 1675 nu(C=0, amide), 3323, 3213, 3146 nu(N-H). 1H NMR (delta, ppm, CD3OD): 7.33 (NH2, s, 4H), 3.91(s, CH2-N, 4H), 3.50-3.60 (d t, piperazine ring, 8H), 13C NMR (delta, ppm, CDCl3): 167.89 (C=O), 56.79 (CH2-N, 2C), and 49.74 (piperazine ring, 4C). GS MS (E, m/z): [M] +, 200.99.

The synthetic route of 683-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kacan, Mesut; Turkyilmaz, Murat; Karabulut, Ferhat; Altun, Ozlen; Baran, Yakup; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 118; (2014); p. 572 – 577;,
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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. 402-46-0, name is 4-Fluorobenzenesulfonamide, A new synthetic method of this compound is introduced below., Product Details of 402-46-0

General procedure: To a round-bottom flask (500 mL) that contained a solution of aryl sulfonamide (6 mmol), 4-dimethyaminopyridine (DMAP, 13 mmol), and 1-[3-(dimethyamino)-propyl]-3-ethylcarbodiimide hydrochloride (EDCI, 13 mmol) in CH2Cl2 (150 mL) was added the synthesized phenylacetic acid (6 mmol) at room temperature. The resulting mixture was stirred at room temperature for 12 h, then cooled to 5 C, and acidified to pH 1 with addition of HCl aqueous solution (10%), which was followed by extraction with CH2Cl2/MeOH (9:1, 3 × 100 mL). The combined organic layers were washed with H2O and brine, dried over Na2SO4, and concentrated in vacuo. The residue was subjected to silica gel chromatography or crystallization if necessary to afford the compounds (20-44) (Scheme 2).

The synthetic route of 402-46-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Luo, Yin; Li, Yao; Qiu, Ke-Ming; Lu, Xiang; Fu, Jie; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 20; (2011); p. 6069 – 6076;,
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Some common heterocyclic compound, 445-28-3, name is 2-Fluorobenzamide, molecular formula is C7H6FNO, 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 C7H6FNO

Example 57 In analogy to example 47, on reaction of 7-iodo-2-methyl-4-pyrrolidin-1-yl-quinoline with 2-fluorobenzamide there was obtained: 2-fluoro-N-(2-methyl-4-pyrrolidin-1-yl-quinolin-7-yl)-benzamide as light yellow solid. ISP mass spectrum, m/e: 350.3 (M+1 calculated for C21H20FN3O: 350).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 445-28-3, its application will become more common.

Reference:
Patent; Mattei, Patrizio; Mueller, Werner; Neidhart, Werner; Nettekoven, Matthias Heinrich; Pflieger, Philippe; US2003/153553; (2003); A1;,
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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 177906-48-8 as follows. Application In Synthesis of trans-N-Boc-1,4-cyclohexanediamine

To a solution of 6-bromo-2-fluoro-8-(trifluoromethyl)quinazoline (0.4 g, 1.3 mmol) in n-BuOH (20.0 mL) were added tert-butyl N-(4-aminocyclohexyl)carbamate (349 mg, 1.6 mmol) and DIEA (350 mg, 2.7 mmol, 472.3 uL). The mixture was stirred at 100C for 12 h. The mixture was cooled to 25C and filtered. The cake was washed with Petroleum ether (50.0 mL) to afford tert-butyl ((lr,4r)-4-((6-bromo-8-(trifluoromethyl)quinazolin-2- yl)amino)cyclohexyl) carbamate (0.5 g, 1.0 mmol, 74.6% yield). M+H+ = 491.2 (LCMS).

According to the analysis of related databases, 177906-48-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (184 pag.)WO2018/222918; (2018); A1;,
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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. 29579-11-1, name is 2-(Benzyloxy)benzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 29579-11-1

General procedure: The appropriate amide 32a-p, benzhydrazide (40a), or p-toluenesulfonylhydrazide (43a) (1.0 mmol, 1.0 equiv) was placed in a SchlenkKjeldahl reaction flask and the flask was evacuated/argon re-filledthree times. Subsequently, anhyd CH2Cl2 (25 mL) was added and themixture was stirred at r.t. for 10 min before dropwise addition of oxalylchloride (3.0 mmol, 3.0 equiv) followed. The reaction mixturewas then stirred at reflux for 2.5-3.0 h before cooling to r.t. and thesolvent was evaporated in vacuo. Subsequently, the appropriate nucleophile32, 34, 36, 38, 40, 42, 43, or 45 (1.1-1.25 mmol, 1.1-1.25equiv) was rapidly added and the flask was evacuated/argon re-filledbefore anhyd toluene (12 mL) was added. The reaction mixture wasthen stirred at reflux for 2.5-3 h before cooling to r.t. and concentrationto about 1/3 of the initial volume on rotavapor. Hexane was addedto the residue and the obtained precipitate (often sonicated) wascollected by filtration under reduced pressure to yield the crudeproduct. When necessary, the isolated material was purified either bycrystallization from MeOH or flash chromatography on silica gel withhexane-EtOAc as the eluent.

The synthetic route of 29579-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hernandez, Anolan Garcia; Grooms, Gregory M.; El-Alfy, Abir T.; Stec, Jozef; Synthesis; vol. 49; 10; (2017); p. 2163 – 2176;,
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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. 85006-25-3, name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 85006-25-3

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.

According to the analysis of related databases, 85006-25-3, the application of this compound in the production field has become more and more popular.

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;,
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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,
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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;,
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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