Month: July 2021

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. 2297-06-5, name is Methyl 4-amino-2-sulfamoylbenzoate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H10N2O4S

SYNTHESIS EXAMPLE 5 Synthesis of preparation intermediate, methyl 2-(aminosulfonyl)-4-(2,5-dihydro-3,4-dimethyl-2,5-dioxo-1H-pyrrol-1-yl)benzoate (Compound No. II-B-4) In 3 ml of acetic acid, 1 mmol of methyl 4-amino-2-(aminosulfonyl)benzoate and 1.05 mmol of 2,3-dimethylmaleic anhydride were stirred at 80 C. for 40 hours. Acetic acid was then distilled off from the reaction mixture, followed by the addition of 20 ml of ice water to the oily residue. After the mixture thus formed was stirred for 2 hours, the resulting precipitate was collected by filtration and then dried in air. Yield: 43%. Its physiocochemical properties are shown in Table 8.

The synthetic route of 2297-06-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kureha Kagaku Kogyo K.K.; US5127937; (1992); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 2618-96-4, These common heterocyclic compound, 2618-96-4, name is Dibenzenesulfonimide, 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: Under N2, ynamide 1a (0.300 mmol, 108.7 mg) and diphenylsulfonimide (2a; 0.600 mmol, 178.4 mg, 2.00 equiv) were dissolved in CH2Cl2 (4.00 mL). The reaction mixture was allowed to stir at r.t. After the consumption of 1a (4.5 h, TLC, eluent: PE-EtOAc, 4:1), the mixture was concentrated, and the residue was purified by flash chromatography on silica gel (eluent: PE-EtOAc, 6:1 ? 4:1) to afford 3a.

The synthetic route of 2618-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Lian; Deng, Yuan; Cao, Jian; Synthesis; vol. 47; 6; (2015); p. 783 – 788;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 1268810-09-8,Some common heterocyclic compound, 1268810-09-8, name is tert-Butyl (1-ethynylcyclopropyl)carbamate, molecular formula is C10H15NO2, 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.

Copper(I) iodide (205.98 mg, 1.08 mmol), tert-butyl 1 -ethynylcyclopropylcarbamate (3.92 g, 21.6 mmol) and azidotrimethylsilane (3.74 g, 32.5 mmol, 4.31 ml) were added to round bottom flask containing DMF and H20 (50 mL, 9:1). The resulting mixture was stirred under an argon atmosphere at 100 C for 12 h. The mixture was cooled to r.t., diluted with ethyl acetate (200 mL) and filtered through a pad of silica gel. The filtrate was washed with water (3 x 300mL), dried over Na2SO4 and concentrated under reduced pressure to give tert-butyl N-[1-(1H-1 ,2,3-tria.zol-5-yl)cyclopropyl]carbarnate (3.46 g, 15.4 mmol, 71.3% yield) as brown solid.

The synthetic route of 1268810-09-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AICURIS GMBH & CO. KG; DONALD, Alastair; URBAN, Andreas; BONSMANN, Susanne; WEGERT, Anita; GREMMEN, Christiaan; SPRINGER, Jasper; (376 pag.)WO2019/86141; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 406233-31-6, 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 406233-31-6 as follows.

Into a1 OO-mL round-bottom flask, was placed 4-fluoro-3-nitrobenzene- 1- sulfonamide (1.43 g, 0.007 mmol, 1 equiv), i-[(25)-i,4-dioxan-2-yljmethanamine hydrochloride (1 g, 6.5 10 mmol, 1 equiv), THF (30 mL), Cs2CO3 (8.48 g, 0.026 mmol, 4 equiv). The resulting solution was stirred overnight at 50C in an oil bath. The solids were collected by filtration. The solid was dried in an oven under reduced pressure. This resulted in 1.82 g (88.10%) of 4-([[(25)-i,4-dioxan-2- ylj methylj amino)-3 -nitrobenzene- 1- sulfonamide as a yellow solid. LC-MS: (ES, m/z):M+i=318, R,T= 0.741 mm. ee=99%, [aj = -17.4 (C= 0.102 g in 100 ml DMSO, T=27C).

According to the analysis of related databases, 406233-31-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; LOU, Yan; (108 pag.)WO2019/40550; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, 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 94838-59-2, Safety of tert-Butyl 4-aminophenethylcarbamate

Example 167 N-[4-(2-tert-Butoxycarbonylaminoethyl)phenyl]-(2-chloro-5-nitrophenyl)carboxamide The title compound (10.0 g, yield 99%) was obtained according to the procedure described in Example 2 using 4-(2-tert-butoxycarbonylaminoethyl)aniline (5.66 g, 24 mmol), DMA (50 ml) and 2-chloro-5-nitrobenzoyl chloride (6.32 g, 28.8 mmol). 1H-NMR (400 MHz, DMSO-d6, TMS): delta(ppm) 1.37 (9H, s), 2.67 (2H, t, J=7.5 Hz), 3.10-3.13 (2H, m), 7.19 (2H, d, J=8.4 Hz), 7.61 (2H, d, J=8.4 Hz), 7.89 (1H, d, J=8.8 Hz), 8.34 (1H, dd, J=2.8, 8.8 Hz), 8.44 (1H, d, J=2.8 Hz), 10.64 (1H, s); MS(FAB) m/z: 420 (M+H)+.

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

Reference:
Patent; SANKYO COMPANY, LIMITED; US2003/134859; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 144-80-9, A common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, molecular formula is C8H10N2O3S, 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.

0.6 g (0.0028 mol) of sulfacetamide was dissolved in 20 mL of N,N-dimethylformamide.then,1.0 g (0.0316 mol) ofloxacin and 1.3 g (0.0063 mol) of dicyclohexylcarbodiimide were added.Heating to 80 C for heating,And stirring for 15 hours,Obtaining an initial ofloxacin-sulfacetamide hybrid drug reaction solution,among them,In order to understand the progress of the reaction in time,The reaction was followed by a thin layer chromatography silica gel plate.In the process,Ofloxacin gradually dissolves,The solution turns orange-red;The initial ofloxacin-sulfacetamide hybrid drug reaction solution is subjected to impurity removal treatment to obtain a purified substance of ofloxacin-sulfaacetic acid hybrid drug.

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; Wuhan Institute of Technology; Zhu Hong; Li Shuang; Zhang Huan; Ding Jiao; Li Li; Zeng Xiangcong; Li Xue; (6 pag.)CN109438473; (2019); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 22246-76-0, These common heterocyclic compound, 22246-76-0, name is 8-Amino-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one, 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.

Example No. 217Preparation of methyl 3- (7- ( (2-oxo-2 , 3 , 4 , 5-tetrahydro-lH- benzo [b] azepin-8-yl) amino) -IH-pyrazolo [4, 3-d] pyrimidin- 5- yl) benzoate methyl 3- (7-chloro-2- (4-methoxybenzyl) -2H-pyrazolo [4,3- d] pyrimidin- 5 -yl) benzoate (0.16 mmol) and 8 -amino-4 , 5 -dihydro- lH-benzo [b] azepin-2 (3H) -one (0.3 mmol 2 eq. , ) were suspended in MeOH (dry, 3mL) in a microwave vial (2-5mL) , HC1 in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was concentrated and purified by semi- preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 428.1868 g/molHPLC-MS: analytical method Lrt: 4.65 min – found mass: 429 (m/z+H)

The synthetic route of 22246-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; TRAUBE, Nadine; WO2012/143144; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine, 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 121492-06-6, Quality Control of N-Boc-(2-Aminoethyl)-N-methylamine

To a cooled (-5 C) solution of Lambda/-(2-aminoethyl)-Lambda/-methylcarbamic acid-te/-butyl ester (5 g , 28.7 mmol) in ethanol (60 ml) was added triethylamine. 2-Chloro-4,6-dimethoxy-5-nitropyrimidine (Intermediate 13; 4 g, 18.2 mmol) was added portion-wise over a period of ca. 10 min. The mixture was stirred for a further hour at 0 0C (reaction complete according to analysis (TLC). The ethanol was then removed under reduced pressure and the resulting yellow oil was purified by column chromatography (SiO2, 1 :2 ethyl acetate: petroleum ether) to give a yellow solid (3.76 g; 58%). m/z 358.21 (MH+).

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; PARADIGM THERAPEUTICS LTD.; WO2007/582; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 239074-29-4,Some common heterocyclic compound, 239074-29-4, name is tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate, molecular formula is C12H23NO3, 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 suspension of 4-hydroxy-5 -methyl-6-oxo-5,6-dihydro- 1,5 -naphthyridine-3- carbonitrile (100 mg, 0.50 mmol) in THF (10 mL) was stirred at rt and treated with (1,1- dimethylethyl [tralpha/?5-4-(hydroxymethyl)cyclohexyl] carbamate (114 mg, 0.50 mmol), triphenyl phosphine (261 mg, 0.99 mmol) and DIAD (0.20 mL, 0.99 mmol) added dropwise. The resulting pale yellow suspension was stirred at rt for 20 min then heated at 80 0C overnight. The reaction was then heated at 60 0C over the weekend. The reaction was then evaporated to give a yellow gum which was purified by silica chromatography, eluting with MeOH/DCM (0-10%) to give the title compound (0.51 g), containing residual triphenylphosphine oxide. This may be used in the next step without further purification.MS (ES+) m/z 413 [MH+].

The synthetic route of 239074-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; JONES, Graham, Elgin; MARKWELL, Roger, Edward; HENNESSY, Alan Joseph; MILES, Timothy; PEARSON, Neil David; WO2010/45987; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 127828-22-2, The chemical industry reduces the impact on the environment during synthesis 127828-22-2, name is tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of mono-Boc protected diamine linker (0.1 mmol, 1 eq) and iBET726(36 mg, 0.1 mmol, 1 eq) in DMF (1 mL), COMU (43 mg, 0.1 mmol, 1 eq) and DIPEA (48 mircoL) were added. The reaction mixture was stirred at room temperature for 1 hour, then quenched with ice cold water. Volatiles were removed in vacuum and the crude mixture was purified by preparative HPLC (METHOD 2). Fractions containing the desired product were evaporated under reduced pressure and the reside was dissolved in DCM (1 mL) and treated with a solution of anhydrous HC1 in dioxane (4M, 1 mL). After 1 hour, volatiles were removed under reduced pressure and the reside was freeze dried in order to remove any excess of acid. Analytical data (HRMS) are provided in table III shown below.

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, tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF DUNDEE; CIULLI, Alessio; TESTA, Andrea; HUGHES, Scott; BUTCHER, Steven Peter; (183 pag.)WO2019/238816; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics