Month: February 2021

Reference of 4141-08-6, These common heterocyclic compound, 4141-08-6, name is 2-Amino-N-methylbenzamide, 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: The 2-aminobenzamide (1 equiv), the orthoester (2-3 equiv) and absolute ethanol (2-3 mL) wereplaced in a 15-mL Chemglass screw-cap pressure tube (No. CG-1880-01, Chemglass, Vineland, NJ,USA). Glacial acetic acid (3 equiv) was added, N2 was introduced to the vessel and the cap wastightened. The vessel was heated at 110 C for 12-72 h, then cooled and concentrated to give thequinazolinone, which was purified by crystallization from absolute ethanol or trituration from 5%ether in pentane. The following compounds were prepared:

The synthetic route of 4141-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gavin, Joshua T.; Annor-Gyamfi, Joel K.; Bunce, Richard A.; Molecules; vol. 23; 11; (2018);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 2895-21-8, 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. 2895-21-8, name is N-Isopropyl-2-chloroacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(3) A mixed solution of the compound 4 (150 mg), the compound 5 (11 mg), and sodium carbonate (87 mg) in acetonitrile (5 mL) was stirred for 18 hours at 50C under argon atmosphere. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, washed with water, and dried over Chem Elut (registered trademark). The solvent was distilled off under reduced pressure, and the resultant residue was purified by silica gel column chromatography (eluent: chloroform-methanol; gradient: 100:0-95:5). The resultant residue was suspended and washed in ethyl acetate to give the compound 6 (77 mg) as a yellow solid. MS (APCI) 366 [M+H]+

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, N-Isopropyl-2-chloroacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; SAKAKIBARA, Ryo; USHIROGOCHI, Hideki; SASAKI, Wataru; ONDA, Yuichi; YAMAGUCHI, Minami; AKAHOSHI, Fumihiko; (69 pag.)EP3381904; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 5466-88-6, name is 2H-1,4-Benzoxazin-3(4H)-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. Recommanded Product: 2H-1,4-Benzoxazin-3(4H)-one

To a stirred solution of 4H-Benzo[1 ,4]oxazin-3-one (2.5 g, 16.77 mmol) in DMF (10 mL) was added potassium tert-butoxide (2.81 g, 25.16 mmol) at 0 C. After stirring for 5 min, methyl iodide (3.54 g, 25.16 mmol) was added and the reaction mixture was stirred for another 3h. The reaction was quenched by addition of water and extracted with ethyl acetate (30 x 2 ml). The organic layer was washed with water (20 mL), and evaporated to get a crude product 2.2 g.

The synthetic route of 2H-1,4-Benzoxazin-3(4H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BEBERNITZ, Gregory Raymond; BOCK, Mark G.; BHUNIYA, Debnath; DATRANGE, Laxmikant; KURHADE, Suresh Eknath; PALLE, P. Venkata; REDDY, Dumbala Srinivas; WO2011/48148; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 112101-81-2,Some common heterocyclic compound, 112101-81-2, name is R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, molecular formula is C10H16N2O3S, 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.

2.6. Tamsulosin; I IV yield 50% 11 220 g (0.88 mol) of intermediate IV and 84 g (0.79 mol) of sodium carbonate and N, N- dimethylformamide (1500 ml) are added to 208 g (0.85 mol) of intermediate I. The reaction mixture is stirred at 70 C for 5 hours. Water is added to the reaction mixture and product II is extracted with ethylacetate. The evaporation residue is stirred in ethanol and after sucking off, the yield is 173.9 g (50 %) of crude base II. The method according to CZ 291802. The yield is, for comparison, also calculated on the crude base. The reaction takes place at 60 to 70 C for 5 hours and the product is not purified with the demanding column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, its application will become more common.

Reference:
Patent; ZENTIVA, A.S.; WO2005/75415; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 5004-88-6, name is 2-Amino-4,5-dimethoxybenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-Amino-4,5-dimethoxybenzamide

General procedure: A mixture of 2-chlorobenzoic acid (1b) (0.61 g, 3.92 mmol) and thionyl chloride (1 mL) was heated for 2 h. The excess of thionyl chloride was recovered under reduced pressure and the residue so obtained was dissolved in dry dioxane (1 mL). The solution was then dropwise added to mixture of 2-amino-4,5-dimethoxybenzamide (2) (0.7 g, 3.57 mmol) and TEA (1.2 mL, 8.92 mmol) in dry dioxane (2 mL) at 10 C. The reaction mixture was stirred at rt for another 1 h and quenched into cold water (50 mL). The precipitate formed was filtered, washed with water and dried to obtain compound 3b (0.85 g, 71%).

The synthetic route of 5004-88-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yadav, Mange R.; Grande, Fedora; Chouhan, Bishram S.; Naik, Prashant P.; Giridhar, Rajani; Garofalo, Antonio; Neamati, Nouri; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 231 – 243;,
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. 159184-15-3, name is tert-Butyl 2-(4-aminophenoxy)ethylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., Safety of tert-Butyl 2-(4-aminophenoxy)ethylcarbamate

Step F. tert-Butyl 2-{4-[(1-benzyl-4-piperidinyl)amino]phenoxy}ethylcarbamate tert-Butyl 2-(4-aminophenoxy)ethylcarbamate (2.34 g, 9.27 mmol) and benzyl piperidone (2.6 g, 13.74 mmol) were dissolved in dichloroethane (40 mL). Anhydrous sodium sulfate (13.2 g) was added followed by acetic acid (2.6 mL). Stirring was continued for 1 hour. Sodium triacetoxyborohydride (3.93 g, 18.54 mmol) was added and stirring continued overnight. The mixture was filtered, diluted with dichloromethane (600 mL), and washed with 40percent sodium hydroxide, water and brine. The organic phase was dried over anhydrous magnesium sulfate. The solution was filtered and the solvent evaporated to dryness in vacuo. The residue was purified by flash chromatography on silica gel Merck-60 (eluant: 20:1 chloroform-methanol). The solvent was removed in vacuo and the resulting oil triturated with hexane to furnish the title compound (2.4 g, 5.64 mmol). MS ((+)ESI, m/z): 426 [M+H]+

According to the analysis of related databases, 159184-15-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; US2002/28832; (2002); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 162787-61-3, name is 2-(Methylsulfonamido)benzoic acid, 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. COA of Formula: C8H9NO4S

Thereafter, 40 g of Synthesis Intermediate A, 26 g of salicylamide and 2 mL of DMF (N,N-dimethylformamide) were added to 800 mL of toluene, and 22 g of thionyl chloride was added dropwise at room temperature. This solution was stirred at 85 C. for 2 hours, and 3.9 g of p-toluenesulfonic acid monohydrate was added, followed by stirring at 130 C. for 5 hours. The resulting reaction solution was cooled to 60 C. and after adding 30 mL of triethylamine, cooled to room temperature. To this solution, 300 mL of methanol was added, and the obtained solid was filtered and washed with methanol to obtain 52 g of Synthesis Intermediate B (yield: 88%).

The synthetic route of 2-(Methylsulfonamido)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM CORPORATION; US2012/53343; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 683-57-8, name is 2-Bromoacetamide, 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 683-57-8, Computed Properties of C2H4BrNO

A 100-mL round bottom flask was charged with 5-cyclopropyl-2- hydroxybenzonitrile (11, 280 mg, 1.76 mmol), bromoacetamide (263 mg, 1.91 mmol), potassium carbonate (545 mg, 3.94 mmol) and acetone (20 mL). The mixture was heated at 65 0C for 18 h under nitrogen. The reaction was judged to have reached completion by LC-MS. The mixture was diluted with EtOAc (150 mL), washed with water (20 mL) and brine (10 mL). The organic layer was dried over MgSO4. After removal of solvents under reduced pressure, the title compound (12) was obtained as a white solid (366 mg), 96% yield, which was deemed pure enough for the following treatment.1H NMR (400 MHz, CDCl3) delta 7.31 (m, 2H), 6.91 (m, IH), 4.55 (s, 2H), 3.64 (br s, 2H), 1.89 (m, IH), 1.01 (m, 2H), 0.66 (m, 2H); 13C NMR (100 MHz, CDCl3) delta 170.6, 156.9, 138.7, 132.7, 131.0, 116.5, 112.7, 101.8, 67.5, 14.5, 9.1; MS (ESI+)

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, 2-Bromoacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EXELIXIS, INC.; WO2009/86264; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. Recommanded Product: 683-57-8

INTERMEDIATE 226: methyl 3-(2-amino-2-oxoethoxy)-5-(5-((((R)-2-((R)-1-(N- (benzyloxy)formamido) propyl)heptanamido)methyl)carbamoyl)furan-2-yl)benzoate A mixture of methyl 3-(5-((((R)-2-((R)-1-(N- (benzyloxy)formamido) propyl) heptanamido) methyl)carbamoyl)furan-2-yl)-5-hydroxybenzoate (0.25 g, 0.42 mmol), 2-bromoacetamide (0.116 g, 0.842 mmol), and K2003 (0.29 g, 2.106 mmol) in acetonitrile (1.50 ml) was heated at 8000 for 1 hour. The reaction was then cooled to RT and concentrated in-vacuo. The residue was partitionedbetween H20 and EtOAc and the organic layer was separated. The organic layer was washed with brine, dried over MgSO4, filtered, and concentrated under vacuum to afford a white solid. The solid was purified by flash column chromotography (20- 100%EtOAc:Hexane) to afford the titled compound.(0.22 g, 80 % yield) as white solid. MS (mlz) 651.2 (M+H+).

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

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DOWDELL, Sarah E.; EIDAM, Hilary Schenck; ELBAN, Mark; FOX, Ryan Michael; HAMMOND, Marlys; HILFIKER, Mark A.; HOANG, Tram H.; KALLANDER, Lara S.; LAWHORN, Brian Griffin; MANNS, Sharada; PHILP, Joanne; WASHBURN, David G.; YE, Guosen; WO2015/104684; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 129686-16-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 129686-16-4 name is 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of 6-bromo-3,4-dihydro-lH-[l,8]naphthyridin-2-one (l .Og, 4.4 mmol), tert- butyl acrylate (2.56 ml, 17.62 mmol) and N,N-diisopropylethylamine (1.46 ml, 8.81 mmol) in acetonitrile (20 ml) and DMF (7 ml) was stirred and degassed with nitrogen gas for 10 minutes. Tri-o-tolylphosphine (0.27 g, 0.88 mmol) and palladium (II) acetate (47% on Pd) (0.099 g, 0.44 mol) were added and the resulting mixture was microwaved (1600 W, 180C, 35 minutes). The reaction mixture was evaporated till dryness, taken up in a mixture of DCM/methanol (8/2) (50 ml), filtered through a short pad of celite and washed with DCM. The organic layer was washed with water, dried over MgS04, filtered and evaporated to dryness. The residue was taken up in cold ethanol (10 ml) and stirred at 5C for 5 minutes, the precipitate was filtered off, washed with cold ethanol (3 ml) and dried under vacuum to yield 950 mg intermediate (1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN R&D IRELAND; GUILLEMONT, Jerome, Emile, Georges; LANCOIS, David, Francis, Alain; MOTTE, Magali, Madeleine, Simone; KOUL, Anil; BALEMANS, Wendy, Mia, Albert; WO2013/21051; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics