Tag: M.W=100-200

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. 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

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

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

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

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. 915087-25-1, name is 4-Amino-2-fluoro-N-methylbenzamide, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

Example 3: Preparation of formula 4 TMSCN [74 g] was combined with N-methyl-2-fluro-4-aminobenzamide [formula 3, 50 g] in a clean and dried RBF. Acetic acid [250 ml] was slowly added dropwise to create frothing. Next, acetone [250 ml] was added and the reaction mass was heated to about 85 C. Heating continued until the reaction was complete. Next, the solvents were completely distilled off under vacuum (680 + 30 mm Hg). The resultant solid residue was cooled to room temperature, water [1000 ml] was added to the residue, and the reaction mass was stirred to get a free-flowing solid. The solid was filtered and washed with water to form a slurry. The slurry was then washed with tert-butyl methyl ether (TBME). The filtered cake was suck dried and the product dried under vacuum to result in formula 4.

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; MYLAN LABORATORIES LTD; WAGH, Ghanshyam; BODUPALLI, Murali; YEWALE, Sampat; DHANANJAY, Shinde; GADAKAR, Mahesh Kumar; GORE, Vinayak; DANDALA, Ramesh; (19 pag.)WO2016/38560; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 1129-26-6,Some common heterocyclic compound, 1129-26-6, name is 4-Methoxybenzenesulfonamide, molecular formula is C7H9NO3S, 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: To a stirred solution of the intermediates compound2a-2d (1 mmol) with triethylamine (2 mmol) into DMF(12 mL), then a mixture of 1-ethyl-(3-(3-dimethylamino)-propyl)-carbodiimide hydrochloride (EDCI) (1 mmol) andN-hydroxybenzotriazole (HOBt) (1 mmol) was placed in thereaction system, stirred at room temperature for 30 min, themixture of substituted benzene sulfonamide (1 mmol) andDMF (5 mL) was added in the reaction system, the reactionmixture was monitored by TLC. After completion of the reaction,the product was extracted from chloroform with water,0.2 mol/L hydrochloric acid, water, 2.0 mol/L sodium hydroxide,saturated sodium chloride successively, and then dried,concentrated, and purified by preparative thin layer chromatographyfollowed by recrystallization from ethanol.

The synthetic route of 1129-26-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lv, Xian-Hai; Ren, Zi-Li; Liu, Hao; Li, Hai-Dong; Li, Qing-Shan; Wang, Li; Zhang, Li-Song; Yao, Xiao-Kang; Cao, Hai-Qun; Chemical and Pharmaceutical Bulletin; vol. 66; 4; (2018); p. 358 – 362;,
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. 90-16-4, name is Benzo[d][1,2,3]triazin-4(3H)-one, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H5N3O

A mixture of compound (20 g), obtained from step f of Example 1, triphenyl phosphine (17.6 g) and l,2,3-benzotriazin-4(3H)-one (7.2 g) were dried in high vacuum in a round bottom flask for 10 minutes. The vacuum was released under a nitrogen atmosphere and tetrahydrofuran (200 mL) was added to the above reaction mixture. The reaction mixture was cooled to O0C and diisopropyl azodicarboxylate (9.8 mL) was added slowly. The reaction mixture was stirred for 30 minutes at same temperature, and then quenched with water and extracted with ethyl acetate. The organic layer was washed with water, brine solution, dried over anhydrous sodium sulphate and concentrated to obtain a residue which was purified by column chromatography over silica gel using 30% ethylacetate in hexane as eluant to afford the title compound (22 g). Mass (m/z): 586.24 (M+ +1).

According to the analysis of related databases, 90-16-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2008/23336; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 112257-19-9, 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. 112257-19-9 name is tert-Butyl methyl(2-(methylamino)ethyl)carbamate, 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.

To a solution of MC-Val-Cit-PABC-PNP (93.0 mg, 0.126 mmol) in DMF (2 mL) was added N-Boc,N,N?-dimethylethylenediamine (23.7 mg, 0.126 mmol). Diisopropylethylamine (0.20 mL) was added, and the reaction stirred at room temperature for 3 h. The reaction mixture was acidified by adding acetic acid (0.50 mL), and purified by preparative HPLC (5percent to 95percent acetonitrile in water with 0.1percent TFA) to give 19? (53.2 mg, 0.0676 mmol, 53percent yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl methyl(2-(methylamino)ethyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; TARVEDA THERAPEUTICS, INC.; BILODEAU, Mark T.; SIMCOX, Mary; WHITE, Brian H.; KADIYALA, Sudhakar; WOOSTER, Richard; (178 pag.)WO2017/180834; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 630-22-8, name is 2,2-Dimethylpropanethioamide, 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. Formula: C5H11NS

General procedure: A mixture of 60 (5.4g, 35.0mmol), pyridine (11.4ml, 140mmol), and diethyl bromomalonate (3) (8.84ml, 52.5mmol) in EtOH (15ml) was heated under reflux for 16h. The mixture was concentrated under reduced pressure and H2O was added to the residue. The resulting precipitate was removed by filtration and washed with Et2O to deliver ethyl 2-(2-aminopyrimidin-4-yl)-4-hydroxythiazole-5-carboxylate (5.30g, 19.9mmol, 57% yield) as a tan solid.

The synthetic route of 2,2-Dimethylpropanethioamide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reichelt, Andreas; Bailis, Julie M.; Bartberger, Michael D.; Yao, Guomin; Shu, Hong; Kaller, Matthew R.; Allen, John G.; Weidner, Margaret F.; Keegan, Kathleen S.; Dao, Jennifer H.; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 364 – 382;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics