Tag: M.W=100-200

Reference of 5466-88-6, A common heterocyclic compound, 5466-88-6, name is 2H-1,4-Benzoxazin-3(4H)-one, molecular formula is C8H7NO2, 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.

4-(4-Bromobutan-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-3(4H)-one from 3,4-dihydro-2H-1,4-benzoxazin-3(4H)-one and 1,4-dibromobutane

The synthetic route of 5466-88-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; US2003/191133; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 86-86-2, name is 1-Naphthaleneacetamide, 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 86-86-2, COA of Formula: C12H11NO

General procedure: A mixture of the amide (1, 1 mmol), alcohol (15 mL), and pulverized potassium bisulfate (1.1 g, 8 mmol) was refluxed for the specified time. The alcohol was removed in vacuo and the residue was triturated with hexanes (or other appropriate solvent such as DCM or ethyl acetate to dissolve the product). Removal of hexanes in vacuo provided the following pure products

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Reference:
Article; Sattenapally, Narsimha; Sharma, Jhanvi; Hou, Yuqing; Arkivoc; vol. 2018; 5; (2018); p. 174 – 183;,
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. 96-30-0, name is 2-Chloro-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Chloro-N-methylacetamide

Method W: 2-(6-(2-(methylamino)-2-oxoethoxy)-2-(pyridin-3-yl)quinazolin-4-ylamino)benzamide The suspension of 2-(6-hydroxy-2-(pyridin-3-yl)quinazolin-4-ylamino)benzamide (synthesized as described in Scheme 24) (0.20 g, 0.56 mmol), 2-chloro-N-methylacetamide (90 mg, 0.80 mmol), cesium carbonate (0.37 g, 1.12 mmol) and potassium iodide (0.19 g. 1.12 mmol) in DMF (10 mL) was stirred for 4 days at room temperature. Water (20 mL) was added to the mixture. The resultant solid was collected by filtration. The obtained solid was washed with CH2Cl2-THF (1:1) solution and dried to give 0.11 g of 2-(6-(2-(methylamino)-2-oxoethoxy)-2-(pyridin-3-yl)quinazolin-4-ylamino)benzamide as pale brown solid (46%). LCMS m/z=429 (M+1) (Method C) (retention time=1.65 min). 1H NMR (300 MHz, DMSO) delta 9.58 (s, 1H), 9.12 (d, J=8.4 Hz, 1H), 8.82-8.64 (m, 2H), 8.48 (s, 1H), 8.32-8.17 (m, 1H), 8.10-7.87 (m, 3H), 7.81-7.49 (m, 4H), 7.21 (t, J=7.5 Hz, 1H), 4.66 (s, 2H), 2.71 (d, J=4.5 Hz, 3H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 96-30-0.

Reference:
Patent; Suzuki, Masaki; Kondo, Kazumi; Kurimura, Muneaki; Valluru, Krishna Reddy; Takahashi, Akira; Kuroda, Takeshi; Takahashi, Haruka; Fukushima, Tae; Miyamura, Shin; Ghosh, Indranath; Dogra, Abhishek; Harriman, Geraldine; Elder, Amy; Shimizu, Satoshi; Hodgetts, Kevin J.; Newcom, Jason S.; US2015/307477; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 24243-71-8, A common heterocyclic compound, 24243-71-8, name is Propane-1-sulfonamide, molecular formula is C3H9NO2S, 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.

[0171] NaH (60% in mineral oil, 80 mg, 1.99 mmol) was slowly added to a solution of propane-i-sulfonamide (226 mg, 1.84 mmol) in DMF (20.0 mL) at 0 C. The reaction mixture was degassed with N2 and stirred at room temperature for 60 mm. Then 9-(3-fluoro- 2-nitrophenoxy)-2,3-dihydroimidazo[i,2-cjquinazoline (500 mg, 1.53 mmol) was added and the mixture was stirred at 80 C overnight under N2. The resulting mixture was evaporated and the residue was purified by flash column (ACN/H20) to afford N-(3-((2,3- dihydroimidazo [1 ,2-cjquinazolin-9-yl)oxy)-2-nitrophenyl)propane- i-sulfonamide (240 mg, 37% yield) as a yellow solid. ?H NMR (400 MHz, DMSO-d6): 8.24 (s, 1H), 7.67 (d, J = 8.8 Hz, 1H), 7.57-7.51 (m, 2H), 7.39-7.32 (m, 2H), 6.68 (d, J= 7.2 Hz, 1H), 4.34 (t, J= 10.0 Hz, 2H), 4.00 (t, J= 10.0 Hz, 2H), 2.96 (t, J= 7.6 Hz, 2H), 1.72-1.66 (m, 2H), 0.96 (t, J= 7.6 Hz, 3H). LCMS (M+H) mlz: 430.1.

The synthetic route of 24243-71-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABM THERAPEUTICS, INC.; CHEN, Chen; (154 pag.)WO2019/60611; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 39549-79-6, 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 39549-79-6 as follows.

General procedure: Sodium hydrogen sulfite (4 mmol) was added to a solution of anthranilamide 1 (2 mmol) and benzaldehyde 2 (2 mmol) in N,N- dimethylacetamide (5 mL). The mixture was heated under continuous stirring at 150 o C for 2-3 h and poured into ice water. The precipitate was then filtered, washed with water followed byethanol, and dried to yield the 2-arylquinazolinones 3-31.#10;#10;

According to the analysis of related databases, 39549-79-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Khadka, Daulat Bikram; Tran, Giap Huu; Shin, Somin; Nguyen, Hang Thi Minh; Cao, Hue Thi; Zhao, Chao; Jin, Yifeng; Van, Hue Thi My; Chau, Minh Van; Kwon, Youngjoo; Le, Thanh Nguyen; Cho, Won-Jea; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 69 – 79;,
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. 630-22-8, name is 2,2-Dimethylpropanethioamide, A new synthetic method of this compound is introduced below., Product Details of 630-22-8

Step (b) ethyl 2-tert-butylthiazole-4-carboxylateEthyl 3-bromo-2-oxopropanoate (6.20 mL, 49.40 mmol) was added very carefully to a stirred solution of 2,2-dimethylpropanethioamide (5.79 g, 49.40 mmol) in ethanol (60 mL). The solution was then heated under reflux for 16h. After cooling, the reaction mixture was diluted with EtOAc, washed with saturated aqueous sodium bicarbonate solution and evaporated in vacuo. Purification by silica gel chromatography (Biotage, 10Og) eluting with EtOAc: iso- hexane, 1 :10 gave the sub-title compound as a yellow oil. Yield: 6.56 g1U NMR (300 MHz, CDCl3) delta 8.03 (s, IH), 4.40 (q, J= 7.1 Hz, 2H), 1.48 (s, 9H), 1.39 (t, J =6.3 Hz, 3H).MS: [M+H]+=214 (MultiMode+)

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 149990-27-2,Some common heterocyclic compound, 149990-27-2, name is tert-Butyl but-3-yn-1-ylcarbamate, molecular formula is C9H15NO2, 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.

Ethyl 2-isocyanoacetate (4.30 mL, 39.34 mmol) was added slowly to tert-butyl but-3-yn-1-ylcarbamate (9.99 g, 59.01 mmol) and Silver carbonate (1.085 g, 3.93 mmol) in 1,4-dioxane (18 mL) at 80C over a period of 10 minutes under nitrogen. The resulting solution was stirred at 80 C for hours. A LCMS indicated the presence of the desired material and also the by-product 6. The reaction mixture was concentrated, dissolved in DCM and filtered. The reaction was purified by flash silica chromatography, elution gradient 0 to 25% EtOAc in heptane. Pure fractions were evaporated to dryness to afford ethyl 3-(2-((tert-butoxycarbonyl)amino)ethyl)-1H-pyrrole-2-carboxylate (5.51 g, 49.6 %) as a colourless oil; MS (ES-) m/z: 281 (M-H)-.

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 but-3-yn-1-ylcarbamate, its application will become more common.

Reference:
Article; Greenwood, Ryan; Yeung, Kay; Tetrahedron Letters; vol. 57; 51; (2016); p. 5812 – 5814;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 402-46-0, name is 4-Fluorobenzenesulfonamide, 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. Safety of 4-Fluorobenzenesulfonamide

EXAMPLE 11; Preparation of racemic (2’S, 3S, 4’R)-6-chloro-4′-{5-chloro-2-[1-(4-fluoro-benzenesulfonylaminocarbonyl)-cyclobutoxy]-phenyl}-2′-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione; A solution of racemic (2’S, 3S, 4’R)-6-chloro-4′-[5-chloro-2-(1-hydroxycarbonyl-cyclobutoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (50 mg, 0.086 mmol) and CDI (28 mg, 0.17 mmol) in DMF (0.5 mL) was heated at 60 C. for 30 min, and then cooled to root temperature. To this solution was added a mixture of 4-fluoro-benzenesulfonamide (175 mg, 1 mmol) and NaH (40 mg, 60%, 1 mmol) in DMF (1 mL). The resulting mixture was stirred at room temperature for 10 min, purified by prep-HPLC to give the title compound as a white solid (20 mg).

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

Reference:
Patent; Chen, Li; Han, Xingchun; He, Yun; Yang, Song; Zhang, Zhuming; US2009/163512; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 154350-29-5, 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. 154350-29-5, name is Cyclopropanesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a toluene 85ml solution of (1R, 5S, 6r)-tert- butyl 6- (3-bromophenyl) -6-ethyl-3-azabicyclo [3.1.0] hexane-3-carboxylate8.54g (23.3mmol) obtained in Reference Example 1- (b), under an argonatmosphere, with stirring at room temperature, cyclopropanesulfonamide3.67g (30.3mmol), potassium carbonate 4.51g (32.6mmol), bis (eta3- allyl -mu-chloro palladium) 0.170g (0.465mmol) and tert- butyl XPhos0.600g (1.41mmol)were added, and the mixture was stirred for 1 hour at 110 .After completion of the reaction, water was added to the reaction mixture, andthe mixture was extracted with toluene. The organic layer was dried over anhydrous magnesium sulfate, andconcentrated under reduced pressure. The residue was subjected to silica gelcolumn chromatography (eluent hexane: ethyl acetate = 80: 20 ? 70: 30 (V / V)),and the fractions containing the desired product were concentrated underreduced pressure, and the precipitated solid was sonicated with a solution ofhexane: acetic acid ethyl = 1: 1 (V / V) and stirred, and by filtration, thetitle compound 7.86g as a white solid (83percent yield) was obtained.

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, Cyclopropanesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANWA KAGAKU KENKYUSHO COMPANY LIMITED; UBE INDUSTRIES,LIMITED; TANIKO, KAORI; MIYAZAWA, TOSHIYUKI; KANEKO, TATSUROH; KURUMAZUKA, DAISUKE; HARADA, SATOKO; IZUCHI, TOHRU; OKABE, MORIO; IWAMURA, RYO; TSUZAKI, YASUNORI; SETOGUCHI, HIROYUKI; IMURA, YUUKI; AKAZA, HIROTO; SHIMIZU, MOTOHISA; KIMURA, TOMIO; (73 pag.)JP5860192; (2016); B2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 96-30-0, name is 2-Chloro-N-methylacetamide, 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 96-30-0, Application In Synthesis of 2-Chloro-N-methylacetamide

The compound prepared in Reference Example 20 (50 mg)In DMF (0.5 mL)Potassium carbonate (33 mg)And tetrabutylammonium iodide(4.4 mg),Subsequently, 2-chloro-N-methylacetamide(25.7 mg) at room temperature.The reaction mixture was stirred at 50 C. overnight.The reaction mixture was diluted with ethyl acetate,Saturated ammonium chloride aqueous solution and water were added,And extracted with ethyl acetate. The obtained organic layer was washed with water,Washed with 20% brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure.The obtained residue was purified by silica gel column chromatography (Yamazen automatic purification device) to obtain the title compound having the following physical property values(51 mg).

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-Chloro-N-methylacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ono Pharmaceutical Co., Ltd.; Asada, Masaki; Tani, Masaya; Hiroshi, Masaya; Higuchi, Satoru; Fuchibe, Kazuhiro; Oikawa, Rei; Otani, Toru; Takano, Hiroshi; (116 pag.)JP2018/87189; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics