Category: amides-buliding-blocks

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. 147962-41-2, name is N-Propylsulfamide, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks

A.ii. N-(5-(4-bromophenyl)-6-chloropyrimidin-4-yl)propane-1-sulfamide:tBuOK (16.0 g; 0.14 mol; 1 eq.) was added to the above prepared cold (5C) solution of Intermediate A.i in DMSO. The resulting suspension was heated to 20C and stirred for 30 mi 5-(4-bromophenyl)-4,6-dichloropyrimidine (10.7 g; 0.035 mol; 0.25 eq.) was added portionwise and the mixture was heated to 50C for 1 h. Water was added. The pH of the solution was adjusted to 4-5 using 33% aq. HC1. The suspension was cooled to 0C and stirred for 30 mm. It was filtered off, rinsed with a solution of water and MeOH and dried under reduced pressure to yield the title compound as a white solid (12.6 g, 89% yield with respect to S -(4-bromophenyl)-4,6-dichloropyrimidine).

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 147962-41-2.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; ABELE, Stefan; FUNEL, Jacques-Alexis; SCHINDELHOLZ, Ivan; WO2014/155304; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 121-30-2, name is 4-Amino-6-chlorobenzene-1,3-disulfonamide, molecular formula is C6H8ClN3O4S2, 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: 121-30-2

A suspension of 1000 g (3.5 mol) of 4-Amino-6-chloro-l,3-benzenedisulfonamide Q and 78.9 g (2.63 mol) paraformaldehyde in 1264 ml of methanol was heated to reflux and a solution of 55.56 ml of concentrated sulphuric acid in 180.54 ml of methanol was added to the refluxing reaction mixture. After refluxing for one hour additional 23.34 g (0.78 mol) paraformaldehyde was added. The reaction mass was further refluxed for one hour and one more lot of 13.88 g (0.46 mol) paraformaldehyde was 5 added. The combined reaction mixture was refluxed for six hours followed by cooling to 20-300C. It was further stirred at this temperature for one hour and filtered; the solid mass was washed successively with methanol and water to get 980 g off white crude wet product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 121-30-2, its application will become more common.

Reference:
Patent; UNICHEM LABORATORIES LIMITED; WO2007/26376; (2007); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

147962-41-2, name is N-Propylsulfamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C3H10N2O2S

1, 8 ml of N, N-dimethylformamide, 100 g (724 mmol) of N-propylsulfamide, 26 g (1083 mmol) of sodium hydride were added to the 1 L three-necked reaction flask, and the mixture was stirred at 10 to 15 C for 30 min, (724 mmol) of 4-bromophenyl-4,6-dichloropyrimidine was stirred at 20-25 C for 8 h and then stirred at 35-40 C for 1 h, cooled to 10-15 C,22.3 g (35.9 mmol) of ethylene glycol was added,And p-toluenesulfonyl chloride (137 g, 71.9 mmol) were added and the temperature was raised to 85-95 C. The reaction was continued for 9 h, cooled to 0-10 C. The solution was crystallized by adding 10 wt% citric acid aqueous solution. The filter cake was washed with purified water neutral,The solid was collected and dried at 40-50 C under vacuum (vacuum ? 0.08 MPa) for 8 h to give 212.5 g of crude impurities and 73.9% yield. 2, to 212.5g impurity crude addition of ethyl acetate 700ml, 75-85 C heating and stirring dissolved, hot filter, the filtrate plus methanol 3000ml crystallization, filtration, filter cake with methanol amount of washing, collecting solid,At 40-50 under reduced pressure (vacuum ? 0.08MPa) dry 8h,A mixture of 1,2-bis [[N- [5- (4-bromophenyl)] – N’-propylsulfonamide-6-oxo] pyrimidinyl] ethyl dithioate was obtained in a yield of 76.5 %.

The synthetic route of 147962-41-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hefei Jiunuo Medical Technology Co., Ltd.; Wu, Biao; Tang, Shengguo; Tan, Hongchun; (10 pag.)CN106478522; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 112434-18-1, The chemical industry reduces the impact on the environment during synthesis 112434-18-1, name is Benzyl (2,4-difluorophenyl)carbamate, I believe this compound will play a more active role in future production and life.

Step 2 – Preparation of (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (33):[0230] In a round bottom flask (2,4-difluoro-phenyl)-carbamic acid benzyl ester (30, 3.83 g, 14.5 mmol) is combined with 148 mL of tetrahydrofuran. The solution is chilled to -78 C and n-butyllithium (19.1 mL, 1.60 M in hexane, 30.0 mmol) is added over 30 minutes, followed by the addition of N,N- dimethylformamide (1.12 mL, 14.5 mol). The reaction mixture is allowed to warm to ambient temperature and is stirred overnight, then poured into water and extracted with ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is crystallized from ether to provide the desired compound (33, 3.0 g, 71%).

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, Benzyl (2,4-difluorophenyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PLEXXIKON, INC.; IBRAHIM, Prabha, N.; SPEVAK, Wayne; CHO, Hanna; SHI, Songyuan; ZHANG, Chao; ZHANG, Ying; WO2011/63159; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 402-46-0,Some common heterocyclic compound, 402-46-0, name is 4-Fluorobenzenesulfonamide, molecular formula is C6H6FNO2S, 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 solution of 4-fluorobenzene sulfonamide (0.39 g, 2.22 mmol) and S(-)-3-hydroxypyrrolidine (0.32 g, 2.67 mmol) in DMSO (2 mL) was heated to 100 C. for 20 h. Reaction was cooled to 25 C. and quenched with cold water. The separated solid was filtered and washed with water and dried to afford 4-(3-hydroxypyrrolidin-1-yl)benzene sulfonamide (Int-20) as a white solid. MS (ESI): m/z 243.1 (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 4-Fluorobenzenesulfonamide, its application will become more common.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; Sasmal, Pradip Kumar; Ahmed, Shahadat; Tehim, Ashok; Pradkar, Vidyadhar; Dattatreya, Prasanna M.; Mavinahalli, Nanjegowda Jagadeesh; US2014/371217; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 917342-29-1, name is tert-Butyl (trans-4-(2-hydroxyethyl)cyclohexyl)carbamate, molecular formula is C13H25NO3, 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. category: amides-buliding-blocks

Compound 1 (2.43g, 10mmol), Triethylamine (2g, 20mmol) was added to dichloromethane (30mL), Cool down to internal temperature 0 5 , A solution of methanesulfonyl chloride (1.1 g, 10 mmol) in dichloromethane (10 mL) was added dropwise with stirring, After the dropwise addition was completed, the temperature was raised to room temperature and reacted for 3h; After the reaction was completed, the solvent was concentrated to dryness to obtain a crude intermediate 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 917342-29-1, its application will become more common.

Reference:
Patent; Shanghai Xunhe Pharmaceutical Technology Co., Ltd.; Zheng Yongyong; Wei Nongnong; Jin Hua; Zhou Feng; Huang Meihua; (20 pag.)CN110372557; (2019); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 112253-70-0, These common heterocyclic compound, 112253-70-0, name is 2-Amino-4-bromobenzamide, 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.

Reflux a solution of 2-amino-4-bromobenzamide (27 g, 0.13 mol; see Joshi and Chaudhari (1987) Indian J. CHEM., Sect. B, 26B (6) : 602-4) in 2-CHLORO-1, 1, 1-TRIMETHOXYETHANE (50 mL) for 30 minutes, during which time a large precipitate appears. Evaporate the mixture fully and triturate with ether to collect 7-BROMO-2-CHLOROMETHYL-3H-QUINAZOLIN-4-ONE as a white solid

Statistics shows that 2-Amino-4-bromobenzamide is playing an increasingly important role. we look forward to future research findings about 112253-70-0.

Reference:
Patent; NEUROGEN CORPORATION; WO2004/55003; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 389890-43-1,Some common heterocyclic compound, 389890-43-1, name is tert-Butyl (cis-3-hydroxycyclobutyl)carbamate, molecular formula is C9H17NO3, 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.

To a solution of tert-butyl ((lS,3S)-3-((3-bromopyridin-2- yl)oxy)cyclobutyl)carbamate (see PREPARATION 4A; 1.08 g, 3.8 mmol) in DMF (20 mL) at RT was added sodium hydride (60% wt in mineral oil) (0.18 g, 7.6 mmol). The mixture was stirred at RT for 10 min and then 3-bromo-2-fluoro-pyridine (665 mg, 3.8 mmol) was added. The reaction mixture was stirred at RT for lh and then diluted with water (20 mL) and extracted with EtOAc (2 x 30 mL). The combined organic phases were washed with water (10 mL) and brine (10 mL), dried over Na2S04, and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash chromatography on silica gel (5% to 30% EtOAc in hexanes) to give tert-butyl ((l S,3S)-3-((3-bromopyridin-2-yl)oxy)cyclobutyl)carbamate (391 mg, 1.14 mmol, 30%) as white solid. ESI-MS (M+l): 343 calc. for Ci4Hi9BrN203 342.

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 (cis-3-hydroxycyclobutyl)carbamate, its application will become more common.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer; FROHN, Michael; HARRINGTON, Paul; PICKRELL, Alexander; RZASA, Robert; SHAM, Kelvin; HU, Essa; WO2011/143366; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 72505-21-6, A common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, molecular formula is C8H6F3NS, 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.

To a solution of intermediate 15 (530.3 g, 2.59 mol) in EtOH (2.6 l) was added 2- chloro-3-oxo-butyric acid ethyl ester (465 ml, 1.3 eq) and the mixture was stirred at rt for 7 hours and at 70C for 14 hours. After cooling at 0C the precipitate was filtered and washed with cold EtOH (500 ml) to give the title compound (573.0 g, 1.89 mol) as a beige powder in a 73% yield; 1H NMR (CDCI3, 300 MHz) delta 7.9 (d, 2H), 7.6 (d, 2H), 4.3 (q, 2H), 2.65 (s, 3H), 1.25 (t, 3H).

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; GLAXO GROUP LIMITED; WO2004/6924; (2004); A1;,
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. 326-67-0, name is N-(2-Fluoro-4-methylphenyl)acetamide, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H10FNO

A solution of the acetamide from preparation 26 (1.0 g, 5.9 mmol) in nitric acid (70%, 10 ml) was cooled to 0 C. and treated with fuming nitric acid (90%, 10 ml) maintaining the reaction temperature <0 C. The reaction was left to stir for one hour at 0 C. and then poured onto ice and allowed to warm gradually to room temperature. The resulting precipitate was collected by filtration and dried in vacuo to give a colourless solid (1 g, mixture of isomers). The solid was dissolved in methanol (20 ml) and solid KOH added to adjust the pH to 10. The solution was left to stir at room temperature for 16 hours and then the solvent was removed in vacuo. Water (50 ml) and dichloromethane (50 ml) were added and the organic phase separated. The aqueous phase was extracted with further dichloromethane (50 ml) and the combined organics dried (sodium sulphate) and reduced in vacuo. Purification by flash column chromatography on silica gel eluting with pentane:ethyl acetate (80:20 changing to 20:80, by volume) gave the title compound as a yellow solid (124 mg). 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; Lane, Charlotte Alice Louise; Price, David Anthony; US2006/111416; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics