Month: November 2020

Adding a certain compound to certain chemical reactions, such as: 631-58-3, name is Propanethioamide, 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 631-58-3, 631-58-3

N-[5-(2-Bromo-acetyl)-4-methyl-thiazol-2-yl]-acetamide (71.6 mg) (prepared by the procedure of WO 2005/068444) is dissolved in CH3OH (5 mL) at RT, followed by addition of thiopropionamide (21.4 mg) and ammonium phosphomolybdate¡ÁH2O (37.5 mg). After completion of the reaction, water is added (25 mL) and the precipitate is filtered off to obtain the title compound as a dark green powder. Title compound: HPLC (Method F) RT 4.86 minutes; MS (Method D) M+H 268.2 and M-H 266.2.

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

Reference:
Patent; Novartis AG; US2009/163469; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

177906-48-8, Adding some certain compound to certain chemical reactions, such as: 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine, 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 177906-48-8.

1,3-Dibromo-2-propanol (1.70 ml, 16.5 mmol) and sodium carbonate (15.9 g, 150 mmol) were added to an ethanol (300 ml) solution of tert-butyl(trans-4-aminocyclohexyl)carbamate (3.21 g, 15.0 mmol) and the resulting mixture was stirred under heating to reflux overnight. After cooling, insoluble matter was removed by filtration through celite and then the filtrate was concentrated under reduced pressure. The residue was diluted with water, followed by extraction with ethyl acetate. Then the organic layer was washed with brine. The organic layer was dried over anhydrous sodium sulfate and then the solvent was evaporated under reduced pressure. The residue was dissolved in N,N-dimethylformamide (15 ml) and imidazole (2.45 g, 36.0 mmol) and tert-butyldiphenylchlorosilane (4.29 ml, 16.5 mmol) were added under ice cooling. After stirring at room temperature for 1 hour, the reaction mixture was diluted with ethyl acetate and washed with water and brine in that order. The organic layer was dried over anhydrous magnesium sulfate, then the solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography [chloroform:methanol=10:0-4 10:1 (v/v)] to give 2.45 g (32%) of the title compound as a colorless solid.1H-NMR (400 MHz, CDCl3) delta: 1.01-1.13 (4H, m), 1.06 (9H, s), 1.46 (9H, s), 1.74-1.80 (2H, m), 1.93-2.03 (3H, m), 2.87 (2H, t, J=7.2 Hz), 3.35-3.43 (1H, m), 3.51 (2H, t, J=6.9 Hz), 4.42 (1H, t, J=6.3 Hz), 7.37-7.41 (4H, m), 7.42-7.47 (2H, m), 7.61-7.65 (4H, m).

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 177906-48-8.

Reference:
Patent; Sugimoto, Yuuichi; Uoto, Kouichi; Wakabayashi, Takanori; Miyazaki, Masaki; Setoguchi, Masaki; Taniguchi, Toru; Yoshida, Keisuke; Yamaguchi, Akitake; Yoshida, Shoko; US2012/264738; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

308283-47-8, Adding a certain compound to certain chemical reactions, such as: 308283-47-8, name is 3-Bromo-N-(tert-butyl)benzenesulfonamide, 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 308283-47-8.

[0288] A suspension of intermediate 50 (1.0 g, 3.42 mmol), 3 -bromo-iV- tot-butyl – benzenesulfonamide (1.28 g, 4.28 mmol), Pd2(dba)3 (30 nag, 0.03 mmol), Xantphos (40 mg, 0.07 mmol) and cesium carbonate (3.34 g, 10.24 mmol) in dioxane (50 mL) was degassed with argon for 2 min then refluxed for overnight. After cooling to room temperature, the solvent was removed by rotovap and the resulting mixture was purified by silica gel with 10percent CH3OH/CHCI3 as an eluent to afford the title compound as a white solid. The white was dissolved in hot dioxane (150 mL) and titrated with 2 M HCl in dioxane to pH 1. The solvent was removed by rotovap and the solid was recrystalized from methanol (0.15 g, 8percent).[0289] 1H NMR (500 MHz, DMSOd6): 1.08 (s, 9H), 2.20 (s, 3H), 3.0-3.2 (m, 4H), 3.7- 4.0 (m, 4H), 4.23 (s, 2H)5 7.33 (t, J= 7.9 Hz, IH), 7.38 (d, J= 7.7 Hz, IH), 7.48 (s, IH), 7.55-7.65 (m, 3H), 7.71 (d, J= 7.9 Hz, IH), 7.90 (d, J= 7.4 Hz, IH), 8.01 (s, IH), 9.96 (br s, IH)5 10.61 (br s, IH), 11.31 (br s, IH). MS (ES+): m/z 511 (M+H)+.

According to the analysis of related databases, 308283-47-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

53297-68-0, 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. 53297-68-0, name is 2-Chloro-4-sulfamoylaniline belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The title compound was prepared from 2,5-dichlorophenyl isothiocyanate, according to the procedure described in Example 1, Step 1. MS m/z: 247 (M+H)+. Step 2: {[1-(2,5-dichlorophenyl)-1H-tetrazol-5-yl]thio}acetic acid The title compound was prepared from 1-(2,5-dichlorophenyl)-lH-tetrazole-5-thiol according to the procedure described in Example 1, Step 2. ?H NMR (300 MHz, DMSO-d6) 8: 13.16 (bs, 1H), 8.09 (d, J = 2.2 Hz, 1H), 7.94-7.83 (m, 2H), 4.22 (s, 2H). MS m/z: 305 (M+H)+. Step 3: N-[4-(aminosulfonyl)-2-chlorophenyl] -2-( [ 1 -(2,5 -dichlorophenyl)- lH-tetrazol-5- yl]thio } acetamide. The title compound was prepared from ( [ 1 -(2,5-dichlorophenyl)- lH-tetrazol-5- yl] thio}acetic acid and and 4-amino-3-chlorobenzenesulfonamide according to the procedure described in Example 14, Step 2. lH NMR (300 MHz, DMSO-d6) 8: 10.18 bs, (exchangeable proton, <1H), 8.11 (d, J = 2.0 Hz, 1H), 8.00 (d, J = 8.4 Hz, 1H), 7.95-7.84 (m, 3H), 7.76 (dd, J1 = 8.4 Hz, J2 = 2.0 Hz, 1H), 4.50 (s, 2H). MS m/z: 493 (M+H)+. The synthetic route of 53297-68-0 has been constantly updated, and we look forward to future research findings. Reference:
Patent; MERCK & CO., INC.; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2005/115147; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

2675-89-0, 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. 2675-89-0, name is 2-Chloro-N,N-dimethylacetamide, This compound has unique chemical properties. The synthetic route is as follows.

Step 1To an ice-cooled solution of 2-chloro-N,N-dimethyl-acetamide (10 mL, 97.5 mmol) was added POCl3 (14 mL, 149.5 mmol). The clear mixture was stirred at room temperature for 20 min. 5,6- dihydro-4H-pyrrolo[3,2,l-ij]quinoline (10.20 g, 65.0 mmol, for preparation see WO06086486A1) was added. The mixture was stirred at 80 0C for two hours. The mixture was poured on to ice (200 mL) and dichloromethane (300 mL). Aqueous sodium hydroxide was added to adjust to pH>12. The dichloromethane layer was separated, washed with water (300 mL), dried over Na2SOzI, filtered and evaporated to give a dark solid. The solid was dissolved into DCM and purified by silica gel column chromatography (eluent: 0% to 1% EtOAc in DCM). 2-Chloro- 1 -(5,6-dihydro-4H-pyrro Io [3,2,1 – ij]quinolin-l-yl)-ethanone was obtained as an off-white solid (10.82 g, 71%) after tituration with EtOAc. M.p.= 118-1 19 0C; 1H NMR (400 MHz, CDCl3) delta: 8.00 (d, J= 8.0 Hz, IH), 7.82 (s, IH), 7.23 (m, IH), 7.03 (d, J= 7.2 Hz, IH), 4.51 (s, 2H), 4.21 (t, J= 6.0 Hz, 2H), 3.01 (t, J= 6.0 Hz, 2H), 2.27 (m, 2H). LCMS: m/e 234.03 [M+H].

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; ARQULE, INC.; WO2009/2806; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 3984-14-3, name is N,N-Dimethylsulfamide, 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 3984-14-3. 3984-14-3

2-Bromo-3-cyclohexyl-N-[(dimethylamino)sulfonyl]-1H-indole-6-carboxamide;. 1,1′-Carbonyldiimidazole (1.17 g, 7.2 mmol) was added to a stirred solution of 2-bromo-3-cyclohexyl-1H-indole-6-carboxylic acid (2.03 g, 6.3 mmol) in THF (6 mL) at 22 C. The evolution of CO2 was instantaneous and when it slowed the solution was heated at 50 C. for 1 hr and then cooled to 22 C. N,N-Dimethylsulfamide (0.94 g, 7.56 mmol) was added followed by the dropwise addition of a solution of DBU (1.34 g, 8.8 mmol) in THF (4 mL). Stirring was continued for 24 hr. The mixture was partitioned between ethyl acetate and dilute HCl. The ethyl acetate layer washed with water followed by brine and dried over Na2SO4. The extract was concentrated to dryness to leave the title product as a pale yellow friable foam, (2.0 g, 74%, >90% purity, estimated from NMR). 1H NMR (300 MHz, DMSO-D6) delta ppm 1.28-1.49 (m, 3H) 1.59-2.04 (m, 7H) 2.74-2.82 (m, 1H) 2.88 (s, 6H) 7.57 (dd, J=8.42, 1.46 Hz, 1H) 7.74 (d, J=8.78 Hz, 1H) 7.91 (s, 1H) 11.71 (s, 1H) 12.08 (s, 1H).

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 N,N-Dimethylsulfamide.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/287694; (2007); 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. 76114-73-3, name is Prop-2-yn-1-yl butylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 76114-73-3

EXAMPLE 1; [0050] A reactor was charged with 330 g of water which was then cooled to a temperature of 0-8 C. [0051] To the cooled water, while stirring was added 3.4 grams of a nonionic surfactant agent Merpol HCS and 16.85 g of butyl propynyl carbamate while maintaining the temperature between 0-8 C. [0052] The reactor was further charged with 8.85 g of a 50% aqueous solution of sodium hydroxide and 16.28 grams of sodium iodide which had been previously dissolved in 50 g of water. The temperature was maintained between 5-8 C. [0053] The reactor with strong agitation was slowly charged with 70.2 g of a 13.6% solution of sodium hypochlorite while maintaining the reaction mass at a temperature of between 6 and 11 C. [0054] The temperature was allowed to ramp up slightly to 15-20 C. and the reaction mass was agitated for 90 minutes. The reaction mass was then slowly heated to a temperature of 35-40 C. The ramping up of the temperature was effected at a rate of 0.25 to 0.75 C. per minute. [0055] With agitation the pH of the reaction mass was then adjusted to 6.9 with acetic acid. The pH reaction mass was then adjusted to 6.6 with sodium bisulfite. The temperature was then ramped up to 55 to 59 C. at a rate of 0.25 to 0.75 C. per minute. [0056] When a temperature reached a range of 55-59 C. cooling was applied to the reaction mass to ramp the temperature of the reaction mass down to 25-30 C., at a ramp down rate of 0.33-0.75 C. per minute. [0057] The reaction mass was then agitated for 10 minutes and then the reaction mass was filtered. The filtration cake was washed twice with 100 ml of water. The cake was then dried at 35 C. to a constant weight. The reaction achieved a yield of 93.5% of IPBC which assayed at 98.7% IPBC.; A reactor was charged with 1400 gal of water which was then cooled to a temperature of 0-8 C. [0060] To the cooled water, while stirring was added to 87 pounds of a nonionic surfactant agent Merpol HCS and 429 pounds of butyl propynyl carbamate while maintaining the temperature between 0-8 C. [0061] The reactor was further charged with 214 pounds of a 50% aqueous solution of sodium hydroxide and 853 pounds of 50% sodium iodide solution. The temperature was maintained between 5-8 C. [0062] The reactor with strong agitation was slowly charged with 1780 pounds of a 13.6% solution of sodium of sodium hypochlorite while maintaining the reaction mass at a temperature of between 6 and 11 C. [0063] The temperature was allowed to ramp up slightly to 15-20 C. and the reaction mass was agitated for 90 minutes. The reaction mass was then slowly heated to a temperature of 35-40 C. The ramping up of the temperature was effected at a rate of 0.25 to 0.75 C. per minute. [0064] With agitation the pH of the reaction mass was then adjusted to 6.9 with acetic acid. The pH reaction mass was then adjusted to 6.6 with sodium bisulfite. The temperature was then tamped up to 55 to 59 C. at a rate of 0.25 to 0.75 C. per minute. [0065] With agitation the pH of the reaction mass was then adjusted to 6.9 with acetic acid. The pH reaction mass was then adjusted to 6.6 with sodium bisulfite. The temperature was then ramped up to 55 to 59 C. at a rate of 0.25 to 0.75 C. per minute. [0066] When a temperature reached a range of 55-59 C., cooling was applied to the reaction mass to ramp the temperature of the reaction mass down to 25-30 C., at a ramp down rate of 33-75 C. per minute. [0067] When a temperature reached a range of 55-59 C., cooling was applied to the reaction mass to ramp the temperature of the reaction mass down to 25-30 C., at a ramp down rate of 33-75 C. per minute. [0068] The reaction mass was then agitated and then the reaction mass was centrifuged with water for 10 minutes. The cake was washed. The cake was then dried at 30-45 C. to a constant weight. The reaction achieved a yield of 93.2% of IPBC which assayed at 98.7% IPBC.

The synthetic route of 76114-73-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schneider, David J.; Schneider, Charles A.; Jones, Kurt A.; Heineke, Martin S.; US2005/33083; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1882-71-9, 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. 1882-71-9, name is 2-Amino-5-methoxybenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 29: (4-Chloro-phenyl)-{4-[4-hydroxy-l-(6-methoxy-2-trifluoromethyl- quinazolin-4-yl)-pyrrolidin-3-yl]-piperazin-l-yl}-methanone[00236] Step 1 : 6-methoxy -2-trifluoromethyl-3H-quinazolin-4-one[00237] To 2.99 mmoles of 2-amino-5-methoxy anthranilic acid in 1OmL acetonitrile, add 14.9 mmoles of pyridine. The reaction mixture was cooled in ice and then 8.97 mmoles of trifluoroacetic EPO anhydride was added to the reaction mixture and it was slowly warmed to room temperature and allowed to stir for 2 hours. This reaction mixture was added to an ice cooled suspension of 11.96 mmoles ammonium carbonate in 5mL acetonitrile and it was allowed to warm to room temperature and stirred overnight. The reaction mixture was concentrated to a thick oil, 1OmL acetic acid was added to the residue and it was heated at 118-1200C for 2.5-3 hours. The reaction mixture was concentrated and then a 1:1 soln of ethanol-water was added, the white solid obtained was filtered and washed with fresh cold ethanol-water and vaccum dried to yield the title compound in 74 percent yield. LC-MS: m/z= 245 (M+ +1)

The synthetic route of 1882-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2006/71875; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

16982-21-1, A common compound: 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

[00144] Synthesis of ethyl 2-amino-2-hydrazonoacetate (6): Ethyl 2-amino-2- thioxoacetate (5) (5g, 37.5 mmol) was dissolved in ethanol and cooled to 0 C. Hydrazine in THF (1M, 37.5 mmol) was added dropwise and stirred at ambient temperature for lh. The reaction mixture was concentrated, white flakes of ethyl 2- amino-2-hydrazonoacetate were 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, Ethyl 2-amino-2-thioxoacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DODD, Dharmpal, S.; MUSSARI, Christopher, P.; BHIDE, Rajeev, S.; NAIR, Satheesh Kesavan; PAIDI, Venkatram Reddy; KUMAR, Sreekantha Ratna; BANERJEE, Abhisek; SISTLA, Ramesh; PITTS, William, J.; HYNES, John; WO2013/106614; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

2430-27-5, name is 2-Propylpentanamide, 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. 2430-27-5

General procedure: To a solution of the appropriate drug (D1-CONH2,1.00 mmol) in CH2Cl2 (5 mL) at 0 – 5 oC wasadded oxalyl chloride (1.30 mmol) drop-wise and refluxed for 24 h. The reactionmixture was concentrated and the residue was dissolved in DCE (5 mL). To thiswas added a solution of 11 (2.00mmol) in DCE (5 mL) and stirred for 24 h. The reaction mixture was concentratedand the residue was partitioned between EtOAc (20mL) and water (10 mL). Theorganic layer was washed with water and brine (10 mL each), dried (Na2SO4),concentrated and purified by silica gel column chromatography to afford thetitle compounds

Statistics shows that 2430-27-5 is playing an increasingly important role. we look forward to future research findings about 2-Propylpentanamide.

Reference:
Article; Jain, Arun K.; Gund, Machhindra G.; Desai, Dattatraya C.; Borhade, Namdev; Senthilkumar, Subrayan P.; Dhiman, Mini; Mangu, Naveen K.; Mali, Sunil V.; Dubash, Nauzer P.; Halder, Somnath; Satyam, Apparao; Bioorganic Chemistry; vol. 49; (2013); p. 40 – 48;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics