Tag: M.W=200-300

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

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,
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239074-29-4, 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. 239074-29-4, name is tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate, A new synthetic method of this compound is introduced below.

b) ((1r,4r)-4-(Tert-Butoxycarbonylamino)cyclohexyl)methyl 4-methylbenzene-sulfonate A solution of 4-methylbenzene-1-sulfonyl chloride (2.28 g, 11.96 mmol) in dichloromethane was added to a solution of tert-butyl (1r,4r)-4-(hydroxymethyl) cyclohexylcarbamate (Preparation 14a, 2.11 g, 9.2 mmol) and triethylamine (1.59 mL, 11.4 mmol) in dichloromethane (50 mL) and the resulting mixture was stirred overnight at ambient temperature. The mixture was washed with 1M aqueous sodium hydroxide solution and the organic layer was dried (MgSO4), evaporated and the residue was purified by flash chromatography (diethyl ether/hexanes) to give the title compound (2.91 g, 83%) as a white solid. LRMS (m/z): 382 (M-H)+. 1H NMR delta (300 MHz, CDCl3): 0.90-1.12 (m, 4H), 1.43 (s, 3H), 1.78 (dd, 2H), 1.99 (d, 2H), 3.34 (m, 1H), 3.46 (t, 1H), 3.81 (d, 2H), 4.37 (m, 1H), 7.34 (d, 2H), 7.77 (d, 2H).

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; Almirall, S.A.; EP2527344; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, 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. 144-80-9

General procedure: To a stirred solution of sulphonamide (2 mmol),chloroacetylchloride (2 mL) and try ethylamine (0.1 mL)in dry dimethylformamide at 0-5 oC, aminochalcone 1d-1f (2 mmol) was added and stirred at room temperature for3-4 hours by a magnetic stirrer. The stirred reaction mixturewas then refluxed for 8-9 hours. The reaction was monitoredby TLC. After the completion of the reaction, the reactionmixture on hot was poured to crushed ice afforded precipitatesof chalcone-sulphonamide hybrids 3a-6f. Precipitatesthen washed with cold aqueous sodium carbonate and thecrude product was recrystallized in acetone.

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 144-80-9.

Reference:
Article; Khanusiya, Mahammadali; Gadhawala, Zakirhusen; Journal of the Korean Chemical Society; vol. 63; 2; (2019); p. 85 – 93;,
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. 621-38-5, name is 3-Bromoacetanilide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 621-38-5

Example 4; Example 3 is repeated under the same conditions except that 2% millimolar of (PdAllylCl)2 is used instead of Pd(OAc)2. The reaction is always conducted at 90C. The same product of example 3 is obtained with 84% molar yield.

The synthetic route of 621-38-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F.I.S. Fabbrica Italiana Sintetici S.p.A.; EP2433931; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 4093-29-2, name is Methyl 4-acetamido-2-methoxybenzoate, 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 4093-29-2. 4093-29-2

[0543] To a solution of 269-3 (4.46 g, 20 mmol), PdOAc (0.45 g, 2 mmol) and Cu(OAe)2 (7.26 g, 40 mmol) in 1.2-dichloroethane ( 150 mL) was added anhydrous CuBr2 (8.93 g. 40 mmol) under N2 atmosphere. The mixture was stirred at 90 C for 72 h. After cooling to r.t., the reaction was quenched by water, and filtered through a celite pad. The solution was washed with brine, dried by anhydrous Na2S04 and concentrated at low pressure. The residue was purified by flash column chromatography on silica gel (PE:EA 1 : 1 ) to give 269-4 (6.04 g, 51 .3%). +ESI-MS:m/z 303.7 [M+I I]

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 Methyl 4-acetamido-2-methoxybenzoate.

Reference:
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; STEIN, Karin, Ann; WO2015/26792; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, 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. 6292-59-7

Example 5 A solution of 1 g of 2-(1,3-benzodioxol-5-yl)-2-(1,3-dihydro-1,3-dioxoisoindol-5-yloxy)acetic acid and 0.71 g of carbonyldiimidazole in 100 ml of THF is heated at 60¡ã for 2 hours. 0.93 g of 4-tert-butylbenzenesulfonamide and 0.67 g of 1,8-diaza-bicyclo[5.4.0]-undec-7-ene are then added and the mixture is stirred for a further 1 hour at this temperature. After customary working up, 2-(1,3-benzodioxol-5-yl)-2-(1,3-dihydro-1,3-dioxo-isoindol-5-yloxy)-N-(4-tert-butylphenylsulfonyl)acetamide, m.p. 215¡ã, is obtained.

Statistics shows that 6292-59-7 is playing an increasingly important role. we look forward to future research findings about 4-(tert-Butyl)benzenesulfonamide.

Reference:
Patent; Merck Patent Gesellschaft mit Beschrankter Haftung; US5821256; (1998); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 83948-53-2, name is tert-Butyl N-(3-Bromopropyl)carbamate, 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 83948-53-2. 83948-53-2

The synthesis of the second key synthon 23 is described in scheme 2. This synthon will bear a masked (Boc protecting group) amine function enabling for example a bioconjugation reaction with an antibody or a biomolecule. The compound 17 was prepared according to the procedures descrinbed in the literature (WO 2014/111661). The diol 8 is activated in ditosylate form then condensed with the compound 19 resulting in the compound 21 with a good yield. The Sonogashira reaction followed by the deprotection of the nosy group enables the synthon 23 to be obtained.

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 tert-Butyl N-(3-Bromopropyl)carbamate.

Reference:
Patent; CISBIO BIOASSAYS; UNIVERSITE PAUL SABATIER; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; LAMARQUE, Laurent; PICARD, Claude; GALAUP, Chantal; LEYGUE, Nadine; ZWIER, Jurriaan; BOURRIER, Emmanuel; (48 pag.)US2018/362549; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

109903-35-7, Adding a certain compound to certain chemical reactions, such as: 109903-35-7, name is 4-Amino-N-methylbenzenemethanesulfonamide, 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 109903-35-7.

4-Amino-3-iodo-N-methylbenzenemethanesulfonamide To a suspension of 1.06 g (5.31 mmol, 1.0 equiv.) of 4-amino-N-methylbenzenemethanesulfonamide in 20 mL of acetonitrile was added 0.862 g (5.31 mmol, 1.0 equiv.) of iodine monochloride. The reaction was stirred for 15 minutes at room temperature. The mixture was partitioned between 25 mL of ethyl acetate and 15 mL of 20% aqueous sodium thiosulfate. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to yield an oil. The oil was filtered through a plug of silica gel using 40% ethyl acetate in hexane to yield 1.13 g (65%) of 4-amino-3-iodo-N-methylbenzenemethanesulfonamide.

According to the analysis of related databases, 109903-35-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US5434154; (1995); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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 4093-31-6 as follows. 4093-31-6

Stage B Preparation of 4-amino-5-chloro-2-methoxybenzoic acid Methyl 4-acetamido-5-chloro-2-methoxybenzoate is dissolved in ethanol and aqueous potassium hydroxide added. The solution is refluxed for a short time, cooled and concentrated hydrochloric acid added. The resulting precipitate is filtered off, washed with water and dried to give the title compound as a white solid.

According to the analysis of related databases, 4093-31-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Palmer, Richard Michael John; Meyers, Nicholas Leslie; Knight, John; US2005/49416; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics