Anhydrides
These versatile compounds are widely used in chemical synthesis, polymer production, and various industrial applications.
Anhydrides exhibit diverse reactivity, allowing for the formation of esters, amides, and other derivatives.
They play a crucial role in numerous chemical processes, including curing agents, crosslinking agents, and intermediates in the production of pharmaceuticals, plastics, and other materials.
The study of anhydrides and their reactions is an important area of organic chemistry research, contributing to the development of new synthetic methodologies and the advancement of various fields of chemistry and material science.
Most cited protocols related to «Anhydrides»
Most recents protocols related to «Anhydrides»
Example 2
209.14 g of N-methylpyrrolidone, 11.41 g or 0.05 mol of 4-Aminobenzoic acid 4-aminophenyl ester were added into a container and stirred to be dissolved. 7.76 g or 0.025 mol of bis-(3-phthalyl anhydride) ether and 13.01 g or 0.025 mol of 4,4′-(4,4′-Isopropylidenediphenoxybis(phthalic anhydride)(BPADA) were added into the container and stirred for 1 hour to react. 14.62 g or 0.05 mol of 1,3-Bis(3-aminophenoxy)benzene was added into the container and stirred until dissolved. 22.93 g or 0.05 mol of p-Phenylene bis(trimellitate) dianhydride was added into the container and stirred for 48 hours to react thereby obtaining a block copolymer of polyamide acid.
227.29 g of N-methylpyrrolidone, 11.41 g or 0.05 mol of 4-Aminobenzoic acid 4-aminophenyl ester were added into a container and stirred until dissolved. 22.93 g or 0.05 mol of p-Phenylene bis(trimellitate) dianhydride was added into the container and stirred for 1 hour to react. 25.92 g or 0.05 mol of 2,2-Bis[4-(4-aminophenoxy)phenyl]hexafluoropropane was added into the container and stirred until dissolved. 15.51 g or 0.05 mol of bis-(3-phthalyl anhydride) ether was added into the container and stirred for 48 hours to react, thereby obtaining a block copolymer of polyamide acid.
Example 4
233.92 g of N-methylpyrrolidone, 5.71 g or 0.025 mol of 4-Aminobenzoic acid 4-aminophenyl ester, and 8.71 g or 0.025 mol of Bis(4-aminophenyl)terephthalate (BPTP) were added into a container and stirred until dissolved. 26.02 g or 0.05 mol of 4,4′-(4,4′-Isopropylidenediphenoxybis(phthalic anhydride) was added into the container and stirred for 1 hour to react. 14.62 g or 0.05 mol of 1,3-Bis(3-aminophenoxy)benzene was added into the container and stirred until dissolved. 22.93 g or 0.05 mol of p-Phenylene bis(trimellitate) dianhydride was added into the second container and stirred for 48 hour to react, thereby obtaining a block copolymer of polyamide acid.
211.10 g of N-methylpyrrolidone, 11.41 g or 0.05 mol of 4-Aminobenzoic acid 4-aminophenyl ester were added into a container and stirred until dissolved. 22.93 g or 0.05 mol of p-Phenylene bis(trimellitate) dianhydride was added into the container and stirred for 1 hour to react. 14.62 g or 0.05 mol of 1,3-Bis(3-aminophenoxy)benzene was added into the container and stirred until dissolved. 15.51 g or 0.05 mol of bis-(3-phthalyl anhydride) ether was added into the container and stirred for 48 hours to react, thereby obtaining a block copolymer of polyamide acid.
Example 30
To a solution 6-amino-4-((2-methoxy-3-(2-methyl-2H-1,2,3-triazol-4-yl)phenyl)amino)-N-(methyl-d3)pyridazine-3-carboxamide (30 mg, 0.084 mmol), and 1-propanephosphonic anhydride, in 50% DMF solution (160 mg, 0.252 mmol) in DMF (1 mL) and TEA (0.059 mL, 0.420 mmol) was added to (1S,2R)-2-methylcyclopropane-1-carboxylic acid (21.01 mg, 0.210 mmol) and then the resulting mixture was stirred at 50° C. overnight, whereupon LC-MS indicated that the reaction was complete. Diluted to 2 mL with DMF, then filtered and purified by prep HPLC. Concentration of the pure fractions afforded 4-((2-methoxy-3-(2-methyl-2H-1,2,3-triazol-4-yl)phenyl)amino)-N-(methyl-d3)-6-((1S,2R)-2-methylcyclopropane-1-carboxamido)-pyridazine-3-carboxamide (12.8 mg, 0.029 mmol, 34.7% yield). MS (M+1) m/z: 440.4 (M+H)+. LC retention time 1.20 [C]. 1H NMR (500 MHz, DMSO-d6) δ 11.21 (s, 1H), 11.02 (s, 1H), 9.14 (s, 1H), 8.17 (s, 1H), 8.12 (s, 1H), 7.70 (d, J=7.9 Hz, 1H), 7.49 (br d, J=7.3 Hz, 1H), 7.31 (t, J=7.8 Hz, 1H), 4.24 (s, 3H), 3.66 (s, 3H), 2.13-2.06 (m, 1H), 1.36-1.27 (m, 1H), 1.07 (d, J=6.1 Hz, 3H), 0.99 (td, J=7.8, 3.7 Hz, 1H), 0.78 (br d, J=5.5 Hz, 1H).
Example 29
To a solution of 6-amino-4-((2-methoxy-3-(2-methyl-2H-1,2,3-triazol-4-yl)phenyl)amino)-N-(methyl-d3)pyridazine-3-carboxamide (20 mg, 0.056 mmol), and 1-propanephosphonic anhydride, in 50% DMF solution (107 mg, 0.168 mmol) in DMF (1 mL) and TEA (0.039 mL, 0.280 mmol) was added to (1S,2R)-2-fluorocyclopropane-1-carboxylic acid (11.65 mg, 0.112 mmol) and then stirred at 60° C. for 2 h., whereupon LC-MS indicated the reaction was complete. The mixture was diluted to 2 mL with DMF, filtered and purified by prep HPLC. Concentration of afforded 6-((1S,2R)-2-fluorocyclopropane-1-carboxamido)-4-((2-methoxy-3-(2-methyl-2H-1,2,3-triazol-4-yl)phenyl)amino)-N-(methyl-d3)pyridazine-3-carboxamide (7.7 mg, 0.017 mmol, 29.6% yield). MS (M+1) m/z: 444.2 (M+H)+. LC retention time 1.22 [C] 1H NMR (500 MHz, DMSO-d6) δ 11.48 (br s, 1H), 11.01 (s, 1H), 9.17 (s, 1H), 8.12 (s, 1H), 8.09 (s, 1H), 7.71 (d, J=7.3 Hz, 1H), 7.46 (br d, J=7.9 Hz, 1H), 7.29 (t, J=7.9 Hz, 1H), 5.00-4.80 (m, 1H), 4.24 (s, 3H), 3.66 (s, 3H), 2.68-2.58 (m, 1H), 1.61-1.48 (m, 1H), 1.25 (dq, J=13.3, 6.4 Hz, 1H).
Example 31
To a solution of 6-amino-4-((2-methoxy-3-(2-methyl-2H-1,2,3-triazol-4-yl)phenyl)amino)-N-(methyl-d3)pyridazine-3-carboxamide (30 mg, 0.084 mmol), and 1-Propanephosphonic anhydride, in 50% DMF solution (160 mg, 0.252 mmol) in DMF (1 mL) and TEA (0.059 mL, 0.420 mmol) was added to 2,2-difluorocyclopropane-1-carboxylic acid (15.37 mg, 0.126 mmol) and the resulting mixture was stirred at 50° C. for 1 h., whereupon LC-MS indicated the reaction was complete. The mixture was diluted to 2 mL with DMF, filtered and purified by prep HPLC. Concentration of the pure fractions afforded 6-(2,2-difluorocyclopropane-1-carboxamido)-4-((2-methoxy-3-(2-methyl-2H-1,2,3-triazol-4-yl)phenyl)amino)-N-(methyl-d3)pyridazine-3-carboxamide (10.3 mg, 0.022 mmol, 26.3% yield). MS (M+1) m/z: 462.4 (M+H)+. LC retention time 1.28 [C] 1H NMR (500 MHz, DMSO-d6) δ 11.53 (s, 1H), 11.02 (s, 1H), 9.17 (s, 1H), 8.12 (s, 1H), 8.09 (s, 1H), 7.72 (d, J=7.6 Hz, 1H), 7.48 (d, J=7.9 Hz, 1H), 7.32 (t, J=7.9 Hz, 1H), 4.24 (s, 3H), 3.66 (s, 3H), 3.07-2.99 (m, 1H), 2.07-1.97 (m, 2H).
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More about "Anhydrides"
These compounds are widely utilized in chemical synthesis, polymer production, and various industrial applications due to their diverse reactivity.
Anhydrides can undergo reactions to form esters, amides, and other derivatives, making them crucial intermediates in the production of pharmaceuticals, plastics, and other materials.
The study of anhydrides and their reactions is an important area of organic chemistry research, contributing to the development of new synthetic methodologies and advancements in fields such as material science.
Methacryllic anhydride, for instance, is a common anhydride used in the production of polymers and coatings.
Gelatin, a protein derived from collagen, is another related substance that can be used in conjunction with anhydrides for various applications, such as in tissue engineering and drug delivery.
Sodium hydroxide, a common base, may also be utilized in reactions involving anhydrides.
Cell culture media components like fetal bovine serum (FBS) and antibiotics like penicillin/streptomycin can be used to support cell growth and proliferation in studies related to anhydride-based materials.
Dimethyl sulfoxide (DMSO) is a versatile solvent that can be employed in the synthesis and characterization of anhydride-containing compounds.
Gelatin type A, derived from porcine skin, is another form of gelatin that can be explored in conjunction with anhydrides for biomedical applications.
The photoinitiator Irgacure 2959 is often used in the crosslinking of anhydride-based hydrogels and other materials.
Phosphate-buffered saline (PBS) is a commonly used buffer solution in biological experiments involving anhydride-related materials.
By understanding the properties, reactivity, and applications of anhydrides, researchers can leverage these versatile compounds to develop innovative solutions in various fields, from pharmaceuticals to materials science.