Aminimides. II. A one-step synthesis of aminimides from carboxylic acid esters

1967 ◽  
Vol 45 (21) ◽  
pp. 2619-2623 ◽  
Author(s):  
William J. McKillip ◽  
Robert C. Slagel
Keyword(s):  
Carboxylic Acid ◽  
Reaction Temperature ◽  
Sodium Methoxide ◽  
General Applicability ◽  
Acyl Substituent ◽  
One Step ◽  
The One ◽  
Substituent Influence ◽  
Acid Esters

The general applicability of preparing aminimides from esters and insitu generated 1,1,1-trimethylaminimine is reported. Acyclic, alicyclic, aromatic, and heteroaromatic trimethylaminimides have been synthesized by the one-step reaction. The synthetic scheme consists of reacting an ester with a 1,1,1-trimethylhydrazinium salt in the presence of an anhydrous base such as sodium methoxide. The choice of solvent, reaction temperature, and base and the electronegativity of the acyl substituent influence the ease of aminimide formation.

Indol-2-Carboxylic Acid Esters Containing N-Phenylpiperazine Moiety - Preparation and Cholinesterase-inhibiting Activity

2020 ◽  
Vol 17 (7) ◽  
pp. 576-587
Author(s):  
Tereza Padrtová ◽  
Pavlína Marvanová ◽  
Renáta Kubínová ◽  
Jozef Csöllei ◽  
Oldřich Farsa ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Quaternary Ammonium ◽  
Quaternary Ammonium Salts ◽  
Biologically Active ◽  
Ammonium Salts ◽  
Inhibiting Activity ◽  
One Pot ◽  
Basic Part ◽  
The One ◽  
Acid Esters

Background: The indole derivatives and the N-phenylpiperazine fragment represent interesting molecular moieties suitable for the research of new potentially biologically active compounds. This study was undertaken to identify if indol-2-carboxylic acid esters containing N-phenylpiperazine moiety possess acetylcholinesterase and butyrylcholinesterase inhibitory activity. Materials and Methods: The study dealt with the synthesis of a novel series of analogs of 1H-indole-2- carboxylic acid and 3-methyl-1H-indole-2-carboxylic acid. The structure of the derivatives was represented by the indolylcarbonyloxyaminopropanol skeleton with the attached N-phenylpiperazine or diethylamine moiety, which formed a basic part of the molecule. The final products were synthesized as dihydrochloride salts, fumaric acid salts, and quaternary ammonium salts. The first step of the synthetic pathway led to the preparation of esters of 1H-indole-2-carboxylic acid from the commercially available 1H-indole-2-carboxylic acid. The Fischer indole synthesis was used to synthesize derivatives of 3-methyl-1H-indole-2-carboxylic acid. Results and Discussion: Final 18 indolylcarbonyloxyaminopropanols in the form of dihydrochlorides, fumarates, and quaternary ammonium salts were prepared using various optimization ways. The very efficient way for the formation of 3-methyl-1H-indole-2-carboxylate (Fischer indole cyclization product) was the one-pot synthesis of phenylhydrazine with methyl 2-oxobutanoate with acetic acid and sulphuric acid as catalysts. Conclusion: Most of the derivatives comprised of an attached N-phenylpiperazine group, which formed a basic part of the molecule and in which the phenyl ring was substituted in position C-2 or C-4. The synthesized compounds were subjected to cholinesterase-inhibiting activity evaluation, by modified Ellman method. Quaternary ammonium salt of 1H-indole-2-carboxylic acid which contain N-phenylpiperazine fragment with nitro group in position C-4 (7c) demonstrated the most potent activity against acetylcholinesterase.

Removal of silicon from green liquor with carbon dioxide in the chemical recovery process of wheat straw soda pulping

TAPPI Journal ◽  
2013 ◽  
Vol 12 (3) ◽  
pp. 35-40 ◽  
Author(s):  
XINXING XIA ◽  
MINGZHU DU ◽  
XIUJUAN GENG
Keyword(s):  
Carbon Dioxide ◽  
Particle Size ◽  
Wheat Straw ◽  
Reaction Temperature ◽  
Recovery Process ◽  
Chemical Recovery ◽  
Step Process ◽  
Green Liquor ◽  
One Step ◽  
The One

Green liquor in the chemical recovery process of wheat straw pulping was treated with carbon dioxide to precipitate silicon by a one-step process and a seeding process to address problems caused by high silicon content. The total silicon removal, the particle size, and the sedimentation performance of silica were investigated. The results showed that the pH of green liquor decreased with increasing amounts of carbon dioxide, becoming stable after the pH decreased to 8.2. Reaction temperature had no significant effect on the removal of silicon. About 99% of silicon removal was achieved at a pH of 9.2 at room temperature. In the one-step process, the particle size increased and the silica sedimentation performance improved with decreasing pH. The particle size decreased and the sedimentation performance improved with increasing reaction temperature. At a pH of 9.5 and reaction temperature of 80°C, the particle size was 10.43 μm. In the seeding process, 40% green liquor was treated with carbon dioxide at 80°C until the pH was about 10.5, then the 40% treated green liquor was mixed with the remaining 60% of green liquor. The mixture was then treated with carbon dioxide at a reaction temperature of 80°C until the pH reached 9.5. In that situation, the particle size reached 14.11 μm. Compared with the one-step process, the particle size of silica generated by the seeding process was bigger and the sedimentation performance was improved.

A One-Step Synthesis of 2,4-Unsubstituted Quinoline-3-carboxylic Acid Esters fromo-Nitrobenzaldehydes

2010 ◽  
Vol 75 (10) ◽  
pp. 3488-3491 ◽  
Author(s):  
Hariharan Venkatesan ◽  
Frances M. Hocutt ◽  
Todd K. Jones ◽  
Michael H. Rabinowitz
Keyword(s):  
Carboxylic Acid ◽  
One Step ◽  
Acid Esters

ChemInform Abstract: A One-Step Synthesis of 2,4-Unsubstituted Quinoline-3-carboxylic Acid Esters from o-Nitrobenzaldehydes.

ChemInform ◽  
2010 ◽  
Vol 41 (40) ◽  
pp. no-no
Author(s):  
Hariharan Venkatesan ◽  
Frances M. Hocutt ◽  
Todd K. Jones ◽  
Michael H. Rabinowitz
Keyword(s):  
Carboxylic Acid ◽  
One Step ◽  
Acid Esters
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