Acid hydrolysis of diazepam. Kinetic study of the reactions of 2‐(N‐methylamino)‐5‐chlorobenzophenone, with HCl in MeOHH2O
In the acid hydrolysis of diazepam (1), several unusual products, apart from 2‐(N‐methylamino)‐5‐chlorobenzophenone (2) and glycine, were isolated. On the assumption that some of those products could arise from further degradation of 2, the reaction of this compound with 0.5–2 M HCl was studied, in...
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1995
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223549_v84_n8_p998_Nudelman http://hdl.handle.net/20.500.12110/paper_00223549_v84_n8_p998_Nudelman |
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paper:paper_00223549_v84_n8_p998_Nudelman2023-06-08T14:50:00Z Acid hydrolysis of diazepam. Kinetic study of the reactions of 2‐(N‐methylamino)‐5‐chlorobenzophenone, with HCl in MeOHH2O 5 chloro 2 (methylamino)benzophenone benzophenone derivative diazepam unclassified drug article chemical reaction drug degradation drug determination drug hydrolysis drug structure Acids Benzophenones Chromatography, Gas Computer Simulation Diazepam Hydrolysis Kinetics Methanol Models, Chemical Spectrophotometry, Ultraviolet Support, Non-U.S. Gov't In the acid hydrolysis of diazepam (1), several unusual products, apart from 2‐(N‐methylamino)‐5‐chlorobenzophenone (2) and glycine, were isolated. On the assumption that some of those products could arise from further degradation of 2, the reaction of this compound with 0.5–2 M HCl was studied, in 1:1 MeOH—H2O, at 60 and 80 °C. Several unexpected products were isolated from the reaction of 2 with HCl, namely, 2‐amino‐5‐chlorobenzophenone (3), 2‐(N,N‐dimethylamino)‐5‐chlorobenzophenone (4), 2‐(N‐methylamino)‐3,5‐dichlorobenzophenone (5), 2‐amino‐3,5‐dichlorobenzophenone (6), 2, 4‐dichloro‐10‐methyl‐9,10‐acridinone (7), and 2, 4‐dichloro‐9, 10‐acridinone (8). The methyl transfers, the chlorination, and the cyclization reactions that give rise to products 3–8 are unexpected under the present reaction conditions. The rate of reaction of 2, as well as the rate of formation of compounds 3–6, was measured at several HCl concentrations. Copyright © 1995 Wiley‐Liss, Inc., A Wiley Company 1995 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223549_v84_n8_p998_Nudelman http://hdl.handle.net/20.500.12110/paper_00223549_v84_n8_p998_Nudelman |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
5 chloro 2 (methylamino)benzophenone benzophenone derivative diazepam unclassified drug article chemical reaction drug degradation drug determination drug hydrolysis drug structure Acids Benzophenones Chromatography, Gas Computer Simulation Diazepam Hydrolysis Kinetics Methanol Models, Chemical Spectrophotometry, Ultraviolet Support, Non-U.S. Gov't |
| spellingShingle |
5 chloro 2 (methylamino)benzophenone benzophenone derivative diazepam unclassified drug article chemical reaction drug degradation drug determination drug hydrolysis drug structure Acids Benzophenones Chromatography, Gas Computer Simulation Diazepam Hydrolysis Kinetics Methanol Models, Chemical Spectrophotometry, Ultraviolet Support, Non-U.S. Gov't Acid hydrolysis of diazepam. Kinetic study of the reactions of 2‐(N‐methylamino)‐5‐chlorobenzophenone, with HCl in MeOHH2O |
| topic_facet |
5 chloro 2 (methylamino)benzophenone benzophenone derivative diazepam unclassified drug article chemical reaction drug degradation drug determination drug hydrolysis drug structure Acids Benzophenones Chromatography, Gas Computer Simulation Diazepam Hydrolysis Kinetics Methanol Models, Chemical Spectrophotometry, Ultraviolet Support, Non-U.S. Gov't |
| description |
In the acid hydrolysis of diazepam (1), several unusual products, apart from 2‐(N‐methylamino)‐5‐chlorobenzophenone (2) and glycine, were isolated. On the assumption that some of those products could arise from further degradation of 2, the reaction of this compound with 0.5–2 M HCl was studied, in 1:1 MeOH—H2O, at 60 and 80 °C. Several unexpected products were isolated from the reaction of 2 with HCl, namely, 2‐amino‐5‐chlorobenzophenone (3), 2‐(N,N‐dimethylamino)‐5‐chlorobenzophenone (4), 2‐(N‐methylamino)‐3,5‐dichlorobenzophenone (5), 2‐amino‐3,5‐dichlorobenzophenone (6), 2, 4‐dichloro‐10‐methyl‐9,10‐acridinone (7), and 2, 4‐dichloro‐9, 10‐acridinone (8). The methyl transfers, the chlorination, and the cyclization reactions that give rise to products 3–8 are unexpected under the present reaction conditions. The rate of reaction of 2, as well as the rate of formation of compounds 3–6, was measured at several HCl concentrations. Copyright © 1995 Wiley‐Liss, Inc., A Wiley Company |
| title |
Acid hydrolysis of diazepam. Kinetic study of the reactions of 2‐(N‐methylamino)‐5‐chlorobenzophenone, with HCl in MeOHH2O |
| title_short |
Acid hydrolysis of diazepam. Kinetic study of the reactions of 2‐(N‐methylamino)‐5‐chlorobenzophenone, with HCl in MeOHH2O |
| title_full |
Acid hydrolysis of diazepam. Kinetic study of the reactions of 2‐(N‐methylamino)‐5‐chlorobenzophenone, with HCl in MeOHH2O |
| title_fullStr |
Acid hydrolysis of diazepam. Kinetic study of the reactions of 2‐(N‐methylamino)‐5‐chlorobenzophenone, with HCl in MeOHH2O |
| title_full_unstemmed |
Acid hydrolysis of diazepam. Kinetic study of the reactions of 2‐(N‐methylamino)‐5‐chlorobenzophenone, with HCl in MeOHH2O |
| title_sort |
acid hydrolysis of diazepam. kinetic study of the reactions of 2‐(n‐methylamino)‐5‐chlorobenzophenone, with hcl in meohh2o |
| publishDate |
1995 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223549_v84_n8_p998_Nudelman http://hdl.handle.net/20.500.12110/paper_00223549_v84_n8_p998_Nudelman |
| _version_ |
1768542022647414784 |