5-Chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one–6-chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one (4/1)
In the reaction of 7-chloro-1,5-benzodiazepine-2,4-dione with N,N-dimethylformamide/dimethylacetal, the diazepine seven-membered ring undergoes a contraction to form the five-membered ring. The reaction yields two isomers the title compound, C13H14ClN3O2; the major component has the chlorine-atom su...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2011-07-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536811024706 |
| _version_ | 1819001211380039680 |
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| author | Rachida Dardouri Yousef Kandri Rodi Natalie Saffon El Mokhtar Essassi Seik Weng Ng |
| author_facet | Rachida Dardouri Yousef Kandri Rodi Natalie Saffon El Mokhtar Essassi Seik Weng Ng |
| author_sort | Rachida Dardouri |
| collection | DOAJ |
| description | In the reaction of 7-chloro-1,5-benzodiazepine-2,4-dione with N,N-dimethylformamide/dimethylacetal, the diazepine seven-membered ring undergoes a contraction to form the five-membered ring. The reaction yields two isomers the title compound, C13H14ClN3O2; the major component has the chlorine-atom substituent in the 5-position of the benzimidazolone ring and the minor component has the chlorine atom in the 6-position. The two isomers form a disordered co-crystal, the chloromethylbenzimidazolone portion of both components are disordered with respect to each other in a 4:1 ratio [the refined ratio is 0.816 (5):0.184 (5)]; the dimethylaminocryloyl substitutent is ordered. The double bond of the dimethylaminoacryloyl substituent has an E configuration. |
| first_indexed | 2024-12-20T22:45:36Z |
| format | Article |
| id | doaj.art-0beb315833ec48389f49777bf8d5863a |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-20T22:45:36Z |
| publishDate | 2011-07-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-0beb315833ec48389f49777bf8d5863a2022-12-21T19:24:22ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682011-07-01677o1853o185310.1107/S16005368110247065-Chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one–6-chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one (4/1)Rachida DardouriYousef Kandri RodiNatalie SaffonEl Mokhtar EssassiSeik Weng NgIn the reaction of 7-chloro-1,5-benzodiazepine-2,4-dione with N,N-dimethylformamide/dimethylacetal, the diazepine seven-membered ring undergoes a contraction to form the five-membered ring. The reaction yields two isomers the title compound, C13H14ClN3O2; the major component has the chlorine-atom substituent in the 5-position of the benzimidazolone ring and the minor component has the chlorine atom in the 6-position. The two isomers form a disordered co-crystal, the chloromethylbenzimidazolone portion of both components are disordered with respect to each other in a 4:1 ratio [the refined ratio is 0.816 (5):0.184 (5)]; the dimethylaminocryloyl substitutent is ordered. The double bond of the dimethylaminoacryloyl substituent has an E configuration.http://scripts.iucr.org/cgi-bin/paper?S1600536811024706 |
| spellingShingle | Rachida Dardouri Yousef Kandri Rodi Natalie Saffon El Mokhtar Essassi Seik Weng Ng 5-Chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one–6-chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one (4/1) Acta Crystallographica Section E |
| title | 5-Chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one–6-chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one (4/1) |
| title_full | 5-Chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one–6-chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one (4/1) |
| title_fullStr | 5-Chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one–6-chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one (4/1) |
| title_full_unstemmed | 5-Chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one–6-chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one (4/1) |
| title_short | 5-Chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one–6-chloro-1-[(E)-3-(dimethylamino)acryloyl]-3-methyl-1H-benzimidazol-2(3H)-one (4/1) |
| title_sort | 5 chloro 1 e 3 dimethylamino acryloyl 3 methyl 1h benzimidazol 2 3h one amp 8211 6 chloro 1 e 3 dimethylamino acryloyl 3 methyl 1h benzimidazol 2 3h one 4 1 |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536811024706 |
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