153261-62-2Relevant academic research and scientific papers
A new industrial process for 10-methoxyiminostilbene: Key intermediate for the synthesis of oxcarbazepine
Singh, Harnam,Gupta, Nitin,Kumar, Pramod,Dubey, Sushil K.,Sharma, Pawan K.
, p. 870 - 874 (2009)
A new industrial process, involving only two isolation and drying steps, for 10-methoxyiminostilbene (MISB), an advance intermediate of widely prescribed antiepileptic drug, oxcarbazepine, has been developed. A salient feature of this process is the novel use of 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) to afford bro-mohydrin methyl ether from N-acetyliminostilbene. The byproducts of this process namely acetic acid, 5,5-dimethylhydantoin and Et3N HBr are recyclable as well as nontoxic This process is amenable for the large-scale production of MISB.
Freezing the Butterfly Motion of Carbamazepine Derivatives
Kanase, Yuki,Kuniyoshi, Mai,Tabata, Hidetsugu,Takahashi, Yuka,Kayama, Susumu,Wakamatsu, Shintaro,Oshitari, Tetsuta,Natsugari, Hideaki,Takahashi, Hideyo
, p. 3907 - 3913 (2015)
Atropisomeric properties were found in carbamazepine derivatives. The atropisomers of N-acyl and N-thiocarbamoyl derivatives of carbamazepine were isolated, with high stereochemical stability. It has been elucidated that the rotation about the N-C1′ axis around the outer amide N-(C=O) does not coordinate with the rotation of the butterfly-like motion.
New synthesis of 10-alkoxy-5-H-dibenz[b,f]azepines
Haasz,Galamb
, p. 683 - 687 (1994)
The reaction of 5-acetyl-5H-dibenz[b,f]azepines with sodium-hypochlorite led to the 5-acetyl-10,11-epoxy-10,11-dihydro-5H-dibenz[b,f]azepine (1). The lithium iodide induced rearrangement of 1 gave the keton 2 which was reacted with trialkyl-orthoformates leading to the vinyl ethers 3a,b.
PROCESS FOR PRODUCING OXCARBAZEPINE VIA AN 11-ALKOXY-10-HALO-DIHYDROIMINOSTILBENE INTERMEDIATE
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Page/Page column 13, (2010/11/29)
Disclosed herein is an economically viable and cost effective process for preparation of oxcarbazepine of formula (I) via a novel intermediate of formula (XVIII).
