NaNO2/I2 as an alternative reagent for the synthesis of 1,2,3-benzotriazin-4(3H)-ones from 2-aminobenzamides期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

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NaNO₂/I₂ as an alternative reagent for the synthesis of 1,2,3-benzotriazin-4(3H)-ones from 2-aminobenzamides

Authors:	Dinesh S Barak Sushobhan Mukhopadhyay Dipak J Dahatonde Sanjay Batra

Institution:	1. Medicinal and Process Chemistry Division, CSIR-Central Drug Research Instirtute, Sector 10, Jankipuram Extension, Sitapur Road, Lucknow 226031, Uttar Pradesh, India;2. CSIR-HRDC, Postal Staff College Area, Sector 19, Kamla Nehru Nagar, Ghaziabad 201002, India

Abstract:	An efficient transformation of 2-aminobenzamides to 1,2,3-benzotriazin-4(3H)-ones in the presence of sodium nitrite (NaNO₂) and Iodine (I₂) is described. The reaction is proposed to proceed via formation of nitrosyl halide that induces nitrosylation of the amino group of 2-aminobenzamide leading to diazotization followed by intramolecular cyclization.

Keywords:	RIXKMDSXWWKQEW-UHFFFAOYSA-N CVOLUHCITCVQKH-UHFFFAOYSA-N BCQVEUFVKAPLAO-UHFFFAOYSA-N BPIYAXWKHICHFM-UHFFFAOYSA-N DUXZMNJHQNVPDT-UHFFFAOYSA-N REYPRKINSNFECH-UHFFFAOYSA-N NFFZAXACVDOLIL-UHFFFAOYSA-N AJWBVBMCMPAUHH-UHFFFAOYSA-N USWRUZKIJXTXPO-UHFFFAOYSA-N RTKRODPORCQPSA-UHFFFAOYSA-N JCMWRRARAQKZKE-UHFFFAOYSA-N ADTIHOQJOHXWPY-UHFFFAOYSA-N XQAXXFBIVQQBED-UHFFFAOYSA-N QLTAZPDNDIULKD-UHFFFAOYSA-N LZVIYYCQHYHHFV-UHFFFAOYSA-N SYYLNPSURJACPE-UHFFFAOYSA-N OSZDOFKUFXEPNC-UHFFFAOYSA-N OQYPEFKPMXPINQ-UHFFFAOYSA-N HAGHMXFKPMYAKW-UHFFFAOYSA-N BZYBQTLGCMHXAP-UHFFFAOYSA-N WLYWDUNLLQCIGG-UHFFFAOYSA-N CXBNGMLYZXDWOG-UHFFFAOYSA-N PEBIIJFQLQTKEI-UHFFFAOYSA-N MCHJCNNSXMIQLF-UHFFFAOYSA-N ITLWCCZWVIHJGU-UHFFFAOYSA-N LJOZMWRYMKECFF-UHFFFAOYSA-N AUTYUOCIJUZEBP-UHFFFAOYSA-N SIVFKGSZEXJDNR-UHFFFAOYSA-N JWAWXADRFMEJOS-UHFFFAOYSA-N UFXUCVUQBZRTEA-UHFFFAOYSA-N USSIYHGJOICLGX-UHFFFAOYSA-N QCIIFGABNOZXPH-UHFFFAOYSA-N NAWSYQWIQGAWMC-UHFFFAOYSA-N JWPPRPLIXXOWEL-UHFFFAOYSA-N DMSSTTLDFWKBSX-UHFFFAOYSA-N 2-Aminobenzamide Nitrogen heterocycle 1 2 3-Benzotriazin-4-one Sodium nitrite Iodine
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