Synthesis of Azines in Solid State: Reactivity of Solid Hydrazine with Aldehydes and Ketones

Highly conjugated azines were prepared by solid state grinding of solid hydrazine and carbonyl compounds such as aldehydes and ketones, using a mortar and a pestle. Complete conversion to the azine product is generally achieved at room temperature within 24 h, without using solvents or additives. Th...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2011-12, Vol.13 (24), p.6386-6389
Main Authors: Lee, Byeongno, Lee, Kyu Hyung, Cho, Jaeheung, Nam, Wonwoo, Hur, Nam Hwi
Format: Article
Language:English
Subjects:
Aldehydes - chemistry
Azo Compounds - chemical synthesis
Azo Compounds - chemistry
Catalysis
Combinatorial Chemistry Techniques
Hydrazines - chemistry
Ketones - chemistry
Molecular Structure
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-a314t-4ecf170056623bbf3cf1500949ad2614ae0ac54c1f0495f1c2da7d9c92020f773
cites cdi_FETCH-LOGICAL-a314t-4ecf170056623bbf3cf1500949ad2614ae0ac54c1f0495f1c2da7d9c92020f773
container_end_page 6389
container_issue 24
container_start_page 6386
container_title Organic letters
container_volume 13
creator Lee, Byeongno
Lee, Kyu Hyung
Cho, Jaeheung
Nam, Wonwoo
Hur, Nam Hwi
description Highly conjugated azines were prepared by solid state grinding of solid hydrazine and carbonyl compounds such as aldehydes and ketones, using a mortar and a pestle. Complete conversion to the azine product is generally achieved at room temperature within 24 h, without using solvents or additives. The solid-state reactions afford azines as the sole products with greater than 97% yield, producing only water and carbon dioxide as waste.
doi_str_mv 10.1021/ol202593g
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_911941410</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>911941410</sourcerecordid><originalsourceid>FETCH-LOGICAL-a314t-4ecf170056623bbf3cf1500949ad2614ae0ac54c1f0495f1c2da7d9c92020f773</originalsourceid><addsrcrecordid>eNptkM1LwzAYxoMobk4P_gOSi4iH6ps0bYm3MdSJguD0JpQsHy6ja2aTKvWvN6NzJ0_v1-994HkQOiVwRYCSa1dRoBlPP_bQkGQ0TQrI6P6uz2GAjrxfApC44YdoQClwwot0iN5nXR0W2luPncHjH1trj22NZ66yCs-CCPoGv2ghg_2yodtA_WnaqUZscPxtwwKPK6UXnYrPolb4UQcXhY7RgRGV1yfbOkJvd7evk2ny9Hz_MBk_JSIlLCRMS0MKgCzPaTqfmzSOGQBnXCiaEyY0CJkxSQwwnhkiqRKF4pJH12CKIh2hi1533bjPVvtQrqyXuqpErV3rS04IZ4QRiORlT8rGed9oU64buxJNVxIoN1mWuywje7ZVbecrrXbkX3gROO8BIX25dG1TR5P_CP0C4W96JQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>911941410</pqid></control><display><type>article</type><title>Synthesis of Azines in Solid State: Reactivity of Solid Hydrazine with Aldehydes and Ketones</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Lee, Byeongno ; Lee, Kyu Hyung ; Cho, Jaeheung ; Nam, Wonwoo ; Hur, Nam Hwi</creator><creatorcontrib>Lee, Byeongno ; Lee, Kyu Hyung ; Cho, Jaeheung ; Nam, Wonwoo ; Hur, Nam Hwi</creatorcontrib><description>Highly conjugated azines were prepared by solid state grinding of solid hydrazine and carbonyl compounds such as aldehydes and ketones, using a mortar and a pestle. Complete conversion to the azine product is generally achieved at room temperature within 24 h, without using solvents or additives. The solid-state reactions afford azines as the sole products with greater than 97% yield, producing only water and carbon dioxide as waste.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol202593g</identifier><identifier>PMID: 22091973</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Aldehydes - chemistry ; Azo Compounds - chemical synthesis ; Azo Compounds - chemistry ; Catalysis ; Combinatorial Chemistry Techniques ; Hydrazines - chemistry ; Ketones - chemistry ; Molecular Structure</subject><ispartof>Organic letters, 2011-12, Vol.13 (24), p.6386-6389</ispartof><rights>Copyright © 2011 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a314t-4ecf170056623bbf3cf1500949ad2614ae0ac54c1f0495f1c2da7d9c92020f773</citedby><cites>FETCH-LOGICAL-a314t-4ecf170056623bbf3cf1500949ad2614ae0ac54c1f0495f1c2da7d9c92020f773</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22091973$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lee, Byeongno</creatorcontrib><creatorcontrib>Lee, Kyu Hyung</creatorcontrib><creatorcontrib>Cho, Jaeheung</creatorcontrib><creatorcontrib>Nam, Wonwoo</creatorcontrib><creatorcontrib>Hur, Nam Hwi</creatorcontrib><title>Synthesis of Azines in Solid State: Reactivity of Solid Hydrazine with Aldehydes and Ketones</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>Highly conjugated azines were prepared by solid state grinding of solid hydrazine and carbonyl compounds such as aldehydes and ketones, using a mortar and a pestle. Complete conversion to the azine product is generally achieved at room temperature within 24 h, without using solvents or additives. The solid-state reactions afford azines as the sole products with greater than 97% yield, producing only water and carbon dioxide as waste.</description><subject>Aldehydes - chemistry</subject><subject>Azo Compounds - chemical synthesis</subject><subject>Azo Compounds - chemistry</subject><subject>Catalysis</subject><subject>Combinatorial Chemistry Techniques</subject><subject>Hydrazines - chemistry</subject><subject>Ketones - chemistry</subject><subject>Molecular Structure</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNptkM1LwzAYxoMobk4P_gOSi4iH6ps0bYm3MdSJguD0JpQsHy6ja2aTKvWvN6NzJ0_v1-994HkQOiVwRYCSa1dRoBlPP_bQkGQ0TQrI6P6uz2GAjrxfApC44YdoQClwwot0iN5nXR0W2luPncHjH1trj22NZ66yCs-CCPoGv2ghg_2yodtA_WnaqUZscPxtwwKPK6UXnYrPolb4UQcXhY7RgRGV1yfbOkJvd7evk2ny9Hz_MBk_JSIlLCRMS0MKgCzPaTqfmzSOGQBnXCiaEyY0CJkxSQwwnhkiqRKF4pJH12CKIh2hi1533bjPVvtQrqyXuqpErV3rS04IZ4QRiORlT8rGed9oU64buxJNVxIoN1mWuywje7ZVbecrrXbkX3gROO8BIX25dG1TR5P_CP0C4W96JQ</recordid><startdate>20111216</startdate><enddate>20111216</enddate><creator>Lee, Byeongno</creator><creator>Lee, Kyu Hyung</creator><creator>Cho, Jaeheung</creator><creator>Nam, Wonwoo</creator><creator>Hur, Nam Hwi</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20111216</creationdate><title>Synthesis of Azines in Solid State: Reactivity of Solid Hydrazine with Aldehydes and Ketones</title><author>Lee, Byeongno ; Lee, Kyu Hyung ; Cho, Jaeheung ; Nam, Wonwoo ; Hur, Nam Hwi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a314t-4ecf170056623bbf3cf1500949ad2614ae0ac54c1f0495f1c2da7d9c92020f773</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Aldehydes - chemistry</topic><topic>Azo Compounds - chemical synthesis</topic><topic>Azo Compounds - chemistry</topic><topic>Catalysis</topic><topic>Combinatorial Chemistry Techniques</topic><topic>Hydrazines - chemistry</topic><topic>Ketones - chemistry</topic><topic>Molecular Structure</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lee, Byeongno</creatorcontrib><creatorcontrib>Lee, Kyu Hyung</creatorcontrib><creatorcontrib>Cho, Jaeheung</creatorcontrib><creatorcontrib>Nam, Wonwoo</creatorcontrib><creatorcontrib>Hur, Nam Hwi</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lee, Byeongno</au><au>Lee, Kyu Hyung</au><au>Cho, Jaeheung</au><au>Nam, Wonwoo</au><au>Hur, Nam Hwi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Azines in Solid State: Reactivity of Solid Hydrazine with Aldehydes and Ketones</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2011-12-16</date><risdate>2011</risdate><volume>13</volume><issue>24</issue><spage>6386</spage><epage>6389</epage><pages>6386-6389</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>Highly conjugated azines were prepared by solid state grinding of solid hydrazine and carbonyl compounds such as aldehydes and ketones, using a mortar and a pestle. Complete conversion to the azine product is generally achieved at room temperature within 24 h, without using solvents or additives. The solid-state reactions afford azines as the sole products with greater than 97% yield, producing only water and carbon dioxide as waste.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>22091973</pmid><doi>10.1021/ol202593g</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2011-12, Vol.13 (24), p.6386-6389
issn 1523-7060
1523-7052
language eng
recordid cdi_proquest_miscellaneous_911941410
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Aldehydes - chemistry
Azo Compounds - chemical synthesis
Azo Compounds - chemistry
Catalysis
Combinatorial Chemistry Techniques
Hydrazines - chemistry
Ketones - chemistry
Molecular Structure
title Synthesis of Azines in Solid State: Reactivity of Solid Hydrazine with Aldehydes and Ketones
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-06T07%3A41%3A54IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20of%20Azines%20in%20Solid%20State:%20Reactivity%20of%20Solid%20Hydrazine%20with%20Aldehydes%20and%20Ketones&rft.jtitle=Organic%20letters&rft.au=Lee,%20Byeongno&rft.date=2011-12-16&rft.volume=13&rft.issue=24&rft.spage=6386&rft.epage=6389&rft.pages=6386-6389&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/ol202593g&rft_dat=%3Cproquest_cross%3E911941410%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a314t-4ecf170056623bbf3cf1500949ad2614ae0ac54c1f0495f1c2da7d9c92020f773%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=911941410&rft_id=info:pmid/22091973&rfr_iscdi=true