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三氨基胍离子的衍生物，5. 三氨基胍的酰化反应，生成对称的三（酰氨基）胍和中氮茚1,2,4-三唑-3-氨基化物。

Derivatives of the triaminoguanidinium ion, 5. Acylation of triaminoguanidines leading to symmetrical tris(acylamino)guanidines and mesoionic 1,2,4-triazolium-3-aminides.

作者信息

Szabo Jan, Greiner Julian, Maas Gerhard

机构信息

Institute of Organic Chemistry I, Ulm University, Albert-Einstein-Allee 11, D-89081 Ulm, Germany.

出版信息

Beilstein J Org Chem. 2017 Mar 22;13:579-588. doi: 10.3762/bjoc.13.57. eCollection 2017.

DOI:10.3762/bjoc.13.57
PMID:28405238
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5372706/
Abstract

Depending on the reaction conditions, ,',''-tris(benzylamino)guanidinium salts can react with carboxylic acid chlorides to form either symmetrical ,',''-tris(-acyl--benzylamido)guanidines or mesoionic 4-amino-1,2,4-triazolium-3-hydrazinides . The latter were converted into 1,2,4-triazolium salts by protonation or methylation at the hydrazinide nitrogen atom. Neutral 1,2,4-triazoles were obtained by catalytic hydrogenation of an -benzyl derivative. Crystal structure analyses of a 4-benzylamino-1,2,4-triazolium-3-hydrazinide and of two derived 1,2,4-triazolium salts are presented.

摘要

根据反应条件，“，，”-三（苄基氨基）胍盐可与酰氯反应，形成对称的“，，”-三（-酰基--苄基酰胺基）胍或中氮茚4-氨基-1,2,4-三唑鎓-3-酰肼。后者通过在酰肼氮原子上进行质子化或甲基化转化为1,2,4-三唑鎓盐。通过催化氢化α-苄基衍生物得到中性1,2,4-三唑。本文给出了一种4-苄基氨基-1,2,4-三唑鎓-3-酰肼和两种衍生的1,2,4-三唑鎓盐的晶体结构分析。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/b79ab5ff2d8f/Beilstein_J_Org_Chem-13-579-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/1cae71a4c793/Beilstein_J_Org_Chem-13-579-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/aa6e3437da94/Beilstein_J_Org_Chem-13-579-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/74846186a58e/Beilstein_J_Org_Chem-13-579-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/d74e266770ea/Beilstein_J_Org_Chem-13-579-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/ce892ff8ef73/Beilstein_J_Org_Chem-13-579-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/ceeb6bf52bbc/Beilstein_J_Org_Chem-13-579-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/919aa2e15de3/Beilstein_J_Org_Chem-13-579-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/d409db8e37fb/Beilstein_J_Org_Chem-13-579-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/b07082cbd4ad/Beilstein_J_Org_Chem-13-579-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/b79ab5ff2d8f/Beilstein_J_Org_Chem-13-579-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/1cae71a4c793/Beilstein_J_Org_Chem-13-579-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/aa6e3437da94/Beilstein_J_Org_Chem-13-579-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/74846186a58e/Beilstein_J_Org_Chem-13-579-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/d74e266770ea/Beilstein_J_Org_Chem-13-579-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/ce892ff8ef73/Beilstein_J_Org_Chem-13-579-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/ceeb6bf52bbc/Beilstein_J_Org_Chem-13-579-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/919aa2e15de3/Beilstein_J_Org_Chem-13-579-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/d409db8e37fb/Beilstein_J_Org_Chem-13-579-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/b07082cbd4ad/Beilstein_J_Org_Chem-13-579-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ad/5372706/b79ab5ff2d8f/Beilstein_J_Org_Chem-13-579-g006.jpg

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本文引用的文献

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