Three-component condensation of 4-aryl-1,4-dihydro-benzo[4,5]imidazo[1,2-a][1,3,5]triazin-2-amines with formaldehyde and primary amines

Potapov, A. Yu.; Shestakov, A. S.; Вережников, В. Н.; Shikhaliev, Kh. S.

doi:10.1134/s1070428011070177

Cited by 5 publications

(1 citation statement)

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“…It is known that such reactions with 1,3-N,N-binucleophiles lead to the formation of hydrogenated 1,3,5-triazines. 36 1,3,5-Triazinanes 17 a-f with exocyclic multiple bonds are formed as a result of reaction 9 with primary aliphatic amines and formaldehyde. The formation of products 14-16 can be excluded based on 1 H NMR and 13 C NMR spectroscopy data.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and some reactions of 5-carbmethoxymethylidene-4-oxo-1,3-thiazol-2-ylguanidine

Stolpovskaya¹,

Quy²,

Kruzhilin³

et al. 2022

Arkivoc

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Methyl (2Z)-[2[(diaminomethylene)amino]-4-oxothiazol-5(4H)-ylidene]acetate was obtained by the reaction of N-amidinothiourea and dimethyl acetylenedicarboxylate (DMAD) under various conditions: methanol, ethanol, acetonitrile, ethyl acetate, dioxane, acetic acid, ethanol/TsOH. The structure of the product has been proven by X-ray diffraction analysis. A series of new N-(5-R-1,3,5-triazinan-2-ylidene)-N-1,3-thiazol-2-amines was obtained as a result of the multicomponent condensation of methyl (2Z)-[2[(diaminomethylene)amino]-4oxothiazol-5(4H)-ylidene]acetate with alkylamines and formaldehyde.

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Section: Resultsmentioning

confidence: 99%

Synthesis and some reactions of 5-carbmethoxymethylidene-4-oxo-1,3-thiazol-2-ylguanidine

Stolpovskaya¹,

Quy²,

Kruzhilin³

et al. 2022

Arkivoc

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ChemInform Abstract: Three‐Component Condensation of 4‐Aryl‐1,4‐dihydrobenzo[4,5]imidazo[1,2‐a][1,3,5]triazin‐2‐amines with Formaldehyde and Primary Amines.

et al. 2011

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Straightforward Microwave‐Assisted Synthesis of 5,8‐Disubstituted 5,6,8,9‐Tetrahydro‐4H,7H‐2,5,6a,8,9a‐pentaazaphenalene‐1,3‐diones

et al. 2013

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The multicomponent reaction of 6‐aminouracils (1), formaldehyde, and selected amines allowed the direct synthesis of a tricyclic heterocyclic scaffold (3) through consecutive Mannich‐type and condensation reactions in excellent yields, creating one C–C and seven C–N bonds. Using this one‐pot reaction, a sustainable method was developed for substituted‐5,6,8,9‐tetrahydro‐4H,7H‐2,5,6a,8,9a‐pentaazaphenalene‐1,3‐diones, a unique skeleton of medicinal interest.

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Three-component condensation of 4-aryl-1,4-dihydro-benzo[4,5]imidazo[1,2-a][1,3,5]triazin-2-amines with formaldehyde and primary amines

Cited by 5 publications

References 1 publication

Synthesis and some reactions of 5-carbmethoxymethylidene-4-oxo-1,3-thiazol-2-ylguanidine

Synthesis and some reactions of 5-carbmethoxymethylidene-4-oxo-1,3-thiazol-2-ylguanidine

ChemInform Abstract: Three‐Component Condensation of 4‐Aryl‐1,4‐dihydrobenzo[4,5]imidazo[1,2‐a][1,3,5]triazin‐2‐amines with Formaldehyde and Primary Amines.

Straightforward Microwave‐Assisted Synthesis of 5,8‐Disubstituted 5,6,8,9‐Tetrahydro‐4H,7H‐2,5,6a,8,9a‐pentaazaphenalene‐1,3‐diones

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Three-component condensation of 4-aryl-1,4-dihydro-benzo[4,5]imidazo[1,2-a][1,3,5]triazin-2-amines with formaldehyde and primary amines

Cited by 5 publications

References 1 publication

Synthesis and some reactions of 5-carbmethoxymethylidene-4-oxo-1,3-thiazol-2-ylguanidine

Synthesis and some reactions of 5-carbmethoxymethylidene-4-oxo-1,3-thiazol-2-ylguanidine

ChemInform Abstract: Three‐Component Condensation of 4‐Aryl‐1,4‐dihydrobenzo[4,5]imidazo[1,2‐a][1,3,5]triazin‐2‐amines with Formaldehyde and Primary Amines.

Straightforward Microwave‐Assisted Synthesis of 5,8‐Disubstituted 5,6,8,9‐Te­trahydro‐4H,7H‐2,5,6a,8,9a‐pentaazaphenalene‐1,3‐diones

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Straightforward Microwave‐Assisted Synthesis of 5,8‐Disubstituted 5,6,8,9‐Tetrahydro‐4H,7H‐2,5,6a,8,9a‐pentaazaphenalene‐1,3‐diones