19341-56-1

Usage

InChI:InChI=1/C5H13N3.ClH/c1-2-3-4-8-5(6)7;/h2-4H2,1H3,(H4,6,7,8);1H

Upstream product

• 158478-68-3 N,N''-bis(tert-butoxycarbonyl)-N'-(butyl)guanidine 
• 109-73-9 N-butylamine 
• 4023-02-3 1H-pyrazole-1-carboximidamide hydrochloride 
• 100-46-9 benzylamine 
• 158478-68-3 C₁₅H₂₉N₃O₄ 

Downstream Products

• 97145-72-7 Butyl-(4-phenyl-5,6-dihydro-benzo[h]quinazolin-2-yl)-amine 
• 103116-78-5 Butyl-{4-phenyl-8-[1-phenyl-meth-(E)-ylidene]-3,4,5,6,7,8-hexahydro-quinazolin-2-yl}-amine 

Relevant academic research and scientific papers

Dynamic and Modular Formation of a Synergistic Transphosphorylation Catalyst

Enzymes accelerate chemical reactions by forming cooperative interactions using precisely positioned functional groups. This has inspired the construction of artificial catalysts by the attachment of functional groups onto molecular scaffolds or solid supports to induce synergistic interactions. Herein, the transphosphorylation reaction is used as a model to demonstrate that cooperativity can also occur intermolecularly between multiple functional groups within self-assembled vesicular structures. We demonstrate that the modular and dynamic nature of such systems allow for triggered reorganization and the up- or down-regulation of catalytic activity. Such concepts have the potential to be used in the design of synergistic catalysts and their incorporation into responsive catalytic systems in water.

Nucleophilic Substitution at the Guanidine Carbon Center via Guanidine Cyclic Diimide Activation

Despite the electron-deficient nature of the guanidine carbon centers, nucleophilic reactions at these sites have been underdeveloped because of the resonance stabilization of the guanidine group. We propose a guanidine C-N bond substitution strategy entailing the formation of guanidine cyclic diimide (GCDI) structures, which effectively destabilize the resonance structure of the guanidine group. In the presence of acid additives, the guanidine carbon center of GCDIs undergoes nucleophilic substitution reactions with various amines and alcohols.

Guanidine cyclic diimides and their polymers

We report the formation and degradation of a unique guanidine cyclic diimide (GCDI) structure and GCDI-based polymers. The GCDI structure is readily formed under mild conditions. The X-ray crystal structure showed that the delocalized π-orbitals in the guanidine plane are significantly disrupted in the GCDI structure. Unlike amine-based imides, the GCDI structure readily degrades into the initial guanidine in protic solvents at ambient temperatures. Furthermore, poly(GCDI)s, a new category of polymers with the GCDI backbones, can be synthesized from guanidines and dianhydrides. Similar to the monomeric GCDIs, poly(GCDI)s are degraded in protic solvents unlike polyimides with high chemical stability.

Aryl- and Heteroaryl-Ethyl-Acylguanidine Derivatives, Their Preparation and Their Application in Therapeutics

Disclosed are compounds according to formula (I): wherein A, Q, X, Y, Z, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10 and R11 are as defined herein. The disclosure also relates to pharmaceutical compositions containing a compound of formula (I), to processes for preparing the compounds of formula (I), and to methods of using the compounds of formula (I).

New cellulose-supported reagent: A sustainable approach to guanidines

(Chemical Equation Presented) A new cellulose-supported reagent for the synthesis of guanidine in aqueous medium is reported starting from commercially available functionalized cellulose beads. Primary and secondary amines, anilines, and amino acids were transformed to the corresponding guanidines in high yields and under very mild conditions.

Total deprotection of N,N'-bis(tert-butoxycarbonyl)guanidines using SnCl4

The total deprotection of NdV'-bis-Boc guanidines using SnCl4 proceeds smoothly in ethyl acetate at room temperature and leads to the easily isolable corresponding guanidinium chlorides.