66917-06-4

Basic information

• Product Name: 2-(4-azidobutyl)-1H-isoindole-1,3(2H)-dione
• CAS NO: 66917-06-4
• Molecular Formula: C₁₂H₁₂N₄O₂
• Molecular Weight: 244.2493
• Mol File: 66917-06-4.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: 2-(4-azidobutyl)-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-azidobutyl)-1H-isoindole-1,3(2H)-dione(66917-06-4)
• EPA Substance Registry System: 2-(4-azidobutyl)-1H-isoindole-1,3(2H)-dione(66917-06-4)

Safety Data

• Hazardous Substances Data: 66917-06-4(Hazardous Substances Data)

Usage

Derivative of isoindole-1,3(2H)-dione

A heterocyclic compound The compound is based on the structure of isoindole-1,3(2H)-dione, which is a heterocyclic compound containing both carbon and nitrogen atoms in its ring.

Azide group

High reactivity The compound contains an azide group (N3), which is known for its high reactivity and can participate in various chemical reactions.

Butyl chain

Attached to the isoindole ring A butyl chain (C4H9) is attached to the isoindole ring, adding more complexity to the compound's structure.

Click chemistry

Synthesis of complex organic molecules The azide group in the compound can be used in click chemistry reactions, which are efficient and selective methods for synthesizing complex organic molecules.

Versatile building block

Organic synthesis Isoindole-1,3(2H)-diones, like the base compound, are used as versatile building blocks in organic synthesis for creating various functionalized molecules.

Potential applications

Chemical modifications and synthetic transformations The presence of both the azide group and the butyl chain makes 2-(4-azidobutyl)-1H-isoindole-1,3(2H)-dione a potentially useful compound for chemical modifications and synthetic transformations in various applications.

Upstream product

• 5394-18-3 2-(4-bromobutyl)isoindoline-1,3-dione 
• 42152-99-8 2-(4-chlorobutyl)isoindoline-1,3-dione 
• 1074-82-4 potassium phtalimide 
• 52898-32-5 N-(3-butenyl)phthalimide 
• 671821-46-8 1-azido-4-chloro-butane 

Downstream Products

• 868835-86-3 N-{4-[4-(methyl)benzylamino]butyl}phthalimide 
• 868835-87-4 N-{4-[(N,N-dimethylamino)benzyl]butyl}phthalimide 
• 868835-85-2 N-{4-[2-(phenyl)benzylamino]butyl}phthalimide 
• 868835-90-9 1-N-[4-(methyl)benzyl]-1-N-[(tert-butyloxy)carbonyl]-4-phthalimidobutylamine 
• 868835-91-0 1-N-{4-[(N,N-dimethyl)amino]benzyl}-1-N-[(tert-butyloxy)carbonyl]-4-phthalimidobutylamine 
• 868835-89-6 1-N-[2-(phenyl)benzyl]-1-N-[(tert-butyloxy)carbonyl]-4-phthalimidobutylamine 
• 868835-88-5 2-[4-(bis-biphenyl-2-ylmethyl-amino)-butyl]-isoindole-1,3-dione 
• 868836-41-3 7-{4-[(phthalimido)amino]butyl}-{N-[4-N,N-(dimethyl)aminobenzyl]carbamoyl}heptanoic acid methyl ester 
• 66917-07-5 N-<4-<(carbobenzyloxy)amino>butyl>phthalimide 
• 1391026-16-6 (1-(4-(1,3-dioxoisoindolin-2-yl)butyl)-1H-1,2,3-triazol-4-yl)methyl 3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxylate 
• 1391026-06-4 (1-(4-(1,3-dioxoisoindolin-2-yl)butyl)-1H-1,2,3-triazol-4-yl)methyl 5-methyl-3-phenylisoxazole-4-3-carboxylate 
• 1391026-11-1 (1-(4-(1,3-dioxoisoindolin-2-yl)butyl)-1H-1,2,3-triazol-4-yl)methyl 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylate 
• 1391026-21-3 (1-(4-(1,3-dioxoisoindolin-2-yl)butyl)-1H-1,2,3-triazol-4-yl)methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate 
• 1605324-41-1 2-(4-(4-butyl-5-(phenylthio)-1H-1,2,3-triazol-1-yl)butyl)isoindoline-1,3-dione 

Relevant articles and documents

Design and synthesis of a bis-macrocyclic host and guests as building blocks for small molecular knots

The thread-link-cut (TLC) approach has previously shown promise as a novel method to synthesize molecular knots. The modular second-generation approach to small trefoil knots described herein involves electrostatic interactions between an electron-rich bismacrocyclic host compound and electron-deficient guests in the threading step. The bis-macrocyclic host was synthesized in eight steps and 6.6% overall yield. Ammonium and pyridinium guests were synthesized in 4-5 steps. The TLC knot-forming sequence was carried out and produced a product with the expected molecular weight, but, unfortunately, further characterization did not produce conclusive results regarding the topology of the product.

Copper-catalyzed cascade click/nucleophilic substitution reaction to access fully substituted triazolyl-organosulfurs

A novel cascade click/nucleophilic substitution reaction is developed to access 4-heterofunctionalized fully substituted triazolyl-organosulfurs using thiocyanates as both leaving groups and organosulfur precursors. This method features high regioselectivities and board substrate scope. 33 examples are shown to demonstrate the structural diversity through the synthesis of fully substituted triazolyl-organosulfurs including triazolyl-thiocyanates, triazolyl-sulfinylcyanides, triazolyl-thioethers, triazolyl-thiols and triazolyl-disulfides from internal thiocyanatoalkynes.

Rhodium(I)-Catalyzed Regioselective Azide-internal Alkynyl Trifluoromethyl Sulfide Cycloaddition and Azide-internal Thioalkyne Cycloaddition under Mild Conditions

A regioselective method to access fully substituted 5-trifluoromethylthio-1,2,3-triazoles and 5-thio-1,2,3-triazoles from the internal alkynyl trifluoromethyl sulfides and internal thioalkynes by a rhodium(I)-catalyzed azide-alkyne cycloaddition (RhAAC) reaction under mild conditions has been developed. This approach features good compatibility with water and air, a broad substrate scope, good functional group tolerance, high yields and excellent regioselectivities. The high 1,5-regioselectivities were controlled by the strong coordination between the sulfur atom and the π-acidic rhodium. The advantages of this method further include its applicability to gram-scale preparation, the use of solid-phase synthesis technique, and the mutually orthogonal CuAAC-RhAAC reaction. (Figure presented.).