876353-79-6

Basic information

• Product Name: BOC-2,3-DIMETHYLANILINE
• Synonyms: BOC-2,3-DIMETHYLANILINE
• CAS NO: 876353-79-6
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.3
• Mol File: 876353-79-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BOC-2,3-DIMETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-2,3-DIMETHYLANILINE(876353-79-6)
• EPA Substance Registry System: BOC-2,3-DIMETHYLANILINE(876353-79-6)

Safety Data

• Hazardous Substances Data: 876353-79-6(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 87-59-2 2,3-Dimethylaniline 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 

Downstream Products

• 1048921-98-7 2,3-dimethyl-N-prop-2-yn-1-yl-benzenamine 
• 1385026-25-4 N-tert-butyloxycarbonyl-2,3-bis(bromomethyl)aniline 
• 1385026-48-1 4-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene 
• 1385026-49-2 1-tert-butoxycarbonylamino-7-benzyloxycarbonylamino-6,7-dihydro-5H-benzocycloheptene 

Relevant articles and documents

Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines

The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactiveN-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the areneorthoposition. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly toortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsymmetrical, selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuableortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.

Palladium-Catalyzed Decarboxylative Synthesis of Arylamines

A novel approach has been developed for the synthesis of arylamines via the palladium-catalyzed intramolecular decarboxylative coupling (IDC) of aroyloxycarbamates, obtained in situ by reacting aryl carboxylic acids with hydroxycarbamates. The reaction offers facile access to structurally diverse arylamines with the site-specific formation of the C(sp2)-N bond under mild conditions.

A mild and green method for the N-BOC protection of amines without assistant of catalyst under solvent-free conditions

A facile, green and versatile method for the Boc protection of amines has been developed by a treatment with (Boc)2O without any additive at room temperature. The method is general for the preparation of N-Boc derivatives of aliphatic (acyclic and cyclic), aromatic, and heteroaromatic amines; primary and secondary amines. The advantages of this method are green, simplicity, short reaction times and excellent yields.