137445-08-0

Basic information

• Product Name: N-(p-tolyl)benzo[d][1,3]dioxol-5-amine
• Synonyms: N-(p-tolyl)benzo[d][1,3]dioxol-5-amine
• CAS NO: 137445-08-0
• Molecular Weight: 227.263
• Mol File: 137445-08-0.mol

Chemical Properties

• CAS DataBase Reference: N-(p-tolyl)benzo[d][1,3]dioxol-5-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(p-tolyl)benzo[d][1,3]dioxol-5-amine(137445-08-0)
• EPA Substance Registry System: N-(p-tolyl)benzo[d][1,3]dioxol-5-amine(137445-08-0)

Safety Data

• Hazardous Substances Data: 137445-08-0(Hazardous Substances Data)

Upstream product

• 3076-56-0 p-tolyllead triacetate 
• 14268-66-7 benzo[1,3]dioxolo-5-ylamine 
• 17680-04-5 (3,4-methylenedioxy)phenylmagnesium bromide 
• 106-49-0 p-toluidine 
• 106-40-1 4-bromo-aniline 
• 124010-46-4 <3,4-(Methylenedioxy)phenyl>lead triacetate 

Relevant articles and documents

Crystal structure of 5-(p-methoxyphenylamino)indane and AM1 calculations on N-arylamines derivatives, precursors of phenothiazine drugs

The structural determination by X-ray crystallography of the titled N-arylamine 4a, as well as AM1 calculations on a series of derivatives (4b-c, 5a-c), are reported. The compound 4a is monoclinic P21lc with a = 7.656(3), b = 23.655(

Direct amination of phenols under metal-free conditions

Herein, we disclose the metal-free synthesis of arylamines via the direct amination of phenols using aminating reagents. This reaction procedure uses easy accessible aminating reagents and provides a versatile synthetic route to a broad range of arylamines with various functionalities in good to excellent yield. By using a two-step route of amination and oxidative coupling reaction, we synthesized three naturally occurring carbazole alkaloids: murrayafoline A, mukonine, and clausenine from two commercially available phenols. Georg Thieme Verlag Stuttgart · New York.

Nickel-catalyzed synthesis of diarylamines via oxidatively induced C-N bond formation at room temperature

A nickel-catalyzed oxidative coupling of zinc amides with organomagnesium compounds selectively produces diarylamines under mild reaction conditions, with tolerance for chloride, bromide, hydroxyl, ester, and ketone groups. A diamine is bis-monoarylated. A bromoaniline undergoes N-arylation followed by Kumada-Tamao-Corriu coupling in one pot. The reaction may proceed via oxidatively induced reductive elimination of a nickel species.

Aryllead Triacetates: Regioselective Reagents for N-Arylation of Amines

Aryllead triacetates have been found to be regioselective reagents for the mono N-arylation of a range of aromatic, heterocyclic and aliphatic amines under mild and neutral conditions in a reaction catalysed by copper diacetate.The arylation of arylamines was unaffected by the steric hindrance of the arylamine but was dependent on the arylamine basicity.In addition, the position of oxidisable substituents on both the aryllead triacetate and the arylamine was found to be important due to a competing oxidation-reduction reaction.The arylation of heterocyclic amines proceeded in modest to good yields whilst aliphatic amines were arylated in poor to modest yields.The mechanism proposed for these reactions involves transfer of the aryl group onto copper forming a copper(III) intermediate which subsequently undergoes ligand coupling to give the N-arylated amine and the catalytic CuI species.