128814-70-0

Basic information

• Product Name: N-phenyl-4H-benzo[d][1,3]oxazin-2-amine
• Synonyms: N-phenyl-4H-benzo[d][1,3]oxazin-2-amine
• CAS NO: 128814-70-0
• Molecular Weight: 224.262
• Mol File: 128814-70-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-phenyl-4H-benzo[d][1,3]oxazin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenyl-4H-benzo[d][1,3]oxazin-2-amine(128814-70-0)
• EPA Substance Registry System: N-phenyl-4H-benzo[d][1,3]oxazin-2-amine(128814-70-0)

Safety Data

• Hazardous Substances Data: 128814-70-0(Hazardous Substances Data)

Upstream product

• 329980-76-9 N-(2-hydroxymethyl-phenyl)-N'-phenyl-urea 
• 405934-28-3 1-[2-(hydroxymethyl)phenyl]-3-phenylthiourea 
• 128814-55-1 1-(2-Bromomethyl-phenyl)-3-phenyl-urea 
• 128814-46-0 2-bromomethylphenyl isocyanate 
• 614-68-6 2-tolyl isocyanate 
• 5344-90-1 2-Aminobenzyl alcohol 
• 103-72-0 phenyl isothiocyanate 
• 4426-68-0 phenyl isoselenocyanate 

Downstream Products

• 57266-65-6 3-phenyl-hexahydro-quinazoline-2,4-dione 
• 62-53-3 aniline 
• 95-53-4 o-toluidine 
• 20878-69-7 3-phenyl-3,4-dihydroquinazolin-2(1H)-one 
• 603-54-3 N,N-diphenylurea 

Relevant articles and documents

A Facile Synthesis of 2-Aminobenzoxazines Based on Iodine-Catalyzed Desulfurative Cyclization

A facile and environmentally benign access to N-aryl/alkyl-4H-benzoxazin-2-amines is achieved from 1-[2-(hydroxymethyl)phenyl/alkyl]-3-phenylthioureas under transition-metal-free conditions. The conversions occur smoothly in the presence of a catalytic amount of molecular iodine and hydrogen peroxide as the oxidant in tetrahydrofuran at room temperature to afford moderate to good yields (28-90%) of the desired products within 2 hours. This method reports the first examples of the catalytic transformations of 1-[2-(hydroxymethyl)phenyl/alkyl]-3-phenylthioureas into N-aryl/alkyl-4H-benzoxazin-2-amines based on desulfurative cyclization.

One-pot reaction for the synthesis of N-substituted 2-aminobenzoxazoles using triphenylbismuth dichloride as cyclodesulfurization reagent

The treatment of various 2-aminophenols with isothiocyanates afforded thioureas, which were reacted in situ with triphenylbismuth dichloride in the presence of triethylamine to give the expected N-substituted benzoxazol-2-amines in good to excellent yields. Triphenylbismuth dichloride promoted the successful cyclodesulfurization of thioureas with short reaction times under mild reaction conditions. This reaction is the first example of the synthesis of heterocyclic rings using a pentavalent organobismuth reagent.

SIMPLE AND EFFICIENT SYNTHESIS OF 4H-3,1-BENZOXAZINES FROM 2-BROMOMETHYLPHENYL ISOCYANATE AND AMINES

Reaction of 2-bromomethylphenyl isocyanate (II; prepared by radical bromination of 2-tolyl isocyanate with N-bromosuccinimide) with aliphatic and aromatic amines takes place on the NCO group under formation of stable N-alkyl(aryl)-N'-(2-bromomethylphenyl)